Substituted 4-(4-nitrophenoxy) pyrazoles and their use as herbicides

Abstract

The present invention relates to certain novel substituted 3-(4-nitrophenoxy)pyrazoles and their use as herbicides.

Description

FIELD OF THE INVENTION

The present invention relates to certain novel substituted 3-(4-nitrophenoxy)pyrazoles and their use as herbicides.

BACKGROUND OF THE INVENTION

Uncontrolled weed growth continues to be a problem in our environment. In growing crops, uncontrolled weed growth normally results in lower crop yield and reduced crop quality inasmuch as weeds compete with crops for light, water and soil nutrients. Herbicides have been developed to control weed growth. However, many herbicides injure adjacent useful plants at herbicide application rates necessary to control weed growth. Further, many non-selective herbicides have environmental problems.

Plath et al U.S. Pat. No. 4,298,749 discloses certain substituted pyrazole ether derivatives including pyrazole phenyl ethers as having herbicidal activity. However, there still is a need in the art for a class of active, broad-spectrum herbicides.

SUMMARY OF THE INVENTION

The present invention relates to a novel class of substituted 3-phenoxypyrazoles, herbicidal compositions thereof, and their use as herbicides. Applicants have discovered that certain 3-phenoxypyrazole herbicides having a substitution pattern have herbicidal activity and that many of them have exceptionally high herbicidal activity. The unique substitution pattern includes importantly a para-nitro substituent on the phenyl ring. The unique substitution pattern also provides for specific substituents in the 1-, 4- and 5-positions of the pyrazole ring. The phenyl ring also has in one meta position a substituent which is (i) a hydrido radical or, preferably (ii) a substituent other than hydrido having a molecular weight up to about 300. It has been found that it is the unique combination of the para-nitro substituent on the phenyl ring and substituents in the 1-, 4- and 5-positions of the pyrazole ring which provide the class of compounds with herbicidal activity and that the nature of the meta substituent (if any) on the phenyl ring is not critical for the presence of herbicidal activity.

The class of unique compounds is defined as 3-phenoxypyrazoles and agronomically acceptable salts thereof wherein (a) the pyrazole ring has a methyl, ethyl, halomethyl or haloethyl substituent in the 1-position; a hydrido, halo or nitro substituent in the 4-position and a chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl ethylsulfonyl or methoxymethyl substituent in the 5-position and (b) the phenyl ring has a para nitro substituent and a meta substituent having a molecular weight of up to about 300 and consisting of one or more atoms selected from the group consisting of H, C, Cl, F, Br, I, N, S, O, Si and P. The meta substituent is preferably an organic radical having up to about about 10 and preferably up to about 8 carbon atoms; preferably having a molecular weight of up to about 300, preferably up to about 250, more preferably up to about 200 and having one or more atoms selected from the group consisting of H, C, Cl, F, Br, I, N, S, O, Si and P. More preferably the organic radical has one or more atoms selected from the group consisting of H, C, Cl, F, Br, N, S and O. Preferably the pyrazole ring has a halo substituent in the 4-position, preferably Cl or Br. Preferably the pyrazole ring has a halomethyl, haloethyl, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl substituent in the 5-position, more preferably a halomethyl or methylsulfonyl substituent in the 5-position.

The meta organic radical normally will comprise a saturated or unsaturated carbon chain having up to about 10 (preferably up to about 8) carbon atoms which may be linear, branched or cyclic and optionally substituted by a variety of substituents such as halo, nitro, cyano, hydroxy, and the like. The radical has a molecular weight of up to about 300 and preferably up to about 250 (most preferably up to about 200). The carbon chain may be bonded directly to the phenyl ring or through one or more difunctional substituents selected from (i) substituents comprising (or consisting of) one or more heteroatoms selected from the group consisting of N, S, O and P (preferably O and N) and (ii) substituents comprising one or more atoms selected from C and S which are bonded to one or more of said heteroatoms (preferably carbonyl). The carbon chain is optionally interrupted or terminated with one or more substituents selected from (i) substituents comprising one or more heteroatoms selected from the group consisting of N, S, O and P (preferably O, N and S) and (ii) substituents comprising one or more atoms selected from C and S which are bonded to one or more of said heteroatoms (preferably carbonyl or sulfonyl). The heteroatom may optionally be substituted with substituents such as alkyl, alkoxy or the like. The carbon chain may also be optionally substituted with (i) aryl, preferably phenyl or phenylalkyl optionally substituted with substituents such as halo, nitro, cyano, alkoxy, haloalkyl, amino, hydroxy or the like or (ii) a 3 to 7 membered, saturated or unsaturated heterocyclic radical having 1 to 3 heteroatoms selected from the group consisting of N, O and S.

A preferred embodiment of the unique class of the 3-phenoxypyrazoles of the present invention are compounds represented by the Formula I and agronomically acceptable salts thereof: ##STR1## wherein: R.sub.1 is methyl, ethyl, halomethyl or haloethyl;

R.sub.2 is chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl or methoxymethyl R.sub.3 is hydrido, halo or nitro; and ##STR2## R.sub.a is selected from hydrido, hydroxy, halo, cyano, alkyl, alkenyl, alkynyl, unsubstituted or substituted with one or more hydroxy, halo, cyano, alkoxy, amino, alkylamino, alkylthio, phenyl, hydroxycarbonyl, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, alkylcarbonyloxy, di(alkoxy)carbonyl, di(alkoxycarbonyl), alkoxyalkylaminocarbonyl, alkylsulfinyl, alkylsulfonyl, alkoxycarbonylalkylsulfonyl, phosphonyl and alkylphosphinyl. R.sub.b is selected from hydroxy, hydrido, halo, alkyl, alkoxy, alkenyloxy, alkynyloxy, phenoxy, benzyloxy, hydrazino, alkylhydrazino, oximino, phenylamino, phenylthio, alkylthio, amino, alkylamino, alkenylamino, alkynylamino, di-, tri- or tetra(alkoxy), di(alkylamino), alkylaminoalkoxy, alkoxyalkylamino, hydroxycarbonyl, alkylaminooxy, alkoxyamino, alkylthioalkoxy, alkylthioalkyl, alkoxyalkyl, alkylsufonylalkoxy, alkylsufinylalkyloxy, alkylsulfonylamino, alkylsulfonylalkylamino, hydroxycarbonylalkylamino, alkoxycarbonylalkyl, alkylcarbonylalkoxy, alkoxycarbonyalkenyloxy, alkoxycarbonylalkoxy, alkoxycarbonylalkylthio, alkylcarbonylamino, aminocarbonylalkylamino, di(alkoxycarbonyl)alkoxy, alkylaminocarbonylalkoxy, hydroxycarbonylalkylamino, alkoxycarbonylalkylamino, alkylcarbonyloxyalkoxy; alkylcarbonyloxydi(alkoxy); alkylcarbonyloxyalkylamino, alkoxycarbonyloxyalkoxy; alkoxyalylcarbonyloxyalkoxy; alkoxycarbonylaminoalkoxy, alkoxycarbonylalkoxyamino, alkoxycarbonylalkylcarbonyloxyalkoxy alkenylaminothiocarbonylamino, alkoxycarbonyloximino, alkoxyoximino, alkylcarbonyloximino, and alkylphosphonylalkoxy; R.sub.c is hydrido, alkyl, benzyl, alkenyl, alkynyl, alkoxycarbonyl, alkylcarbonyl, alkylsulfonyl, alkylimino, alkoxyimino, alkoxycarbonylimino, Rx-alkyl or Rx-alkenyl wherein Rx is halo, hydroxy, cyano, mono, di-, tri- or tetra(alkoxy), alkynyloxy, alkylamino, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylphosphonyl, alkylphosphinyl, halocarbonyl, alkylcarbonyl, hydroxycarbonyl, alkoxycarbonyl, alkenyloxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, phenylaminocarbonyl, alkylhydrazinocarbonyl, aminocarbonyl, alkenylaminocarbonyl, alkylaminocarbonyl, benzylaminocarbonyl, thiocarbonyl, phenylthiocarbonyl, alkylthiocarbonyl, alkoxyalkylthiocarbonyl, di(alkoxycarbonyl), alkylcarbonylalkoxycarbonyl, alkylsulfinylalkoxycarbonyl, alkoxycarbonylalkylcarbonyl, alkoxycarbonylalkylaminocarbonyl, hydroxycarbonylalkylaminocarbonyl, di, tri, tetra(alkoxy) carbonyl, alkoxyalkyl, alkenyloxycarbonyl, alkylthioalkoxycarbonyl, alkylaminoalkoxycarbonyl, di(alkylamino)carbonyl, alkoxyalkylaminocarbonyl, alkoxyaminocarbonyl, alkylsulfonylaminocarbonyl, phenylsulfonylaminocarbonyl, alkoxycarbonylcarbonyloxy, alkoxycarbonylalkylcarbonyloxy, alkoxycarbonylamino, alkoxycarbonylalkylthio, alkoxycarbonylalkylaminocarbonyl, alkylcarbonylaminocarbonyl, alkylcarbonyloxydi(alkoxy)carbonyl, alkoxyalkylcarbonyloxydi(alkoxy)carbonyl, alkoxycarbonylcarbonyloxydi(alkoxy)carbonyl, alkoxycarbonylalkylcarbonyloxy-bis(alkoxy)carbonyl, alkoxycarbonylaminoalkoxycarbonyl, alkylsulfonylalkoxy carbonyl, alkylsulfonylaminocarbonyl, alkylphosphonylalkoxycarbonyl, alkoxycarbonyloximinocarbonyl, alkoxyoximinocarbonyl, or alkyloximinocarbonyl. R.sub.d, and R.sub.e are independently selected from hydrido, alkyl, alkenyl, alkynyl, benzyl, phenyl, alkoxy, alkenyloxy, benzyloxy, hydridocarbonyl, alkylcarbonyl, phenylcarbonyl, alkylsulfonyl, aminocarbonyl, alkoxycarbonyl, alkoxyalkyl, alkylthioalkyl, alkylaminoalkyl, alkylsulfonylalkyl, halocarbonylalkyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, di-, tri-(alkoxy), phenylthioalkyl, di(alkylamino)alkyl, alkylphosphonyl alkyl or alkylsilylalkyl; or R.sub.d is hydrido or alkyl and R.sub.e is amino, alkylamino, phenylamino or alkoxycarbonylalkylamino; or R.sub.d and R.sub.e together are a cycloalkyl chain having 2 to 6 carbon atoms. R.sub.g is selected from hydrido, alkyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, alkylaminocarbonylalkyl, alkylthiocarbonylalkyl, di(alkoxy)carbonylalkyl, and di(alkoxycarbonyl)alkyl; R.sub.f is selected from hydrido, alkyl, and alkoxyalkyl; R.sub.h is hydrido, halo, alkyl, alkenyl, alkoxy, alkylamino, phenoxy, alkylaminocarbonyl, alkoxycarbonyl, hydroxycarbonylalkyl, alkoxycarbonylalkyl, alkylthio, alkoxycarbonylalkylthio and alkylsilylalkoxycarbonylalkyl or alkylsulfinylamino; R.sub.i and R.sub.j are independently selected from hydrido, alkyl, alkoxy and alkylamino; R.sub.k is alkylphosphonyl, alkylaminoimino, alkylsulfinyl, alkylsulfonyl, alkylaminosulfonyl or halosulfonyl. R.sub.a through R.sub.j can also comprise a heterocyclic substituent selected from triazolyl, morpholinyl, piperidyl, indolyl, piperazinyl, pyrrolidinyl, pyrazolyl, pyrrolinyl, azetidinyl, thienyl, imidazolyl, pyrimidinyl, furyl, pyridyl, tetrahydro2H-pyranyl, pyridinyl, pyrrolidinonyl, indazolyl, furanyl, dioxolanyl, 5,6-dihydro-1,4,2-dioxazinyl, tetrahydrofuranyl, tetrahydro-2-oxofuranyl, 4,5dihydro-4-oxofuranyl, benzimidazolyl, 4,5-dihydrooxazolyl, benzoxazolyl, piperidinyl, aziridinyl, 1H-2,5-dihydropyrrolyl, 1H-isoindole-1,3(2H)-dionyl, furanonyl, thiomorpholinyl, azepinyl or oxocyloalkyl, oxocycloalkenyl.

Preferred compounds of the present invention include compounds wherein R.sub.1 is methyl; compounds wherein R.sub.2 is halomethyl, methylsulfinyl or methylsulfonyl and most preferably where R.sub.2 is halomethyl, especially difluromethyl or trifluoromethyl; compounds wherein R.sub.3 is halo especially chloro and bromo.

Preferred compounds of the present invention have a Z which is ##STR3## and most preferably R.sub.c O wherein R.sub.b, R.sub.c, R.sub.d, R.sub.e, R.sub.f and R.sub.g are as defined hereinabove. Z is preferably selected from alkoxy, haloalkoxy, bis(alkoxy), alkoxycarbonyl, alkoxycarbonylalkoxy, aminocarbonylalkoxy, alkylaminocarbonylalkoxy, alkylsulfonylaminocarbonylalkoxy, alkylamino, hydroxyalkylamino, alkoxyamino, alkoxyalkylamino, hydroxycarbonylalkylamino, and alkoxycarbonylalkyloxyimino.

The nature of the Z substituent is not critical to the presence of herbicidal activity for the unique class of compounds of the present invention. Compounds with other types of Z substituents are as follows:

(a) compounds according the Formula I with a Z substituent as defined above wherein substituents for R.sub.a through R.sub.k are selected from the collective group of substitutents recited above for R.sub.a through R.sub.k ; and (b) compounds according to Formula I with a Z substituent as defined above wherein R.sub.a through R.sub.k are substituents which comprise one or more radicals selected from carbonyl, oxy, amino, thio, carbonyloxy, carbonylamino, imino, oximino, sulfonyl, sulfinyl, thiocarbonyl, phosphinyl, phosphonyl, hydrazino, and the like and optionally also comprising bridging radicals selected from alkylene, phenyl and the like.

The phenyl ring can be optionally substituted in the other ring positions by one or more noninterferring substituents such as halo (e.g. as an ortho substituent, especially ortho halo) which do not unacceptably diminish the herbicidal activity. Compounds having such substituents are contemplated as equivalents of the compounds claimed herein.

The pyrazole ring can also be substituted in the 1-, 4- and 5-position by other substituents which do not unacceptably interfere with the herbicidal activity of the molecule. These compounds should also be contemplated as equivalents of those claimed herein.

The terms "di-, tri- and tetra-" mean that the referenced groups are polymeric such as di(methoxy) means CH.sub.3 --O--CH.sub.2 --O--.

The term "alkyl" means herein a straight, branched and cyclic radical having 1 to 12 carbon atoms, preferably 1 to 5 carbon atoms and includes, but is not limited to, ethyl, methyl, 2-propyl, 1-ethylpropyl, 1-methylpropyl, n-butyl, 1,1-dimethylethyl, 2,2-dimethylpropyl, pentyl, 2-methylpropyl, 1-methylethyl and dodecyl. The cyclic alkyl radicals include cycloalkylalkyl radicals and alkylcycloalkyl radicals wherein the cyclic group of the radical has from 3 to 6 carbon atoms. Examples of cycloalkyl radicals are cyclopropyl, cyclopropylmethyl, methylcyclopropyl, cyclobutyl and cyclohexyl.

The terms "alkenyl" and "alkynyl" herein mean a straight, branched or cyclic group having 2 to 6 carbon atoms. Examples of such alkenyl groups include ethenyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 2-methyll-propenyl, 2-methyl-2-propenyl, 1-methyl-ethenyl, and the like. Examples of such alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, and so forth. The term "halo" is intended to mean fluoro, chloro, bromo or iodo.

The term "haloalkyl" is intended to mean an alkyl radical substituted with one or more halogen atoms preferably selected from bromo, chloro or fluoro. The term "alkoxycarbonyl" is intended to mean ##STR4## wherein R.sub.1 is alkyl which may be substituted by a variety of substituents such as halo, hydroxy, nitro, cyano or the like. The term "alkylamino" is intended to mean R.sub.1 R.sub.m N-- wherein R.sub.m is hydrido or lower alkyl wherein alkyl may also be substituted with a variety of substituents. The term "alkoxycarbonyl alkyl" is intended to mean ##STR5## The term "alkylthio" is intended to mean R.sub.1 S-- and the term "alkylthiocarbonyl" is intended to mean ##STR6## The term "oximino" is intended to mean ##STR7## The term "alkylphosphonyl" and "alkylphosphinyl" are intended to mean, respectively ##STR8## The term "alkylsulfonyl" is intended to mean ##STR9## The term "alkylsulfinyl" means ##STR10## The term "imino" is intended to mean --C.dbd.N--.

Agriculturally acceptable salts of the present invention include alkali, alkaline earth, acid addition, base addition and alkylation salts. Generally, the salts will have suitable cations which include alkali metals such as sodium, potassium, and lithium; alkaline earth metals such as calcium, organic ammoniums and ammonium salts, sulfonium, phosphonium salts, and other salt complexes. Alkylation salts are generally formed by alkylation of nitrogen or sulfur atoms in the molecule.

It has also been observed that the 5-phenoxypyrazole regioisomers of the compounds of the present invention may exhibit herbicidal activity. However, the 3-phenoxypyrazoles of the present invention are substantially more herbicidally active than their corresponding 5-phenoxypyrazole regioisomers. A 3-phenoxypyrazole regioisomer is structurally identical to its corresponding 5-phenoxypyrazole regioisomer except for the location of the substituent on the pyrazole nitrogen. It also has been discovered that the R isomer of compounds having Z as an alkoxycarbonylethylideneoxy substituent are more herbicidally active than the corresponding S isomer compounds.

The alkyl, alkenyl, alkynyl, phenyl and phenylalkyl radicals in the compounds of the present invention represented by Formula I can in turn be substituted by a variety of substituents which will not interfere with the biological activity of the compound in addition to those substituents which are specifically exemplified herein. Suitable substituents include for example substituents such as halo, cyano, nitro, amino hydroxy, haloalkyl, alkoxy, alkylthio, alkylsilyl, sulfonyl, phosphonyl and the like and such radicals in the compounds of the present invention with these substituents are intended to be within the scope of the claims of the present invention. Such substitution will normally only be mono, di or tri substitution ("mono/polysubstitution") on such radicals provided, however, in the case of halo and hydroxy, a greater degree of substitution may be suitable. Further, many of the compounds of the present invention may have more than one possible stereoisomer and structures illustrated are intended to include all such stereoisomers.

The utility of the compounds of this invention as an active ingredient in herbicidal compositions formulated therewith and the method of use thereof will be described below.

DETAILED DESCRIPTION OF THE INVENTION

The procedures described below depict suitable methods whereby the compounds of this invention may be prepared by known chemical procedures from compounds which are known in the art and/or are readily available commercially. These procedures described below are merely illustrative and those skilled in the art will know a variety of other procedures for making the compounds of the present invention.

Compounds of the present invention can generally be prepared by two procedures, Procedure A or Procedure B. Certain compounds of the present invention are prepared by Procedure A in a two-step reaction as follows: (i) reacting 2,4-dichloronitrobenzene with at least two equivalents of the appropriately substituted 3-hydroxypyrazole in a suitable solvent and (ii) reacting the product of (i) with an appropriate nucleophilic reactant selected from oxides, thiolates and amines. Suitable oxides are hydroxide, alkoxides, phenoxides, and the like. Other compounds of the present invention can be prepared from these compounds using known chemical procedures.

The compounds of the present invention can also be prepared by Procedure B by reacting a 3-hydroxypyrazole intermediate with a 4-halonitrobenzene intermediate having the following structure: ##STR11## The halo atom on the nitrobenzene is preferably fluoro or chloro. W can be selected from a variety of substituents such as the desired substituent in the phenoxypyrazole product or a displaceable substituent such as fluoro which can be subsequently displaced from the phenoxypyrazole with the desired substituent.

Pyrazole Intermediate

Certain of the 3-hydroxypyrazole intermediates used to make the compounds of the present invention are novel compounds. Such novel 3-hydroxypyrazoles having the following formula: ##STR12## wherein: R.sub.1 is methyl or ethyl;

R.sub.2 is halomethyl, haloethyl, methylsulfinyl, ethylsulfinyl or methoxymethyl; R.sub.3 is hydrido or halo. Examples of such novel 3-hydroxypyrazoles and their melting points are: 5-Trifluoromethyl-3-hydroxy-1-methylpyrazole (130.degree.-131.degree. C.) 5-Difluoromethyl-3-hydroxy-1-methylpyrazole (115.degree.-119.degree. C.) 5-Chlorodifluoromethyl-3-hydroxy-1-methylpyrazole (122.degree.-123.degree. C.) 5-Pentafluoroethyl-3-hydroxy-1-methylpyrazole (119.degree.-124.degree. C.) 5-Trifluoromethyl-4-chloro-3.TM.hydroxy-1-methylpyrazole (136.degree.-140.degree. C.) 5-Trifluoromethyl.TM.4-bromo-3-hydroxy-1-methylpyrazole (154.degree.-156.degree. C.) 5-Trifluoromethyl-3-hydroxy-1-ethylpyrazole (85.5.degree.-87.5.degree. C.) 5-Trifluoromethyl-4-fluoro-3 hydroxy-1-methylpyrazole (101.5.degree.-102.5.degree. C.) 5-Trifluoromethyl-4-iodo-3-hydroxy-1-methylpyrazole (190.degree.-192.degree. C.) 5-Difluoromethyl-4-fluoro-3-hydroxy-1-methylpyrazole (157.degree.-159.degree. C.) The 3-hydroxypyrazole intermediates can be conveniently prepared by the following processes.

The pyrazole intermediate is conveniently prepared by reacting an alkylhydrazine with an alkyl 3-haloalkylpropynoate which is in turn prepared generally in accordance with procedures set forth in Huang et al. Scientia Sinica 25, 21 (1982). The Huang phosphorane intermediate can be prepared by reacting (carbethoxymethyl)triphenylphosphonium bromide with trifluoroacetic anhydride in the presence of triethylamine and tetrahydrofuran.

The 5-trifluoromethyl-3-hydroxy-1-methyl-pyrazole intermediate may also be conveniently prepared by reacting ethyl 4,4,4-trifluoro-2-butynoate with methylhydrazine in a suitable solvent such as methylene chloride or methanol/water at a low temperature from about -78.degree. C. to about -20.degree. C. The reaction at higher temperatures will result in a mixture of the 3-hydroxy and 5-hydroxypyrazole isomers. It is believed that reduced temperatures and more polar solvents provide greater amounts of the desired 3-hydroxy isomer of the pyrazole. Prior to reacting the pyrazole with the nitrobenzene, it is generally preferred to purify the pyrazole to separate out the 5-hydroxypyrazole isomer. This purification can be easily accomplished by stirring the isomer mixture product in an aqueous solution of sodium bicarbonate. The 5-hydroxy isomer is dissolved into solution while the 3-hydroxy isomer remains in suspension and is readily separated.

An alternative method of forming 5-trifluoromethyl-3-hydroxy-1-methylpyrazole involves reacting ethyl 4,4,4-trifluoroacetoacetate in acetone with preferably triethylmethylammonium methylsulfate or with dimethyl sulfate in the presence of anhydrous potassium carbonate to form 3-methoxy-4,4,4-trifluoro-2-butenoic acid ethyl ester. This ester is then reacted directly with methylhydrazine to form the 3- and 5-hydroxy isomer mixture of the intermediate pyrazole. The desired isomer can be separated as described above. Alternatively, 2,4,4 trifluoroacetoacetate can be reacted in a like manner to give 1-methyl-3-hydroxy-4-fluoro-5-difluoromethylpyrazole.

Another method of making the 3-hydroxypyrazole involves reacting the ethyl 4,4,4-trifluoroacetoacetate directly with the methylhydrazine in ether to form a mixture of intermediates, 5-hydroxypyrazolidin-3-one and 3-hydroxypyrazolidin-5-one and dehydration of these intermediates by the addition of sulfuric acid in chloroform to form a mixture of the 3- and 5-hydroxypyrazoles. The desired isomer can be separated as described above.

Referring to Procedure I below, a preferred process for making 3-hydroxypyrazoles comprises reacting 3-(amino or substituted amino)-2-alkenoic acid or acid derivative with an alkyl substituted hydrazine. Suitable alkenoic acid derivatives included esters, thioesters and amides. In Procedure I,Y is hydrido or halo, preferably fluoro and R is hydrido, alkyl or phenyl, preferably hydrido. The alkenoic acid can also have a halo substituent in the 2-position.

The alkenoic acid can be substituted by noninterfering substituents known to those skilled in the art such as halo, nitro, hydroxy, and the like and the use of a reactant with such non-interfering substituents is contemplated as equivalent to the process of the present invention. Sterically hindered amines such as diethylamine and morpholine result in side reactions without product formation.

To form the 3-hydroxypyrazole, the 3-amino-2-alkenoic acid derivative can be reacted neat with the substituted hydrazines. Optionally, the reactants can be dissolved in suitable solvents. The reaction is generally run at temperatures from about 0.degree. to about 200.degree. C. preferably about 60.degree. to about 100.degree. C. for a period of about 1 to about 24 hours. The reaction will result in forming the corresponding 3-hydroxypyrazole as the product with some amount of 5-hydroxypyrazole present.

A preferred method of forming the 5-trifluoromethyl-3-hydroxy-1-methylpyrazole involves bubbling ammonia gas through ethyl 4,4,4-trifluoroacetoacetate at an elevated temperature of about 55.degree. to 85.degree. C. while removing water to form 3-amino-4,4,4-trifluoro-2-butenoic acid ethyl ester. This ester is then reacted directly with methylhydrazine at a temperature of about 60.degree. to 100.degree. C. to form the 3- and 5-hydroxy isomer mixture of the intermediate pyrazole. The desired isomer can be separated as described above.

Pyrazole intermediates having a 5-alkylthio (e.g., methylthio) and a 4-halo (e.g., chloro) substituent can be made by reacting methylhydrazine with 3-methylthio-2,3-dichloroacrylate and potassium carbonate in a suitable solvent. The corresponding phenoxypyrazole can be made by reacting the pyrazole with a 4-halonitrobenzene according to Procedure B.

The corresponding phenoxypyrazole having either a 5-alkylsulfinyl or a 5-alkylsulfonyl substituent can be made by oxidation of the corresponding 5-alkylthiophenoxypyrazole with appropriate amounts of a suitable oxidizing agent such as m-chloroperbenzoic acid in a suitable solvent such as dichloromethane.

Pyrazole intermediates having a 5-alkylthio (e.g., methylthio) and a 4-hydrido substituent can be made by a three-step process comprising (i) reacting 1-methyl-3-alkylsilyloxypyrazole in anhydrous tetrahydrofuran with n-butyl lithium at -78.degree. C.; (ii) adding dimethyldisulfide to the solution obtained in (i); and (iii) reacting the product of (ii) with HF in acetonitrile. Corresponding sulfinyl and sulfonyl compounds are made according to the above procedures.

Except as described below, other pyrazole intermediates can be prepared generally in accordance with these procedures. The 1-ethylpyrazoles are also prepared generally in accordance with these procedures. The ethylhydrazine is conveniently liberated from its oxalate salt in situ with a suitable base (e.g., triethylamine or sodium methoxide) during the reaction. Phenoxypyrazoles having N-bromodifluoromethyl or N-difluoromethyl substituents are made by reacting dibromodifluoromethane or chlorodifluoromethane, respectively, with a phenoxypyrazole having a N-hydrido substituent which is made from the corresponding N-tetrahydropyranylpyrazole. Phenoxypyrazoles having N-trifluoromethyl substituents are made by reacting a N-bromodifluoromethylphenoxypyrazole with with AgBF.sub.4. ##STR13##

The 5-haloalkyl-3-hydroxypyrazole intermediates can be chlorinated or brominated to form the corresponding 5-haloalkyl-4-halo-3-hydroxypyrazole intermediate. Suitable chlorinating/brominating agents include bromine, chlorine, sulfuryl chloride and sulfuryl bromide. Preferred chlorinating/brominating agents are 1,3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5, 5-dimethylhydantoin in a solvent such as diethyl ether.

The 5-haloalkylpyrazole can also be nitrated and in some cases, chlorinated or brominated after the phenoxypyrazole is formed by reaction with sulfuryl halide or 1,3-dihalo-5,5-dimethylhydantoin in a suitable solvent such as acetonitrile. Nitration is accomplished using standard nitration chemistry under controlled nitration conditions. Phenoxypyrazoles having Z as R.sub.c O may experience some side reactions.

The 5-haloalkylpyrazole intermediates having a 4-fluoro, a 4-iodo, a 5-fluoromethyl or a 5-trichloromethyl substituent are made in a different manner. The pyrazole intermediate having a 4-fluoro substituent is made by reacting ethyl trifluoroacetate with ethyl fluoroacetate neat and a strong base, such as sodium hydride, to give ethyl 2,4,4,4-tetrafluoroacetoacetate which is sequentially reacted with (i) dimethylsulfate in the presence of potassium carbonate and (ii) methylhydrazine to form the corresponding 4-fluoropyrazole. The 4-iodopyrazole is formed from the corresponding 4-bromopyrazole. In order to protect the 3-hydroxy group the 4-bromopyrazole is reacted with trialkylsilylchloride and a base. The resulting 3-trialkylsiloxy-4-bromopyrazole is then sequentially reacted with (i) n-butyl lithium at -78.degree. C. in THF; (ii) iodine and (iii) aqueous HF in acetonitrile to form the 4-iodopyrazole intermediate. Pyrazole intermediates with a 5-fluoromethyl substituent are made from the corresponding 5-methoxycarbonylpyrazole which is in turn prepared by reacting dimethyl acetylenedicarboxylate with methylhydrazine in ether. The 5-methoxycarbonylpyrazole is sequentially reduced with lithium aluminum hydride and fluorinated with dimethylaminosulfur trifluoride (DAST) to form the 5-fluoromethylpyrazole intermediate. The 5-trichloromethylpyrazole can be made by suitable processes known to those skilled in the art such as by chlorination. The 4,5-dichloro-3-hydroxy-1-methylpyrazole intermediate is prepared from methyl 2,3,3,-trichloroacrylate and methylhydrazine. The 5-methoxymethyl-4-chloro-1-methylpyrazole intermediate is made by reacting the 5-lithio-4-chloro-3-trialkylsiloxy-1-methylpyrazole and bromomethyl ether with subsequent desilylation. The invention compounds having a 5-cyano substituent on the pyrazole ring are made from phenoxypyrazoles having a 5-hydrocarbonyl substituent. The compounds having the 5-hydrocarbonyl are made via lithiation chemistry as noted above by reaction with dimethylformamide. The 5-hydrocarbonyl phenoxypyrazole is then reacted with hydroxylamine and acetic anhydride to give the corresponding 5-cyano.

Those skilled in the art will appreciate that the 3-hydroxypyrazoles may exist in either of their tautomeric structures (the 3-hydroxypyrazole or the pyrazolidin-3-one) and the 3-hydroxy pyrazole structure used herein is intended to mean both tautomeric structures.

Nitrobenzene Intermediates

The intermediate 2-(alkoxy or alkoxycarbonylalkoxy)-4-fluoronitrobenzenes are prepared from 2-hydroxy-4-fluoronitrobenzenes which are either commercially available or are prepared by reacting 2,4-difluoronitrobenzene with sodium hydroxide in DMSO and extracting the product, from water with hexane. To form intermediate nitrobenzenes having an alkoxy or a haloalkoxy W substituent, the 2-hydroxy-4-fluoronitrobenzene is reacted with an appropriate alkylating agent (e.g., alkyl iodide, chlorodifluoromethane or alkylsulfonate) in a suitable solvent (e.g., acetone, acetonitrile, dimethylformamide (DMF) or dimethylsulfoxide (DMSO) in the presence of a base (e.g., potassium carbonate or sodium hydroxide) for an extended period (e.g., 2 to 3 days). The reaction can be run at room temperature or at higher temperatures. An alternative procedure for making a nitrobenzene intermediate having an alkoxy or alkylthio W substituent is to react 2,4-difluoronitrobenzene with sodium alkoxide or sodium alkylthiolate in a suitable solvent. The intermediate nitrobenzene is then isolated by standard laboratory techniques.

The intermediate nitrobenzenes with the alkoxycarbonylalkoxy W substituent are formed from 2-hydroxy-4-fluoronitrobenzene. 2-Hydroxy-4-fluoronitrobenzene is reacted with a haloalkylcarboxylate (e.g., ethyl 2-bromopropionate) in a suitable solvent (e.g., acetone, acetonitrile, DMF, or DMSO) in the presence of a base (e.g., potassium carbonate) for an extended period (e.g., 3 days). The intermediate nitrobenzene is then isolated by standard laboratory techniques.

A procedure for making a nitrobenzene intermediate having an alkoxycarbonyl W substituent is to esterify the corresponding commercially available 5-chloro-2-nitrobenzoic acid.

The intermediate 4-fluoro-2-alkylaminonitrobenzenes are prepared by reacting the 2,4-difluoronitrobenzene with the appropriate amine in a suitable solvent such as methanol with triethylamine. The desired isomer is separated by standard laboratory procedures. 4-Fluoronitrobenzene intermediates with an alkoxyamino substituent are made by reaction with the appropriate hydrogen chloride alkoxyamine salt in base. The 4-fluoro-2-hydrazinonitrobenzenes are made in a similar fashion.

Invention Compounds-General Procedure

Certain compounds of the present invention are prepared using Procedure A in a two-step reaction. The first step involves reacting 2,4,dichloronitrobenzene with a two molar excess of the appropriate 3-hydroxypyrazole in a suitable solvent such as DMSO or DMF with potassium carbonate under nitrogen at an elevated temperature. The product of step one, [2,4-bis(pyrazolyloxy)nitrobenzene] is then reacted with a nucleophilic reactant in a suitable coordination solvent generally in the presence of a base. Suitable nucleophilic reactants include hydroxides, organic oxide salts, enolates, thiolates, ammonia, and primary and secondary amines, hydrazines and cyanide. Suitable nucleophilic reactants are cyano, hydroxy, alkoxy, thio, alkylthio, amino, alkylamino, hydrazino, alkylhydrazino, alkoxyamino, and alkylaminooxy which are unsubstituted or substituted with one or more substituents selected from alkoxy, alkylamino, alkylthio, alkoxyalkyl, alkylaminoalkyl, alkylthioalkyl, halo, cyano and nitro.

Generally, it is convenient to form the organic oxides and thiolates as salts in a strong base for the reaction to proceed at a suitable rate. Suitable bases include alkali metal bases, such as sodium or potassium hydroxide or carbonates. Primary and secondary amine nucleophilic reactants can be reacted with suitable bases such as potassium carbonate and in some cases, without a base.

In the process the pyrazole radical is substituted on N and/or any C by a variety of noninterfering substituents known to those skilled in the art. The nature of such non-interfering substituents is not important provided that they do not unduly interfere with the reaction. Nucleophilic reactants which are more sterically hindered or have a carboxylic ester radical may interfere with the reaction, Suitable solvents for the process of the present invention are coordination solvents which are capable of solvating alkali and alkaline cations such as Li.sup.+, Na.sup.+, K.sup.+, Mg.sup.++ and include ethereal solvents and hindered alcohols. Suitable coordination solvents include t-butylalcohol, isopropyl alcohol, glyme, DME, THF and dioxane.

In the process, the reactants are mixed at a temperature from about 50.degree. to about 120.degree. C. preferably about 70.degree. to about 85.degree. C. for a period of time of about 4 to about 40 hours. The 4-(pyrazolyloxy)nitrobenzene product can be separated from the reaction mixture by standard chemical procedures, e.g., by extraction.

Other compounds of the present invention are prepared using Procedure B by reacting an appropriate pyrazole intermediate with an appropriate halonitrobenzene intermediate to give the desired product generally in accordance with Procedure B below. ##STR14##

The pyrazole and halonitrobenzene are mixed together in the presence of a base such as potassium carbonate or potassium hydroxide in a suitable solvent such as DMSO, DMF or sulfolane at an elevated temperature of about 20.degree. C. to about 150.degree. C., conveniently at about 50.degree. C. to about 80.degree. C. The product is then isolated by standard laboratory procedures.

A. Invention Compounds having R.sub.c O as a Z Substituent

Compounds of the present invention having an R.sub.c O such as an alkoxy substituent can be formed by reacting an alkali alkoxide such as sodium methoxide with the corresponding 2,4-bis(pyrazolyloxy)nitrobenzene in accordance with Procedure A. Compounds of the present invention having an R.sub.c O such as alkoxy or alkoxycarbonylalkoxy as a Z substituent on the phenyl ring can be prepared by reacting the appropriate pyrazole intermediate with a halonitrobenzene intermediate having either an alkoxy or alkoxycarbonylalkoxy W substituent generally in accordance with Procedure B. Lastly, compounds having an R.sub.c O as Z generally can be prepared by reacting the appropriate R.sub.c OH with the corresponding phenoxypyrazole having a Z fluoro substituent or R.sub.c X (where X is (i) halo selected from Cl, I or Br or (ii) X is CH.sub.3 SO.sub.2 O--) with the corresponding phenoxypyrazole having a Z hydroxy substituent.

Compounds having a hydroxy Z substituent are made by (a) reacting 2-methoxy-4-fluoronitrobenzene in accordance with Procedure B followed with demethylation with boron tribromide or (b) sequentially reacting the appropriate pyrazole with 2-(methylcarbonyloxy)-4-chloronitrobenzene in accordance with Procedure B and then hydrolysis by standard laboratory procedures. Compounds having alkoxycarbonylalkoxy as Z can also be made by reacting a haloacetate with a phenoxypyrazole having Z as a hydroxy. Compounds having Z as alkylaminoalkoxy can be made by reacting a phenoxypyrazole having Z as fluoro with a tertiary amine having a hydroxyalkyl substituent. Compounds having Z as alkylthioalkoxy, alkylsulfonylalkoxy and alkylphosphinylalkoxy are made in a like manner. A great variety of compounds of the present invention can be made by standard esterification of the corresponding acid chloride where Z is --O--CH(R)(CH.sub.2).sub.n --COCl. Compounds of the present invention having an alkylcarbonylalkoxy as a Z substituent are formed by reacting an appropriate pyrazole intermediate with a nitrobenzene which has a corresponding ketal radical as a W substituent to protect the alkylcarbonylalkoxy group during the reaction. After forming the phenoxypyrazole product, acid is added to the reaction mixture to hydrolyze the ketal to give the corresponding alkylcarbonylalkoxy radical as a Z substituent. Compounds having Z as alkenyloxy can be made by dehydrobromination of the corresponding haloalkoxy compound which can be prepared by Procedure A. Compounds having Z as an alkylimino are made by reacting an invention compound with a Z fluoro with ketoxime. Example 877 is made by reacting an invention compound with Z cyanoalkoxy with hydroxylamine. Example 874 is made by protection of two hydroxy groups of a triol as a ketal with subsequent hydrolysis. Compounds of the present invention having a phosphinyl Z substituent are made by the sequential reactions of (i) reacting a phosphonite with an aldehyde, (ii) reacting the product of (i) with trifluoromethanesulfonic anhydride (iii) reacting the the product of (ii) with 2-hydroxy-4-fluoronitrobenzene and (iv) reacting the product of (iii) according to Procedure B.

B. Invention Compounds having ##STR15##

as a Z Substituent

Compounds of the present invention having an alkoxycarbonyl as a Z substituent on the phenyl ring are made by reacting the appropriate pyrazole with a 4-halonitrobenzene having an alkoxycarbonyl W substituent generally in accordance with Procedure B.

Compounds of the present invention having the alkoxycarbonyl as a Z substituent are then converted into other compounds of the present invention which have derivative substituents of the alkoxycarbonyl substituent by transesterification or by hydrolysis of the alkoxycarbonyl substituent to form the corresponding carboxylic acid which can be (i) converted to other esters by esterification by standard laboratory procedures by forming the acid chloride and reacting it with the appropriate alcohol provided that hindered alcohols may require reaction with the sodium salt of the alcohol (e.g., alkenyloxycarbonyl substituents) or (ii) converted into aminocarbonyl compounds by sequential formation of the acid chloride and amination by standard laboratory procedures (e.g., alkylaminocarbonyl Z substituents); or (iii) converted into the thioesters by esterification of the acid chloride by standard laboratory procedures (e.g., alkylthiocarbonyl Z substituents); or (iv) converted into sulfonylaminocarbonyl compounds by sequential formation of the acid chloride and amination with a sulfonamide, neat, by standard laboratory procedures (e.g., alkylsulfonylaminocarbonyl as Z substituent) which can be N-alkylated by reaction with methyliodide and potassium carbonate in acetone; or (v) converted into oximinocarbonyl compounds by sequential formation of the acid chloride and reaction with a ketoxime (e.g., oximinocarbonyl as the Z substituent).

Compounds wherein R.sub.b is alkyl are made by reacting a 4-fluoronitrobenzene intermediate having a 2-alkylcarbonyl substituent in accordance with Procedure B. Compounds where R.sub.b is an alkoxyalkyl are made in the same manner wherein the nitrobenzene intermediate is made by reacting alkoxyalkylnitrile with 3-fluorophenyl magnesium bromide with subsequent nitration. Compounds wherein R.sub.b is an oximino are prepared by reacting the corresponding acid chloride with N-hydroxyethyl acetimidate. Compounds wherein R.sub.b is hydroxycarbonyl can be made by oxidizing the corresponding phenoxypyrazole having a Z methylcarbonyl substituent with selenium dioxide. Compounds wherein R.sub.b is poly(alkoxy) are made by reacting the corresponding phenoxypyrazole with a bromoether or bromopolyether compound. Example 903 was made by reacting the acid chloride with 2-aminoxypropionic acid hydrochloride. Example 367 was made by reacting the acid chloride with the sodium salt of dimethyl methylmalonate. Example 437 is made by reacting the acid chloride sequentially with (i) potassium thiocyanate and (ii) dipropargylamine.

C. Invention Compounds with R.sub.a as Z Substituent

A variety of compounds having a R.sub.a alkyl substituent can be made by reducing the invention compound with Z as chlorocarbonyl with sodium borohydride to the corresponding benzyl alcohol which, in turn, can be reacted with appropriate reactants to form compounds of the present invention having various types of substituted methyl radicals as Z. For example, the benzyl alcohol can be oxidized to the benzaldehyde. The Z iodomethyl compound is formed by sequentially reacting the benzyl alcohol with (i) methanesulfonyl chloride and (ii) sodium iodide. The compounds where Z is alkylaminoalkyl are made by reacting Z as iodomethyl with the appropriate amine. The Z-bromomethyl and chloromethyl compound can be made by reacting the corresponding alcohol with either phosphorus tribromide or thionyl chloride, respectively, in a suitable solvent. Compounds having a --CX.sub.2 H as a Z substituent are conveniently made by halogenating the benzaldehyde with a suitable agent such as diethylaminosulfur trifluoride (DAST) or thionyl chloride. The procedure for making other substituted methyl radicals as Z will be known to those skilled in the art.

Compounds having a methyl or trifluoromethyl substituent as a Z substituent on the phenyl ring are made by reacting the appropriate pyrazole intermediate with either 2-methyl-4-halonitrobenzene or 2-trifluoromethyl-4-halonitrobenzene, respectively, in accordance with the Procedure B.

Other invention compounds having an R.sub.a substituent can be made by sequentially reacting the corresponding benzyl alcohol with methanesulfonyl chloride and then with appropriate nucleophiles such as alkoxides, amines or mercaptans in a base. Invention compounds having alkylcarbonyloxymethyl as a Z substituent can be made by reacting the corresponding benzyl alcohol with the appropriate acid chloride. Compounds of the present invention having an alkoxycarbonylmethyl Z substituent are prepared by reacting the appropriate pyrazole with 2-alkoxycarbonylmethyl-4-fluoronitrobenzene generally in accordance with Procedure B. The corresponding acid, ester and amide derivatives can then be made by standard laboratory procedures. Compounds having Z as alkoxycarbonylethyl can be made by reacting the compound with Z amino sequentially with (i) t-butylnitrite and alkenyl substituents can be made from the corresponding Z aldehyde compound generally in accordance with the Wittig reaction. Compounds having an alkynyl Z substituent can be made by reacting the corresponding Z hydroxy compound with trimethylsilylacetylene and bis(triphenylphosphine)palladium chloride. Compounds having Z cyanoalkyl or cyanoalkenyl substituents are made by reacting the corresponding aldehyde with cyanoacetic acid. Compounds having a Z cyano substituent are made from the corresponding 2-nitro-5-halo benzonitrile according to Procedure B. Examples 317 and 319 can be made by reacting the corresponding aldehyde with trichloroacetoacetate and malonic acid, respectively. Compounds having a Z methylthiomethyl substituent can be made by reacting the methanesulfonate of the benzyl alcohol with sodium methyl mercaptan. Example 720 can be made by reacting the corresponding Z fluoro compound with sodium diethylmalonate. Example 825 can be made by reacting the corresponding Z methyliodide with triethylphosphite. Example 322 is made by reacting the benzyl alcohol with dihydro-2H-pyran. Example 520 is made by reacting a compound with Z fluoro with the sodium salt of diethyl methylmalonate. Example 380 can be made by reacting the acid chloride with o-phenylenediamine. Example 896 can be made by reacting the compound with Z as chloromethyl with a reactant prepared from carbon disulfide and potassium ethoxide.

D. Invention Compounds Having an R.sub.d R.sub.c N as a Z Substituent

Compounds of the present invention having an amino or hydrazino Z substituent are prepared by reacting the appropriate amino or hydrazino nucleophilic reactant with (a) 2,4 bis(pyrazolyloxy)nitrobenzene generally in accordance with Procedure A or (b) with 2,4-difluoronitrobenzene to prepare the corresponding 2-amino or 2-hydrazino-4-fluoronitrobenzene or with the corresponding phenoxypyrazole having a Z fluoro substituent generally in accordance with the above displacement procedures. Compound having an aminocarbonylamino Z substituent can be made by reacting an invention compound having Z amino with chlorosulfonylisocyanate. Compounds having an alkylphosphonylalkylamino Z substituent can be made by reacting the corresponding phenoxypyrazole with Z fluoro with diethyl 2-aminoalkylphosphonate.

E. Invention Compounds Having an ##STR16##

Substituent

Compound of the present invention having an ##STR17## Z substituent can be prepared by two methods. The first method involves reacting a phenoxypyrazole having a methylcarbonyl Z substituent with 2-aminoxyacetic acid. The resulting carboxylic acid can be esterified by refluxing in a suitable alcohol in the presence of an acid catalyst such as toluenesulfonic acid. The acid may also be converted to amides and thioesters through the acid chloride.

These compounds can also be prepared by reacting the phenoxypyrazole having a loweralkylcarbonyl Z substituent with hydroxylamine hydrochloride and alkylation of the resulting oxime. Suitable methods for alkylation include treating the intermediate oxime with an alkyl halide (e.g., methyl iodide or methyl bromoacetate) and potassium carbonate in acetonitrile. The oxime can also be alkylated under standard phase transfer conditions.

F. Invention Compounds having R.sub.h S as a Z Substituent

Compounds of the present invention having R.sub.h S as a Z substituent are made generally following the same procedures used for making compounds having amino Z substituents. Compounds having R.sub.h as alkyl are made by reacting the Z fluorophenoxypyrazole with a mercaptan and the resulting 2 alkylthio-4-fluoronitrobenzene according to Procedure B. Compounds having Z as alkylaminothio, alkoxythio or the like are made by sequentially reacting the corresponding phenoxypyrazole having a Z-fluoro substituent with (i) Na.sub.2 S.sub.2 to form the disulfide of Example 587 (which can be reduced to Z as HS--), (ii) Cl.sub.2 in CH.sub.2 Cl.sub.2 (to form Z as SCl) and (iii) appropriate thiolate nucleophile such as mercaptans or the like with a base. Compounds having Z as alkylaminosulfonyl are formed in a similar manner except they are chlorinated in aqueous acetic acid. Compounds having Z as alkylaminocarbonylthio are made by reacting the phenoxypyrazole having a Z as HS-- substituent with an isocyanate.

G. Invention Compounds having an ##STR18##

as a Z Substituent

Invention compounds having an imino Z substituent are prepared by reacting the phenoxypyrazole having a Z aldehyde group with an appropriate amine. Example 340 is made by reacting a compound having Z as methylaminocarbonyl sequentially with (i) phosphorous pentachloride and (ii) sodium methoxide. Example 341 is made by reacting the precursor of Example 340 with dimethylamine.

H. Invention Compounds having an R.sub.k as a Z Substituent

Invention compounds having an R.sub.k as a Z substituent can be made by a variety of methods known to those skilled in the art. Suitable methods are as follows. Thiocarbonyl compounds such as amino(thiocarbonyl) as Z can be made by reacting the corresponding carbonyl compound with phosphorus pentasulfide. Compounds having Z as an alkylsulfinyl and alkylsulfonyl can be made by oxidizing the corresponding alkylthio compound with m-chloroperbenzoic acid. Z imino compounds can be made by reacting compounds with Z amino with corresponding carbonyl such that for Example 416 it is reacted with N,N-dimethylformamide dimethyl acetal. Example 522 is made by reacting a compound with Z fluoro with triethylphosphite.

I. Invention Compounds having an Ortho Substituent or as Dimers

Compounds having an ortho halo substituent (ortho to pyrazolyloxy) can be formed by reacting the appropriate pyrazole with 3,4-difluoronitrobenzene or 3,4,6-trifluoronitrobenzene according to Procedure B. The meta fluoro substituent (meta to the pyrazole) can then be displaced with hydroxide or alkoxide to form the corresponding phenol or alkoxide. Invention compounds comprising dimers such as Examples 531 and 681 can be made by reacting invention compounds with a reactive Z substituent such as fluoro or chlorocarbonyl with a bridging reactant such as a diamine or a diol.

The following Examples 1-14 are detailed descriptions of methods of preparation of certain compounds of the present invention. These detailed preparations fall within the scope of, and serve to exemplify, the more generally described methods of preparation set forth above. These Examples are presented for illustrative purposes only and are not intended as a restriction on the scope of the invention. All parts are by weight unless otherwise indicated.

Intermediate Prep.

1-methyl-3-hydroxy-5-trifluoromethylpyrazole

1. A mixture of 33.82 g (0.20 mole) of methyl 4,4,4-trifluoro-3-amino-2-butenoate and 10.1 g (0.22 mole) of methylhydrazine was heated at 50.degree. C. for 22.25 hr. The mixture was then cooled, and 15 ml. of water and about 12 ml. of conc. hydrochloric acid were added to bring the pH of the mixture to 6.5-7.0. The precipitated product was filtered off and dried to obtain 25.26 g (76% yield) of the product m.p. 130.5.degree.-131.degree. C.

2. 30.82 g (0.2 mol) of 4,4,4-trifluoro-3-amino-2-butenamide (prepared by addition of 2 equivalents of ammonia to the corresponding alkenoic ester) was added to 10.1 g (0.22 mol) of methylhydrazine at room temperature. A slight exotherm raised the temperature to 30.degree. C. The mixture was stirred for 1 hr. at which time the mixture became semi-solid; 10 ml. of ethanol was added to improve stirring. After another 1.5 hr., 7 ml. of ethanol was added, again to aid in stirring the mixture. After a total of 24 hr., the mixture was taken up in 25 ml. of water, the pH was adjusted to 6.5-7.0 with conc. hydrochloric acid (17 ml.), and the precipitated product was collected by filtration and dried to obtain 21.37 g (65.3%) of product m.p. 129.degree.-131.degree. C.

3. A 50 ml. flask equipped with mechanical stirrer and reflux condenser was charged with 19.7 g of ethyl 3-methylamino-4,4,4-trifluoro-2-butenoate and 4.8 g of methylhydrazine and heated to 50.degree.-65.degree. C. for 2.75 hr., then to 40.degree.-45.degree. C. for 2 hr., and then allowed to cool to room temperature and stand overnight. The clear reaction mixture was taken up in 15 ml. of water and conc. hydrochloric acid added dropwise to pH 6.0-6.5 which required 5.2 ml. of acid. The precipitated product was collected by filtration and dried to obtain 7.06 g (42.5%) of product m.p. 127.degree.-128.5.degree. C.

PROCEDURE A EXAMPLES

1. 4-(5'-Trifluoromethyl-4'-chloro-1'-methylpyrazolyl-3'-oxy)-2-hydroxynitrobenzene

A suspension of 2,4-bis(5'-trifluoromethyl-4'-chloro-1'-methylpyrazolyl-3'-oxy)nitrobenzene (260 g) in 200 ml of t-butylalcohol was heated to reflux, treated with a mixture of 50% sodium hydroxide in water (80 g) and stirred at reflux for 26 hours. An additional 3 g of the 50% sodium hydroxide was added and mixture refluxed for 3 more hours. A portion (1/3) of the alcohol was distilled off and the mixture diluted with water (1500 ml) and 10% HCl to a pH of 9. The precipitate was filtered and dried to give 158 g (94%) of a yellow solid product m.p. 67.degree.-69.degree. C.

2. 4-(5'-Trifluoromethyl-4'-chloro-1'-methylpyrazolyl-3'-oxy)-2-diethylaminonitrobenzene

A mixture of 5.2 g (10 mmol) 2,4-bis(5'-trifluoromethyl-4'-chloro-1'-methylpyrazolyl-3'-oxy) nitrobenzene, 0.8 g (11 mmol) of diethylamine, and 1.66 g (12 mmol) of potassium carbonate in 20 ml of t-butanol was heated to reflux and stirred for 90 hours with sequential additions of 0.2 g of amine at the 44 and 66 hour points. The mixture was added to 80 ml of water. The organic layer was diluted with ether and the ether dried and concentrated under vacuum to give 3.89 g of orange oil with refractive index 1.5024.

EXAMPLE 1 ##STR19##

5-Trifluoromethyl-4-chloro-3-(3'-methyl-4'-nitrophenoxy)1-methylpyrazole

(a) 3.94g (0.0237 mol) of 5-trifluoromethyl-3-hydroxy-1-methylpyrazole and 3.68g (0.0237 mol) of 4-fluoro-2-methylnitrobenzene were stirred overnight with 3.27 g (0.0237 mol) of potassium carbonate in 20 ml of DMSO (dimethylsulfoxide) at 115.degree. C. The reaction mixture was poured into 400 ml of water, filtered, washed and dried. The solid was recrystalized from methylcyclohexane to give as an intermediate a yellow solid of Example 15 in Table I.

(b) 3.24 g (0.0108 mol) of the product of step (a) was then dissolved in 30 ml of acetonitrile and 1.62 g (0.012 mol) sulfuryl chloride was added to the solution. After about 10 minutes, the reaction solution was poured into a solution of 4 g of sodium bicarbonate in 150 ml of water and extracted twice with ether. The ether extracts were combined, washed twice with brine, dried with magnesium sulfate, decolorized with charcoal and solvent removed by evaporation (rotovaped) to yield 3.0 g (83% yield) of a light yellow solid product of Example 1, m.p. 72.degree.-73.5.degree. C.

______________________________________Elemental Analysis for C.sub.12 H.sub.9 ClF.sub.3 N.sub.3 O.sub.3 C H N______________________________________Calculated 42.94 2.70 12.52Found 42.96 2.70 12.51______________________________________

EXAMPLE 2 ##STR20##

5-Trifluoromethyl-4-chloro-3-(3'-methoxycarbonylmethyl-4'nitrophenoxy)-1-methylpyrazole

(a) 8.3 g (0.05 mol) of 5-trifluoromethyl-3-hydroxy-1-methylpyrazole and 11.36 g (0.05 mol) of 4-fluoro-2-ethoxycarbonylmethyl nitrobenzene was stirred and heated at about 50.degree. C. for 40 hours and 75.degree. C. for 17 hours with 7.6 g of potassium carbonate in 40 ml of DMSO. The product was isolated following the procedures of Example 1(a) and purified by high pressure liquid chromatography (HPLC) to give 17.4 g of the yellow solid of Example 29 of Table I.

(b) 12.1 g of the product of step (a) was dissolved in 50 ml of acetonitrile and 3.0 ml of sulfuryl chloride was added to the solution. After 11/2 hours, the reaction mixture was poured into a solution of 11 g of sodium bicarbonate in 600 ml of ice water with vigorous stirring. The resulting slurry was filtered, washed twice with water and recrystallized from ethanol to give the yellow solid product of Example 28.

(c) 20.4 g (0.05 mol) of the product of step (b), were dissolved in a solution of 100 ml of ether and 100 ml of THF (tetrahydrofuran) and 22 ml of 2.5N sodium hydroxide was added to the solution. After 20 minutes, the reaction mixture was poured into a solution of 5 ml of conc, HCl in 1 liter of ice water. The product was isolated from the mixture by extracting twice with ether and the ether extracts were combined, washed 2X with brine, dried with MgSO.sub.4 and decolorized with charcoal, filtered, and rotovaped. The product was then recrystallized from toluene/methylcyclohexane to give 13 g of the yellow solid of Example 25.

(d) 2.8 g (0.0074 mol) of the product of step (c) was added to 5 ml of oxalyl chloride and 1 drop of DMF (dimethylformamide) was added to the mixture. After stirring overnight, the solution was rotovaped to give a solid. The solid was added to a solution of 1 ml of methanol in 30 ml of pyridine. The product was isolated according to procedures of step (a) and recrystallized from 15% ethyl acetate in hexane to give 1.2 g of a yellow solid, m.p. 112.degree.-115.degree..

______________________________________Elemental Analysis for C.sub.14 H.sub.11 ClF.sub.3 N.sub.3 O.sub.5 C H N______________________________________Calculated 42.71 2.82 10.67Found 42.80 2.84 10.67______________________________________

EXAMPLE 3 ##STR21##

5-Trifluoromethyl-4-bromo-3-(3'-methoxycarbonyl-4'-nitrophenoxy)-1-methylpyrazole

(a) 24.9 g (0.15 mol) of 5-trifluoromethyl-3-hydroxy-1-methylpyrazole and 32.4 g (0.15 mol) of 4-chloro-2-methoxycarbonylnitrobenzene were stirred with 20.7 g (0.15 mol) of potassium carbonate in 200 ml of DMSO at 80.degree. C. for 16 hours. The mixture was then added to 31/2 liters of ice water, filtered, stirred in a blender with water, filtered and dried to give 42.5 g (82% yield) of an off-white solid of Example 42 of Table I.

(b) 35.4 g (0.10 mol) of the product of step (a) was dissolved in 100 ml of acetic acid and 5.63 ml (0.11 mol) of bromine was added to the solution. The mixture was stirred overnight at 70.degree.-80.degree. C. Then 0.6 ml of bromine was added and the mixture stirred for another 3 hours at 85.degree. C. The product was isolated in accordance with Example 1(b) procedure to give a yellow oil. The product consisted of a mixture of the ester and the acid. To purify the product, the oil was added to 250 ml of ethanol and 85 ml of 10% sodium hydroxide. After 1 hour, the mixture was poured into a solution of 34 ml of conc HCl in 2 liters of ice water. The mixture was extracted with ether and dried, filtered and rotovaped to give a viscous oil. The oil was then recrystallized from hot methylcyclohexane/5-10% toluene with stirring and quick cooling in dry ice to give a white solid of Example 35.

(c) 4.1 g (0.01 mol) of the product of step (b) was mixed overnight with 2 ml (0.023 mol) of oxalyl chloride in 6 ml of methylene chloride and 1 drop of DMF. The mixture was then rotovaped to provide the solid acid chloride product which was then mixed with 0.8 ml (0.02 mol) of methanol in 30 ml of pyridine. After 3 hours, the mixture was rotovaped and the residue stirred with 100 ml of 2N HCl. The product was isolated by ether extraction and rotovaped to give an oil which was stirred with petroleum ether to give 3.7 g (87%) of a white solid, m.p. 72.degree.-73.5.degree. C.

______________________________________Elemental Analysis for C.sub.13 H.sub.9 BrF.sub.3 N.sub.3 O.sub.5 C H N______________________________________Calculated 36.81 2.14 9.91Found 36.85 2.14 9.86______________________________________

EXAMPLE 4 ##STR22##

5-Trifluoromethyl-4-chloro-3-(3'-ethylaminocarbonyl-4'-nitrophenoxy)-1-methylpyrazole

(a) 24.07 g (0.12 mol) of 5-trifluoromethyl-4-chloro-3-hydroxy-1-methylpyrazole and 27.55 g (0.12 mol) of 4-chloro-2-ethoxycarbonylnitrobenzene were stirred with 18 g of potassium carbonate in 150 ml of DMSO for 1 hour at 110.degree. C. and then overnight at 87.degree. C. The product was isolated in accordance with Example 2 (c) procedure to give the product of Example 46 of Table I.

(b) 59.1 g (0.15 mol) of the product of step (a) was dissolved in 350 ml of ethanol with 80 ml of 2.5N sodium hydroxide. The product was isolated according to Example 2 (c) procedures and recrystalized from toluene/methylcyclohexane to give the product of Example 38 of Table I.

(c) 3.65 g (0.01 mol) of the product of step (b) was mixed overnight with 2 ml (0.023 mol) of oxalyl chloride in 6 ml of methylene chloride and 1 drop of DMF. The mixture was then rotovaped to give the acid chloride in Example 37 of Table I.

The acid chloride product was then dissolved in 50ml of ether and 40 ml of 50% aqueous ethylamine was added to the solution with stirring. The mixture was rotovaped to give a yellow slurry which was filtered. The solid was triturated with water in a blender, filtered and dried to give 3.5 g (89%) of a white solid, m.p. 129.5.degree.-130.5.degree. C.

______________________________________Elemental Analysis for C.sub.14 H.sub.12 ClF.sub.3 N.sub.4 O.sub.4 C H N______________________________________Calculated 42.82 3.08 14.27Found 42.76 3.14 14.06______________________________________

EXAMPLE 5 ##STR23##

5-Trifluoromethyl-4-chloro-3-(3'-methoxy-4'-nitrophenoxy)-1-methylpyrazole

8.02 g (0.04 mol) of 5-trifluoromethyl-4- chloro-3-hydroxy-1-methylpyrazole and 6.85 g (0.04 mol) of 4-fluoro-2-methoxynitrobenzene were mixed together with 6.22 g (0.045 mol) of potassium carbonate in 50 ml of DMSO for 4 hours at a temperature of 72.degree. C. and overnight at a temperature of 85.degree. C. The product was isolated in accordance with Example 2(c) to give 13.1 g (93% yield) of a yellow solid, m.p. 71.degree.-73.5.degree. C.

Alternative Prep.

1.1 g (2.1 mmol) of 2,4-bis(5'-trifluoromethyl-4'-chloro-1'-methylpyrazolyl-3'-oxy)nitrobenzene and 0.12 g (2.3 mmol) of sodium methoxide were stirred in 8 ml of anhydrous glyme under nitrogen for 5 hours at room temperature and then 1 hour at 70.degree. C. Then 0.05 g and 0.03 g of sodium methoxide were added sequentially and the mixture was stirred overnight at room temperature. The mixture was diluted with 100 mls of ether and the ether was washed with water and brine, dried over magnesium sulfate and concentrated under vacuum to yield 0.72 g of a yellow solid (93% yield) m.p. 74.degree.-76.degree. C.

EXAMPLE 6 ##STR24##

5-Trifluoromethyl-4-chloro-3-(3'-[1-ethoxycarbonyl]- ethoxy-4'-nitrophenoxy)-1-methylpyrazole

961 g (4.80 mol) of 5-trifluoromethyl-4- chloro-3-hydroxy-1-methylpyrazol, 1317 g (5.12 mol) of ethyl 2-(5-fluoro-2-nitrophenoxy)propanoate, and 380 g (2.75 mol) of potassium carbonate were stirred with 6000 ml of DMSO at 70.degree. C. for 20 hours. Another 100 g (0.72 mol) of potassium carbonate was added. After another 16 hours at 70.degree. C. another 163 g (1.18 mol) of potassium carbonate was added. After stirring another 6 hours at 70.degree. C., the product was isolated in accordance with Example 2(c) procedure to give a black oil. Purification by silica gel chromatography gave 1733 g of a dark oil. Further, purification by vacuum distillation (molecular still) gave a reddish oil, which on prolonged standing gave a reddish orange solid, m.p. 40.degree.-44.degree. C.

______________________________________Elemental Analysis for C.sub.16 H.sub.15 F.sub.3 Cl.sub.1 N.sub.3O.sub.6 C H N______________________________________Calculated 43.90 3.45 9.60Found 43.96 3.50 9.58______________________________________

EXAMPLE 7 ##STR25##

5-Trifluoromethyl-4-chloro-3-(3'-[1-methylaminocarbonylethoxy]-4'-nitrophenoxy)-1-methylpyrazole

(a) 49.2 g (0.12 mol) of the product of Example 6 was dissolved in 160 ml of ethanol and 55 ml of 10% NaOH was added with stirring. The solution was rotovaped with the addition of water, washed with ether and then added to a solution of 14 ml of 12N HC1 in ice water to give a sticky semi-solid. After standing overnight, the solid was stirred with water, filtered and dried to give 42.9 g of a white solid of Example 115 of Table I.

(b) 2.46 g (0.006 mol) of the product of step (a) was stirred with 6 ml of oxalyl chloride and 1 drop of DMF. After stirring overnight, the solution was decanted from insoluble material and rotovaped to provide the acid chloride of Example 121.

(c) The product of step (b) was dissolved in 20 ml of hexane and 2 ml of ether and 13 ml of 40% aqueous methylamine added to the solution with stirring. After 10 minutes, the solution was filtered, and the solid was washed with water and hexane and dried. The solid was recrystallized from aqueous hot ethanol to give a white solid. The white solid was dissolved in CHCl.sub.3, filtered and rotovaped and recrystallied again from aqueous ethanol to give 2.1 g (83%) of a white solid, m.p. 140.degree.-142.degree. C.

______________________________________Elemental Analysis for C.sub.15 H.sub.14 ClF.sub.3 N.sub.4 O.sub.5 C H N______________________________________Calculated 42.62 3.34 13.25Found 42.76 3.36 13.44______________________________________

EXAMPLE 8 ##STR26##

5-Trifluoromethyl-4-chloro-3-(3'-methylsulfamoylcarbonylethoxy-4'-nitrophenoxy)-1-methylpyrazole

(a) 10.24 g (0.025 mol) of the product of Example 7(a) was stirred for 3 days in 25 ml of toluene with 10 ml of oxalyl chloride and 1 drop of DMF. The mixture was rotovaped to give the acid chloride intermediate.

(b) 2.61 g (0.0275 mol) of methanesulfonamide was mixed neat with the acid chloride of step (a) at 150.degree. C. for 2 hours. The mixture was crystallized from ethanol to give 8.7 g (71% yield) of a tan solid, m.p. 170.5.degree.-171.5.degree. C.

EXAMPLE 9 ##STR27##

5-Pentafluoroethyl-4-chloro-3'-(3'-methoxy-4'- nitrophenoxy)-1-methylpyrazole 1.88 g (0.0075 mol) of 5-pentafluoroethyl-4-chloro-3-hydroxy-1-methylpyrazole and 1.28 g (0.0075 mol) of 4-fluoro-2-methoxynitrobenzene were stirred in 7.5 ml of DMSO with 1.10 g (0.008 mol) of potassium carbonate at about 85.degree.-90.degree. C. for 18 hours. The reaction mixture was poured into 150 ml of water and washed three times with 50 ml of ether. The ether extracts were combined and extracted twice with 50 ml of brine. The ether mixture was then treated with magnesium sulfate and charcoal, filtered and evaporated. The white solid formed was recrystallized from hexane to give 2.15 g (71% yield) of a white solid product, m.p. 71.degree.-72.degree. C.

______________________________________Elemental Analysis for C.sub.13 H.sub.9 ClF.sub.5 N.sub.3 O.sub.4 C H N______________________________________Calculated 38.87 2.26 10.46Found 38.55 2.32 10.38______________________________________

EXAMPLE 10 ##STR28##

5-Trifluoromethyl-4-chloro-3-(3'-methoxycarbonylmethyloxime-4'-nitrophenoxy)-1-methylpyrazole

(a) 350 ml of fuming nitric acid was cooled to -10.degree. C. and added dropwise to 65 g (0.47 mol) of commercially available 3-fluoroacetophenone and stirred for 1/2 hour at -5.degree. C. The mixture was poured into ice water, filtered, washed with water and recrystallized from aqueous ethanol to give 61 g of a white solid. m.p. 49.degree.-52.degree. C.

(b) 2.75 g (0.015 mol) of the product of step (a) was stirred with 3.01 g (0.015 mol) of 5-trifluoromethyl-4- chloro-3-hydroxy-1-methylpyrazole for 45 minutes at 90.degree. C. The mixture was poured into 400 ml of ice water, filtered, and the solid was washed with water and dried. The solid was then dissolved in ether, washed with brine and MgSO.sub.4 and carbon added. The solution was filtered and rotovaped to give 4.8 g of a yellow solid of Example 44.

(c) 10.91 g (0.03 mol) of the product of step (b) was stirred into 50 ml of cyclohexane and 50 ml of absolute ethanol. To this mixture was added a slurry of 4.17 g of hydroxylamine hydrochloride and 5.7 ml of triethylamine in 75 ml of ethanol. 75 ml of the solvent was distilled off, 75 ml of cyclohexane was added and the solution was refluxed overnight. The mixture was rotovaped, dissolved in CHCl.sub.3, washed with water and brine, stirred with MgSO.sub.4, and charcoal, filtered and rotovaped to give 11.0 g (97% yield) of the product of Example 178.

(d) 19.39 g (0.05 mol) of the product of step (c) was stirred at reflux for 28 hours with 12.24 g (0.08 mol) of methyl bromoacetate, 8.3 g (0.06 mol) of potassium carbonate, 0.5 g (0.003 mol) of potassium iodide in 100 ml of acetonitrile. The mixture was rotovaped and the residues stirred with ether; washed with water and brine; mixed with MgSO.sub.4 and carbon; filtered and rotovaped to give 22.3 g of amber oil. The oil was purified by HPLC (20% ethylacetate in hexane) to give 7.4 g of a yellow oil.

______________________________________Elemental Analysis for C.sub.16 H.sub.14 ClF.sub.3 N.sub.4 O.sub.6 C H N______________________________________Calculated 42.63 3.13 12.43Found 42.68 3.16 12.43______________________________________

EXAMPLE 11 ##STR29##

5-Trifluoromethyl-4-chloro-3-(3'-methyl[methoxy]amino4'-nitrophenoxy)-1-methylpyrazole

(a) 15.9 g (0.1 mol) of 2,4-difluoronitrobenzene was mixed for 18 days in 50 ml of methanol with 16 ml of triethylamine and 9.75 g (0.1 mol) of N,O-dimethylhydroxyamine hydrochloride. The mixture was concentrated, taken in 400 ml of ether, washed with water and brine, dried over MgSO.sub.4 and solvent removed to give 16 g of compound. The compound was flash chromatographed with hexane/ethylacetate (99:1) to qive 11.8 g of yellow oil.

(b) 2.09 g (0.01 mol) of the product of step (a) was mixed at 90.degree. C. for 19 hours under nitrogen with 2.2 g (0.011 mol) of 5-trifluoromethyl-4-chloro-3-hydroxy-1-methylpyrazole and 1.51 g of potassium carbonate in 15 ml of DMSO. The mixture was poured into water and extracted with ether. The ether was washed with water and brine, dried with MgSO.sub.4 and solvent removed. The product was then flash chromatographed with hexane to give 2.7 g (71%) of orange oil.

______________________________________Elemental Analysis for C.sub.13 H.sub.12 ClF.sub.3 N.sub.4 O.sub.4 C H N______________________________________Calculated 41.01 3.18 14.72Found 41.09 3.19 14.71______________________________________

EXAMPLE 12 ##STR30##

5-Trifluoromethyl-4-chloro-3-(3'-dimethylhydrazino-4'-nitrophenoxy)-1-methylpyrazole

(a) 10 g (0.0628 mol) of 2,4-difluoronitrobenzene was stirred for 4 days with 4.36 g (0.0728 mol) of N,N-dimethylhydrazine in 7.08 g of triethylamine and 100 ml methanol. The mixture was concentrated and the resulting solid dissolved in methylene chloride, washed with water and brine, dried with MgSO.sub.4 and concentrated to yield an orange solid. The solid was triturated in 95% ethanol/water, filtered and dried to give 6.1 g 4-fluoro-2-(2,2-dimethylhydrazino) nitrobenzene, m.p. 67.degree.-71.degree. C.

(b) 1.98 g (0.01 mol) of the product of step (a) was mixed with 2.2 g (0.011 mol) of 5-trifluoromethyl-4- chloro-3-hydroxy-1-methylpyrazole and 1.65 g of potassium carbonate in 15 ml of DMSO and heated for 24 hours at 90.degree. C. The mixture was poured into 400 ml of H.sub.2 O and extracted with ether. The organic layer was separated, washed with H.sub.2 O, brine, dried over MgSO.sub.4 and solvent removed to give 3.7 g of solid, m.p. 72.degree.-76.degree. C.

______________________________________Elemental Analysis for C.sub.13 H.sub.13 ClF.sub.3 N.sub.5 O.sub.3 C H N______________________________________Calculated 41.12 3.45 18.44Found 41.11 3.45 18.38______________________________________

EXAMPLE 13 ##STR31##

5-Methylsulfonyl-4-chloro-3-[3'-(N-methoxy-N-methylamino)-4-nitrophenoxy]-1-methylpyrazole

(1) 3.96 ml of methylhydrazine was added dropwise while stirring to a mixture of 15 g methyl 2,3- dichloro-3-methylthioacrylate and 10.3 g of potassium carbonate in toluene. The mixture was stirred for 18 hours at room temperature and 18 hours at reflux. The mixture was filtered and filtrate was washed with water, dried, evaporated and recystallized from acetone to give 1.8 g of product. The water wash from the filtration was extracted with ethyl acetate and the water layer acidified with lN HCl, cooled and filtered to give an additional 8.5 gm of product m.p. 164.degree.-166.degree. C.

(2) 8 g of Step 1 product, 9 g of 2-(N-methoxy-N-methylamino)4-fluoronitrobenzene, 6.5 g of potassium carbonate in 15 ml of dimethylsulfoxides was stirred at 80.degree. C. for 15 hours. The mixture was poured into 300 ml of water and the precipitate collected and recystallized from methylcyclohexane to give 9.83 g of an off-white solid (61% yield) m.p. 63.degree.-64.degree. C.

(3) To a solution of 4.26 g of the product of Step 2 (11.88 mmol) in 50 ml of dichloromethane at ice temperature was added 4.51 g (80% technical) m-chloroperbenzoic acid (26.14 mmol) in 50 ml of dichloromethane and the mixture stirred for 15 hours. The mixture was then washed with aqueous sodium carbonate, aqueous sodium thiosulfate and water. The organic layer was dried and recrystallized from ethylacetate petroleum ether to give 4.18 g (90% yield) of product of Example 13 m.p. 133.degree.-135.degree. C.

EXAMPLE 14 ##STR32##

5-Trifluoromethyl-4-chloro-3-(3'-methoxy-4-nitrophenoxy)-1-bromodifluoromethylpyrazole

(1) 5.29 g of 5-trifluoromethyl-4-chloro-3-(3'-methoxy-4'-nitrophenoxy)-1-hydridopyrazole (15.7 mmol) was dissolved in 25 ml of anhydrous THF and added to a stirred suspension of 0.45 g of 97% sodium hydride (18.2 mmol) in 25 ml of THF. After hydrogen evolution ceased, 36.3 g of dibromodifluoromethane (170 mmol) was bubbled through the solution over a 20 minute period. A precipitate formed and the reaction was stirred over the weekend. An additional 7.3 g of dibromodifluoromethane (34.8 mmol) was added and the mixture was then diluted with 75 ml of water and 100 ml of ethylacetate. The layers were evaporated and the aqueous layer washed 2 times with 100 ml of ether. The organic layers were combined, dried over magnesium sulfate, filtered and concentrated to give 5.79 g of light brown oil. The oil was combined with oil from previous reaction runs and purified on HPLC with 10% ethylacetate-hexane to give 1.5 g of off-white solid m.p. 61.5.degree.-62.5.degree. C.

______________________________________Elemental Analysis for C.sub.12 H.sub.6 N.sub.3 O.sub.4 BrClF.sub.5 C H N______________________________________Calculated 30.89 1.30 9.01Found 31.24 1.33 9.06______________________________________

Using procedures similar to those set out in detail above, further compounds of the present invention were prepared and are shown in the following Table I. Compounds without melting points are oils. Elemental analysis is given for compounds without other physical properties.

Ex CP # Name Structure 15 1H-pyrazole1-methyl-3-(4-nitrophenoxy)-5-(trifluoromethyl)-MP: 36.5-37.0nD: ##STR33## 16 1H-pyrazole, 4-chloro-1-methyl-3-(4-nitrophenoxy)-5-(trifluoromethyl) -MP: 79.0-80.0nD: ##STR34## 17 1H-pyrazole, 1-methyl-3-(3-methyl-4-nitrophenoxy)-5-(trifluoromethyl) -MP: 70.0-72.0nD: ##STR35## 18 phenol, 5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy] -2-nitro-MP: 68.0-70.0nD: ##STR36## 19 benzenemethanol, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitro-MP: 118.5-120.0nD: ##STR37## 20 1H-pyrazole, 4-chloro-3-[3-(iodomethyl)-4-nitrophenoxy]-1-methyl-5-(t rifluoromethyl)-MP: 102.5-103.0nD: ##STR38## 21 1H-pyrazole, 4-chloro-3-[3-(difluoromethyl)-4-nitrophenoxy]-1-methyl- 5-(trifluoromethylMP: 61.0-63.0nD: ##STR39## 22 1H-pyrazole, 4-bromo-1-methyl-3-[4-nitro-3-(trifluoromethyl)phenoxy]- 5-(trifluoromethyl)-MP: 63.0-63.5nD: ##STR40## 23 1H-pyrazole, 1-methyl-3-[4-nitro-3-(trifluoromethyl)phenoxy]-5-(trifl uoromethyl)-MP: 37.0-41.0nD: ##STR41## 24 benzenemethanol 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitro-, acetate (ester)MP: 77.5-79.0nD: ##STR42## 25 benzeneacetic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitro-MP: 152.0-153.0nD: ##STR43## 26 benzeneaceticacid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-2-nitro-]methyl esterMP: 59.0-60.2nD: ##STR44## 27 1H-pyrazole, 4-chloro-3-[3-(methyoxymethyl)-4-nitrophenoxy]-1-methyl- 5-(trifluoromethyl)-MP: 68.0-71.0nD: ##STR45## 28 benzeneaceticacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitro-, ethyl esterMP: 88.0-89.0nD: ##STR46## 29 benzeneaceticacid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-2-nitro-, ethyl esterMP: 64.5-65.5nD: ##STR47## 30 benzeneaceticacid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-2-nitro-, 1-methylethyl esterMP: 55.0-56.0nD: ##STR48## 31 benzeneacetic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitro-, 2-ethoxyethyl esterMP:nD: 1.5207 ##STR49## 32 benzeneacetamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-N-ethyl-2-nitro-MP: 159.5-161.0nD: ##STR50## 33 benzeneacetamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-N-(2-methoxyethyl)-2-nitro-MP: 112.5-113.5nD: ##STR51## 34 benzeneacetamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-N-(3-ethoxypropyl)-2-nitro-MP: 119.0-120.0nD: ##STR52## 35 benzoic acid, 5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-MP: 127.0-129.0nD: ##STR53## 36 benzaldehyde, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-1- yl]oxy]-2-nitro-MP: 86.5-88.5nD: ##STR54## 37 benzoyl chloride, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitro-MP: 75.0-78.0nD: ##STR55## 38 benzoic acid 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-MP: 112.5-114.5nD: ##STR56## 39 benzoicacid, 5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-, sodium salt, monohydrateMP: 193.0-195.5nD: ##STR57## 40 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-, sodium saltMP: 185.0-186.0nD: ##STR58## 41 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-,compound with ethanamine (1:1)MP: 151.0-152.0nD: ##STR59## 42 benzoic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]- 2-nitro-, methyl esterMP: 48.5-50.5nD: ##STR60## 43 benzoic acid, 5-[[3-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, methyl esterMP: 74.5-76.0nD: ##STR61## 44 ethanone,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrophenyl]-MP: 94.0-95.0nD: ##STR62## 45 benzoic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2 -nitro-, ethyl esterMP: 49.0-50.5nD: ##STR63## 46 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-, ethyl esterMP:nD: ##STR64## 47 benzoicacid, 5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-, ethyl esterMP: 47.0-48.5nD: ##STR65## 48 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-, propyl esterMP:nD: 1.5203 ##STR66## 49 benzoic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2 -nitro-, 1-methylethyl esterMP: 68.0-69.0nD: ##STR67## 50 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 1-methylethyl esterMP: 38.0-43.0nD: ##STR68## 51 benzoic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2 -nitro-, butyl esterMP: 32.5-34.0nD: ##STR69## 52 benzoic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2 -nitro-, 1,1-dimethylethyl esterMP: 74.5-78.0nD: ##STR70## 53 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 1,1-dimethylethyl esterMP: 56.0nD: ##STR71## 54 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-methylpropyl esterMP:nD: 1.5158 ##STR72## 55 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-, pentyl esterMP:nD: 1.5136 ##STR73## 56 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 3,3,3-trifluoroethyl esterMP:nD: 1.4983 ##STR74## 57 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-, 2,2,2-trichloroethyl esterMP:nD: 1.5401 ##STR75## 58 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2,2-dichloroethyl esterMP: 58.0nD: ##STR76## 59 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-propynyl esterMP: 58.0-60.0nD: ##STR77## 60 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-propenyl esterMP:nD: 1.5304 ##STR78## 61 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 3-methyl-3-butenyl esterMP:nD: 1.5245 ##STR79## 63 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-, phenylmethyl esterMP: 66.0nD: ##STR80## 64 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-methyloxyethyl esterMP: 67.0-70.0nD: ##STR81## 65 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-ethoxy-1-methyl-2-oxoethylester, (S)-MP:nD: 1.5126 ##STR82## 66 benzoic acid,5-[[1-methyl-5-(trifluoromethyl)-1H-imidazol-3-yl]-oxy]- 2-nitro-, 2-ethoxy-1-methyl-2-oxoethyl esterMP:nD: 1.5052 ##STR83## 67 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-butoxy-1-methyl-2-oxoethyl esterMP:nD: 1.5065 ##STR84## 68 benzamide, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2-ni tro-MP: 177.0-178.5nD: ##STR85## 69 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitro-MP: 188.0nD: ##STR86## 70 benzamide, N-methyl-5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitro-MP: 127.0-128.0nD: ##STR87## 71 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-N,N-dimethyl-2-nitro-MP:nD: ##STR88## 72 benzamide,5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]ox y]-N-methyl-2-nitro-MP: 161.0-162.5nD: ##STR89## 73 benzamide, N-butyl-5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitro-MP: 140.0-141.0nD: ##STR90## 74 benzamide, N,N-diethyl-5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-MP: 84.0-87.0nD: ##STR91## 75 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-2-nitro-N-2-propenyl-MP: 116.0-116.5nD: ##STR92## 76 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy-2-nitro-N-2-propynl-MP: 160.0-161.0 nD: ##STR93## 77 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy-N-(3-ethoxypropyl)-2-nitro-MP: 110.5-112.5nD: ##STR94## 78 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy-N-methoxy-2-nitro-MP: 146.5-147.5nD: ##STR95## 79 benzenecarbothioic acid, 5-[[4-chloro-1-methyl-5- (trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitro-, S-methyl esterMP:nD: 1.5600 ##STR96## 80 benzenecarbothioic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitro-, S-ethyl esterMP:nD: 1.5556 ##STR97## 81 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-(methylthio)ethyl esterMP:nD: 1.5438 ##STR98## 82 2-propanone,O-5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrobenzoyl]oximeMP: 109.0-111.0nD: ##STR99## 83 benzoic acid, 5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-1-cyanoethyl esterMP: 78.0-79.0nD: ##STR100## 84 2-propanimine,N-[[5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl oxy-2-nitrobenzoyl]oxy]-MP: 124.5-125.5nD: ##STR101## 85 benzamide, 5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy-N-methyl-N-(methylsulfonyl)-3-nitro-MP: 115.0-118.0nD: ##STR102## 86 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-N-(methylsulfonyl)-2-nitro-MP: 173.0-175.0nD: ##STR103## 87 1H-pyrazole, 3-(3-methoxy-4-nitrophenoxy)-1-methyl-5-(trifluoromethyl )-MP: 62.0-63.0nD: ##STR104## 88 1H-pyrazole, 4-fluoro-3-(3-methoxy-4-nitrophenoxy)-1-methyl-5-(triflu oromethyl)-MP: 78.0-79.0nD: ##STR105## 89 1H-pyrazole, 4-chloro-1-ethyl-3-[3-methoxy-4-(nitrophenoxy)-5-(triflu oromethyl)-MP: 47.5-50.0nD: ##STR106## 90 1H-pyrazole, 4-bromo-3-(3-methoxy-4-nitrophenoxy)-1-methyl-5-(trifluo romethyl)-MP: 72.0-73.0nD: ##STR107## 91 1H-pyrazole, 3-(3-ethoxy-4-nitrophenoxy)-1-methyl-5-(trifluoromethyl) -MP:nD: ##STR108## 92 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-1-methyl-5-(trifluo romethyl)-MP: 53.0-56.0nD: ##STR109## 93 1H-pyrazole, 4-bromo-3-[3-(ethoxymethyl)-4-nitrophenoxy]-1-methyl-5-( trifluoromethyl)-MP: 70.0-70.2nD: ##STR110## 94 1H-pyrazole, 1-methyl-3-(4-nitro-3-propoxyphenoxy)-5-(trifluoromethyl )-MP:nD: 1.5229 ##STR111## 95 1H-pyrazole, 4-chloro-1-methyl-3-(4-nitro-3- propoxyphenoxy)-5-(trifl uoromethyl)-MP: 40.0-43.0nD: ##STR112## 96 1H-pyrazole, 4-chloro-1-methyl-3-3-(1-methylethoxy)-4-nitrophenoxy-5- (trifluoromethyl)-MP: 52.0-53.0nD: ##STR113## 97 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(pentyloxy]-5-(trifluorom ethyl)-MP:nD: 1.5232 ##STR114## 98 1H-pyrazole, 4-chloro-3-[3-(dodecyloxy)-4-nitrophenoxy]-1-methyl-5-(t rifluoromethyl)-MP: 37.5-38.5nD: ##STR115## 99 1H-pyrazole, 3-(3-butoxy-4-nitrophenoxy)-4-chloro-1-methyl-5-(trifluo romethyl)-MP:nD: 1.5261 ##STR116## 100 1H-pyrazole, 1-methyl-3-[3-(1-methylethoxy)-4-nitrophenoxy-5-(triflu oromethyl)-MP:nD: 1.5182 ##STR117## 101 1H-pyrazole, 4-chloro-3-[3-(cyclopropylmethoxy)-4-nitrophenoxy]-1-me thyl-5-(trifluoromethyl)-MP: 53.5-55.5nD: ##STR118## 102 ethanol 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrophenoxy]-MP: 87.0-88.0nD: ##STR119## 103 1H-pyrazole, 3-[3-(difluoromethoxy)-4-nitrophenoxy]-1-methyl-5-(trif luoromethyl)-MP: 39.5-41.0nD: ##STR120## 104 1H-pyrazole, 4-chloro-3-[3-difluoromethoxy)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP: 55.0-57.0nD: ##STR121## 105 1H-pyrazole, 4-chloro-3-[3-(2-fluoroethoxy)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP: 75.0-76.5nD: ##STR122## 106 1H-pyrazole, 4-fluoro-3-[3-(2-fluoroethoxy)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP: 62.0-63.0nD: ##STR123## 107 1H-pyrazole, 4-chloro-1-ethyl-3-[3-(2-fluoroethoxy)-4-nitrophenoxy]- 5-(trifluoromethyl)-MP: 73.0-75.0nD: ##STR124## 108 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(2-propenyloxy)phenoxy]- 5-(trifluoromethyl)-MP: 71.0-73.0nD: ##STR125## 109 1H-pyrazole, 4-fluoro-1-methyl-3-[4-nitro-3-(2-propynyloxy)phenoxy]- 5-(trifluoromethyl)-MP: 70.0-71.0nD: ##STR126## 110 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(3-butenyloxy)phenoxy]-5 -(trifluoromethyl)-MP:nD: 1.5257 ##STR127## 111 1H-pyrazole, 4-chloro-1-methyl-3-[3-(2-propynyloxy)-4-nitrophenoxy]- 5-(trifluoromethyl)-MP: 86.5-88.5nD: ##STR128## 112 1H-pyrazole, 4-chloro-3-[3-(2-methoxyethoxy)-4-nitrophenoxy]-1-methy l-5-(trifluoromethyl)-MP: 44.0-46.0nD: ##STR129## 113 2-butanone,1-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-MP: 98.5-99.0nD: ##STR130## 114 acetonitrile,5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenoxy]-MP: 76.5-78.5nD: ##STR131## 115 propanoic acid,2-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]]oxy]-2-nitrophenoxy]-MP: 117.5-120.5nD: ##STR132## 116 propanoic acid,2-[5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-MP: 132.0-133.2nD: ##STR133## 117 propanoic acid, 2-[[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, compd. with morpholine (1:1)MP: 125.0-128 .0nD: ##STR134## 118 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-potassium saltMP: 236.0-240.0nD: ##STR135## 119 propanoic acid, 2-[[5-4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]-oxy]-2-nitrophenoxy]-, compd. with 2-propanamine (1:1)MP: 138.0-141.0nD: ##STR136## 120 propanoic acid,2-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl oxy ]-2-nitrophenoxy]-,sodium saltMP: 189.0-192.0nD: ##STR137## p 121 propanoyl chloride,2-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl oxy]-2-nitrophenoxy]-MP:nD: 1.5366 ##STR138## 122 propanoic acid,2-[5-[[chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-,methyl esterMP: 44.0-46.0nD: ##STR139## 123 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,methyl esterMP: 39.0-41.0nD: ##STR140## 124 propanoicacid, 2-[5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-,methyl esterMP: 43.0-45.5nD: ##STR141## 125 propanoic acid, 2-[5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitrophenoxy]-,ethyl esterMP: 68.5-70.0nD: ##STR142## 126 propanoicacid, 2- 5-[[4-chloro-1-ethyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl oxy]-2-nitrophenoxy]-,ethyl esterMP: 84.0-85.5nD: ##STR143## 127 propanoicacid, 2-[5-[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5275 ##STR144## 128 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2,2,2-trifluoroethyl esterMP: 68.5-69.0nD : ##STR145## 129 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-nitropropyl esterMP: 66.0-69.0nD: ##STR146## 130 butanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-,ethyl esterMP:nD: 1.5149 ##STR147## 131 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,propyl esterMP:nD: ##STR148## 132 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-,1,1-dimethylethyl esterMP: 76.5-78.5nD: ##STR149## 133 propanoic acid,2-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, butyl esterMP:nD: 1.5102 ##STR150## 134 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-methylpropyl esterMP: 38.0-41.0nD: ##STR151## 135 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,pentyl esterMP:nD: 1.5093 ##STR152## 136 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,dodecyl esterMP:nD: 1.5979 ##STR153## 137 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-,1-methylpropyl esterMP: 40.0-44.0nD: ##STR154## 138 propanoic acid, 2-[5-[[ 4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenoxy]-,1-methylethyl esterMP: 45.0-47.0nD: ##STR155## 139 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-,1,1-dimethylethyl esterMP: 119.0-120.0nD: ##STR156## 140 propanoic acid2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-,2-propenyl esterMP:nD: 1.5234 ##STR157## 141 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-ethoxyethyl esterMP:nD: 1.5145 ##STR158## 142 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-methoxyethyl esterMP:nD: 1.5173 ##STR159## 143 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, 2-ethoxy-1-methyl-2-oxoethyl ester, (1S)-(+-)-MP:nD: 1.5089 ##STR160## 144 propanethioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]-, S-methyl esterMP:nD: 1.5490 ##STR161## 145 propanethioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]-, S-ethyl esterMP: 40.0-43.0nD: ##STR162## 146 phosphinic acid, [1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitrophenoxy]ethyl]methyl-, ethyl esterMP:nD: 1.5255 ##STR163## 147 1H-pyrazole, 5-(fluoromethyl)-3-(3-methoxy-4-nitrophenoxy)-1-methyl-M P: 64.0-65.0nD: ##STR164## 148 1H-pyrazole, 4-chloro-5-(fluoromethyl)-3-(3-methoxy-4-nitrophenoxy)- 1-methyl-MP: 121.0-122.0nD: ##STR165## 149 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-5-(fluoromethyl)-1 -methyl-MP: 77.0-78.0nD: ##STR166## 150 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-(dimethylamino)ethyl esterMP: 85.0-88.0n D: ##STR167## 151 propanamide,2-[[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-MP: 128.0-130.0 nD: ##STR168## 152 propanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-ethyl-MP: 109.5-110.0nD: ##STR169## 153 propanamide, N-butyl-2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitrophenoxy]-MP: 89.0-90.2nD: ##STR170## 154 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(3-ethoxypropyl)-MP:nD: 1.5226 ##STR171## 155 propanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]oxy]-2-nitrophenoxy]-N,N-dimethyl-MP: 87.0-90.0nD: ##STR172## 156 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-ethyl-N-methyl-MP: 58.0-61.0nD: ##STR173## 157 propanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N,N-diethyl-MP: 71.5-74.0nD: ##STR174## 158 2-propanone, O-[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]oximeMP: 69.5-71.5nD: ##STR175## 159 1H-pyrazole, 5-(difluoromethyl)-3-(3-methoxy-4-nitrophenoxy)-1-methy l-MP: 53.0-54.0nD: ##STR176## 160 1H-pyrazole, 4-chloro-5-(difluoromethyl)-3-(3-methoxy-4-nitrophenoxy )-1-methyl-MP: 102.0-103.0nD: ##STR177## 161 1H-pyrazole, 4-chloro-5-(difluoromethyl)-3-(3-ethoxy-4-nitrophenoxy) -1-methyl-MP: 67.0-68.0nD: ##STR178## 162 1H-pyrazole, 4-chloro-5-(chlorodifluoromethyl)-3-(3-methoxy-4-nitrop henoxy)-1-methyl-, mixt. with4-chloro-5-(chlorodifluoromethyl)-3-[2-chlor o-3-methoxy-4-nitrophenoxy)-1-methyl-1H-pyrazole, 4-chloro-3-(chlorodiflu oromethyl)-5-(3-methoxy-4nitrophenoxy)-1-methyl-1H-pyrazole, and 5-(chlorodifluoromethyl)-3-(3 methoxy-4-nitrophenoxy)-1-methyl-1H-pyrazol eMP: 39.0-41.0nD: ##STR179## 163 1H-pyrazole, 4-chloro-5-(chlorodifluoromethyl)-3-(3-ethoxy-4-nitroph enoxy)-1-methyl-mixt. with 4-chloro-5-(chlorodifluoromethyl)-3-(2-chloro- 5-ethoxy-4-nitrophenoxy)-1-methyl-1H-pyrazole and 4-chloro-3-(chlorodiflu oromethyl)-5-(3-ethoxy-4-nitrophenoxy)-1-methyl-1H-pyrazole and 5-(chloro difluoromethyl)-3-(3-ethoxy-4-nitrophenoxy)-1-methyl-1H-pyrazoleMP:nD: 1.5534 ##STR180## 164 1H-pyrazole, 4-chloro-5-(difluoromethyl)-3-[3-(2-fluoroethoxy)-4-nit rophenoxy]-1-methyl-MP: 72.0-73.0nD: ##STR181## 165 benzoic acid, 5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-MP: 120.0-121.0nD: ##STR182## 166 benzoic acid, 5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro- methyl esterMP: 73.0-74.0nD: ##STR183## 167 propanoic acid, 2-[5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, ethylesterMP:nD: ##STR184## 168 benzamide,5-[[4-chloro-2-(difluoromethyl)-1-methyl-1H-pyrazol-3-yl]o xy]-N-(methylsulfonyl)-2-nitro-MP: 116.0-119.0nD: ##STR185## 169 1H-pyrazole, 5-(chlorodifluoromethyl)-3-(3-methoxy-4-nitrophenoxy)-1 -methyl-MP: 50.0-53.0nD: ##STR186## 170 propanoic acid, 2-[5-[[5-(chlorodifluoromethyl)-1-methyl-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-,ethylesterMP: 42.0-45.0nD: ##STR187## 171 1H-pyrazole, 5-(chlorodifluoromethyl)-3-(3-ethoxy-4-nitrophenoxy)-1- methyl-MP:nD: 1.5472 ##STR188## 172 1H-pyrazole, 3-(3-methoxy-4-nitrophenoxy)-1-methyl-5-(pentafluoroeth yl)-MP: 76.5nD: ##STR189## 173 benzoic acid, 5-[1-methyl-5-(pentafluoroethyl)-1H-pyrazol-3-yl]oxy]- 2-nitro-, ethyl esterMP: 43.0nD: ##STR190## 174 benzoic acid, 5-[[1-methyl-5-(pentafluoroethyl)-4-chloro-1H-pyrazol- 3-yl]oxy]-2-nitro-,ethyl ester MP:nD: 1.5045 ##STR191## 175 propanoic acid, 2-[5-[[5-(pentafluoroethyl)-1-methyl-1H-pyrazol-3-yl ]oxy]-2-nitrophenoxy]-, ethylesterMP: 59.0-59.5nD: ##STR192## 176 propanoicacid, 2- 5-[[4-chloro-1-methyl-5-(pentafluoroethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-,ethyl esterMP: 47.0-48.0nD: ##STR193## 177 benzaldehyde, 5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pryazol-3- yl]-2-nitro-, oximeMP: 143.5-145.5nD: ##STR194## 178 ethanone,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenyl - oximeMP: 103.5-114.0nD: ##STR195## 179 ethanone,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenyl - oxime, (E)-MP: 126.0-127.0nD: ##STR196## 180 ethanone,1-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]-2-nitrophenyl]-,O-ethyloximeMP: 45.5-47.0nD: ##STR197## 181 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-MP: 97.0-98.0nD: ##STR198## 182 benzenamine, 5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-MP: 106.0-108.0nD: ##STR199## 183 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-N-methyl-MP: 105.0-107.0nD: ##STR200## 184 benzenamine,N-ethyl-5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-MP: 84.0-86.0nD: ##STR201## 185 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethyl-2-nitro-MP: 76.0-79.0nD: ##STR202## 186 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(1,1-dimethylethyl)-2-nitro-MP:nD: 1.5700 ##STR203## 187 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(1-methylethyl)-2-nitro-MP: 69.0-72.0nD: ##STR204## 188 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-propyl-MP: 98.0-100.0nD: ##STR205## 189 benzenamine, N-butyl-5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitro-MP:nD: 1.5720 ##STR206## 190 benzenamine,5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N,N-dimethyl-2-nitro-MP: 66.0-68.0nD: ##STR207## 191 benzenamine,5-[4-chloro-1-methyl-5-(trifluoroemthyl)-1H-pyrazol-3-yl ]oxy]-N-methyl-2-nitro-N-propyl-MP: 75.0-76.5nD: ##STR208## 192 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N,N-diethyl-2-nitro-MP:nD: 1.5466 ##STR209## 193 benzenamine,5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-N,N-dipropyl-MP:nD: 1.5394 ##STR210## 194 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-2-propenyl-MP: 68.0-71.0nD: ##STR211## Ex CP # Name Structure 195 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-N-methyl-2-nitro-N-2-propynyl-MP: 81.0-83.0nD: ##STR212## 196 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-methoxy-2-nitro-N-2-propenyl-MP:nD: ##STR213## 197 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N,N-di-2-propenyl-MP:nD: ##STR214## 198 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-2-propynyl-MP: 104.0nD: ##STR215## 199 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2,2-dimethyoxyethyl)-2-nitro-MP: 52.0-55.0nD: ##STR216## 200 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(3-methoxyphenyl)-2-nitro-MP: 111.0-112.5nD: ##STR217## 201 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]N-cyclobutyl-2-nitro-MP: 87.0-89.0nD: ##STR218## 202 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]N-cyclopropyl-2-nitro-MP: 109.0-112.0nD: ##STR219## 203 1H-pyrazole, 3-(3-ethoxy-4-nitrophenoxy)-4-iodo-1-methyl-5-(trifluor omethyl)-MP: 82.0-83.0nD: ##STR220## 204 acetamide, 2-chloro-N-[5-[[4-chloro-1-methyl-5-(trifluromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]-MP: 118.0-121.0nD: ##STR221## 205 propanoicacid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]amino]-, ethyl esterMP:nD: 1.5577 ##STR222## 206 1H-pyrazole, 4-chloro-3-(2-fluoro-5-methoxy-4-nitrophenoxy)-1-methyl -5-(trifluoromethyl)-MP: 64.0-66.0nD: ##STR223## 207 benzoic acid, 2-nitro-5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-MP: 131.0-133.0nD: ##STR224## 208 benzoicacid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2 -nitro-, compound with 2-propanamine-(1:1)MP: 123.0-125.0nD: ##STR225## 209 benzoic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]- 2-nitro-sodium saltMP: 71.0-72.0nD: ##STR226## 210 benzenamide, N-(methylsulfonyl)-5-[[1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitro-MP: 160.0-161.0nD: ##STR227## 211 benzenecarbothioic acid, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitro-, S-methyl esterMP:nD: 1.5595 ##STR228## 212 benzonitrile 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2 -nitro-MP: 85.0-86.0nD: ##STR229## 213 phenol, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2-nitr o-MP: 73.0-75.0nD: ##STR230## 214 phenol, 5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2-nitr o-,sodium saltMP: 278.0-280.0nD: ##STR231## 215 benzoic acid 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-chloro-4-nitrophenyl esterMP: 132.0-135.0nD: ##STR232## 216 acetic acid, chloro-5-[[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrophenyl esterMP: 61.0-62.5nD: ##STR233## 217 benzoic acid, 5-[(4,5-dichloro-1-methyl-1H-pyrazol-3-yl)oxy]-2-nitro -,methyl esterMP: 74.0-75.0nD: ##STR234## 218 1H-pyrazole, 4,5-dichloro-3-(3-ethoxy-4-nitrophenoxy)-1-methyl-MP: 80.0-81.0nD: ##STR235## 219 1H-pyrazole, 3-(3-chloro-4-nitrophenoxy)-1-methyl-5-(trifluoromethy l)-MP: 52.5-54.0nD: ##STR236## 220 1H-pyrazole, 4-chloro-3-(3-chloro-4-nitrophenoxy)-1-methyl-5-(triflu oromethyl)-MP: 69.0-72.0nD: ##STR237## 221 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]2-nitro-, hy-drazideMP: 130.0-131.0nD: ##STR238## 222 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(trimethylsilyl)ethyl esterMP:nD: 1.5136 ##STR239## 223 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, tetrahydro-3-furanyl esterMP:nD: ##STR240## 224 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl esterMP: 150.5-152.0nD: ##STR241## 225 ethanone, 1-[5-[(4,5-dichloro-1-methyl-1H-pyrazol-3-yl)oxy]-2-nitrop henyl-]MP: 84.0-85.0nD: ##STR242## 226 1H-pyrazole,3-(3-chloro-4-nitrophenoxy)-4,5-dichloro-1-methyl-MP: 73.0-74.0nD: ##STR243## 227 1H-pyrazole, 4,5-dichloro-1-methyl-3-(4-nitro-3-propoxyphenoxy)-MP: 55.0-56.0nD: ##STR244## 228 benzoic acid, 5-[[(4,5-dichloro-1-methyl-1H-pyrazol-3-yl)oxy]-2-nitr o-,1-methylethyl esterMP: 85.0-86.0 nD: ##STR245## 229 1H-pyrazole-4,5-dichloro-1-methyl-3-(4-nitrophenoxy)-, hydrate(1:0.2 )MP: 93.0-94.0nD: ##STR246## 230 1H-pyrazole, 4,5-dichloro-3-(3-methoxy-4-nitrophenoxy)-1-methyl-MP: 114.0-115.0nD: ##STR247## 231 1H-pyrazole, 4-chloro-1-methyl-5-(methylthio)-3-(4-nitrophenoxy)-MP: 93.0-94.0nD: ##STR248## 232 1H-pyrazole, 4-chloro-3-(3-methoxy-4-nitrophenoxy)-1-methyl-5-(methy lthio)-MP: 92.0-93.0nD ##STR249## 233 1H-pyrazole, 4,5-dichloro-1-methyl-3-[3-(1-methylethoxy)-4-nitrophen oxy]-MP: 47.0-48.0nD: ##STR250## 234 benzoic acid, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]o xy]-2-nitro-,methyl esterMP:nD: ##STR251## 235 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-1-methyl-5-(methy lthio)-MP: 89.0-90.0nD: ##STR252## 236 1H-pyrazole, 4-chloro-3-(3-methyoxy-4-nitrophenoxy)-1-methyl-5-(meth ylsulfinyl)-MP: 71.0-73.0nD: ##STR253## 237 1H-pyrazole, 4-chloro-3-(4-nitro-3-propoxyphenoxy)-1-methyl-5-(methy lthio)-MP:nD: ##STR254## 238 1H-pyrazole, 4-chloro-1-methyl-3-[3-(1-methylethoxy)-4-nitrophenoxy] -5-(methylthio)-MP:nD: 1.5399 ##STR255## 239 1H-pyrazole, 4-chloro-1-methyl-5-(methylsulfonyl)-3-(3-methoxy-4-nit rophenoxy)-MP: 119.0-120.0nD: ##STR256## 240 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-1-methyl-5-(methyl sulfonyl)-MP: 139.0-140.0nD: ##STR257## 241 benzoic acid, 5-[[4-chloro-5-(ethylthio)-1-methyl-1H-pyrazol-3-yl]ox y-]2-nitro-, methyl esterMP: 52.0-54.0nD: ##STR258## 242 1H-pyrazole, 4-chloro-5-(ethylthio)-1-methyl-3-(4-nitrophenoxy)-MP: 47.0-48.0nD: ##STR259## 243 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5644 ##STR260## 244 1H-pyrazole, 4-chloro-5-(ethylthio)-3-(3-methoxy-4-nitrophenoxy)-1-m ethyl-MP:nD: ##STR261## 245 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-thienylmethyl esterMD: 82.5-84.5nD: ##STR262## 246 1H-pyrazole, 3-chloro-1-methyl-3-[4-nitro-3-[(tetrahydro-3-furanyl)o xy]phenoxy]-5-(trifluoromethyl)-MP: 64.5-66.5nD: ##STR263## 247 1H-pyrazole, 3,3'-[(4-nitro-1,3-phenylene)bis(oxy)]-bis 4-chloro-1-m ethyl-5-(trifluoromethyl)MP: 95.2-97.0nD: ##STR264## 248 1H-pyrazole, 4-chloro-3-[3-(2-ethyl-1,3-dioxolan-2-yl)methoxy]-4-nit rophenoxy]-1-methyl-5-(trifluoromethyl)-MP: 87.5-89.5nD: ##STR265## 249 benzonitrile, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-MP: 128.0-130.0nD: ##STR266## 250 morpholine,-4-[2- 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy-1-oxopropyl]-MP: 76.0-78.5nD: ##STR267## 251 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-1-methyl-5-(methyl sulfinyl)-MP: 72.0-73.0nD: ##STR268## 252 butanoic acid, 2-[5-[[4-chloro-5-(ethylthio)-1-methyl-1H-pyrazol-3-y l]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5388 ##STR269## 3 253 propanoic acid, 2-[5-[[4-chloro-5-(ethylthio)-1-methyl-1H-pyrazol--y l]oxy]-2-nitrophenoxy]-, ethylesterMP:nD: 1.5637 ##STR270## 254 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-MP: 135.0-136.0nD: ##STR271## 255 1H-pyrazole, 4-chloro-5-(ethylsulfinyl)-3-(3-methoxy-4-nitrophenoxy) -1-methyl-MP: 126.0-127.0nD: ##STR272## 256 1H-pyrazole, 4-chloro-5-(ethylsulfonyl)-3-(3-methoxy-4-nitrophenoxy) -1-methylMP: 126.0-127.0nD: ##STR273## 257 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-5-(ethylthio)-1-me thyl-MP: 47.0-48.0nD: ##STR274## 258 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-5-(ethylsulfinyl)- 1-methyl-MP: 112.0-113.0nD: ##STR275## 259 1H-pyrazole, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-5-(ethylsulfinyl)- 1-methyl-MP: 89.0-90.0nD: ##STR276## 260 1H-pyrazole, 4-chloro-3-(2-fluoro-4-nitrophenoxy)-1-methyl-5-(triflu oromethyl)-MP: 48.0-50.0nD: ##STR277## 261 benzenemethanol, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitro-,methanesulfonate (ester)MP: 85.0-86.0nD: ##STR278## 262 1H-pyrazole, 4-chloro-1-methyl-3-[3-(methylthio)-4-nitrophenoxy]-5-( trifluoromethyl)-MP: 95.5-97.5nD: ##STR279## 263 1H-pyrazole, 4-chloro-1-methyl-3-[3-(methylsulfinyl)-4-nitrophenoxy] -5-(trifluoromethyl)-MP: 89.5-91.5nD: ##STR280## 264 1H-pyrazole, 4-chloro-1-methyl-3-[3-(methylsulfonyl)-4-nitrophenoxy] -5-(trifluoromethyl)-MP: 111.5-112.5nD: ##STR281## 265 1H-pyrazole, 4-chloro-3-[3-(1,3-dioxolan-2-yl)-4-nitrophenoxy]-1-met hyl-5-(trifluoromethyl)-MP:nD: 1.5401 ##STR282## 266 1H-pyrazole,3,3'-[methylenebis[oxy(4-nitro-3,1-phenylene)oxy]]-bis[4 -chloro-1-methyl-5-(trifluoromethyl)-MP: 123.5-124.5nD: ##STR283## 267 propanoic acid, 2-[[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitrophenyl]ethylidene]imino] oxy]-, methyl n esterMP:D: ##STR284## 268 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(2-propenylthio)phenoxy] -5-(trifluoromethyl)-MP: 72.0-73.0nD: ##STR285## 269 1H-pyrazole, 3-[3-(bromoethyl)-4-nitrophenoxy]-4-chloro-1-methyl-5-( trifluoromethyl)-MP: 78.5-80.5nD: ##STR286## 270 propanoic acid, 2-[5-[[4-chloro-1-methyl-5- (trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenoxy]-, 1H-pyrazol-1-ylmethyl esterMP: 75.0-78.0n D: ##STR287## 271 benzoic acid, 5-[[4-chloro-1-ethyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-,methyl esterMP:nD: ##STR288## 272 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(methylsulfinyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: ##STR289## 273 benzoicacid, 5-[[4-chloro-1-methyl-5-[(1-methylethyl)thio]-1H-pyrazo l-3-yl]oxy]-2-nitro-, methyl esterMP: 51.0-52.0nD: ##STR290## 274 morpholine4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenyl]-MP: 93.0-95.0nD: ##STR291## 275 1H-pyrazole, 4-chloro-3-(3-fluoro-4-nitrophenoxy)-1-methyl-5-(triflu oromethyl)-MP: 86.0-88.0nD: ##STR292## 276 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-methyl-2-nitro-MP: 157.0-159.0nD: ##STR293## 277 propanoic acid,2-5-[[4-chloro-5-(1-methylethyl)thio]-1H-pyrazol-3-yl ]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5603 ##STR294## 278 1H-pyrazole, 4-chloro-3-(3-ethoxy-2-nitrophenoxy)-1-methyl-5-[1-meth ylethyl)thio]-MP:nD: 1.5705 ##STR295## 279 1H-pyrazole-5-carbonitrile, 4-chloro-3-(3-ethoxy-4-nitrophenoxy)-1-m ethyl-MP: 109.0-110.0nD: ##STR296## p 280 1H-1,2,4-triazole,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitrophenyl-MP: 113.0-114.0nD: ##STR297## 281 benzamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy] -2-nitro-N-[3-(trifluoromethyl)phenyl]-MP: 114.0-115.0nD: ##STR298## 282 morpholine,4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]-2,6-dimethyl-MP: 121.0-123.0nD: ##STR299## 283 1H-pyrazole-5-carbonitrile, 4-chloro-3-[3-(2-fluoroethoxy)-4-nitroph enoxy]-1-methyl-MP: 104.0-105.0nD: ##STR300## 284 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethyl-N-methyl-2-nitro-MP:nD: 1.5631 ##STR301## 285 1H-pyrazolium, 4-chloro-3-(3-methoxy-4-nitrophenoxy)-1,2-dimethyl-5- (trifluoromethyl)-methyl sulfateMP: 184.0-185.0nD: ##STR302## 286 1H-pyrazolium, 4-chloro-3-[3-(2-ethoxy-1-methyl-2-oxoethoxy)-4-nitro phenoxy]-1,2-dimethyl-5-(trifluoromethyl)-, methyl sulfateMP:nD: 1.4802 ##STR303## 287 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(1-pyrrolidinyl)phenoxy] -5-(trifluoromethyl)-MP: 86.0-88.0nD: ##STR304## 288 1H-pyrazole, 3-[3-(1-azetidinyl)-4-nitrophenoxy]-4-chloro-1-methyl-5 -(trifluoromethyl)-MP: 84.0-85.0nD: ##STR305## 289 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(4-thiomorpholinyl)pheno xy]-5-(trifluoromethyl)-MP: 78.0-81.0nD: ##STR306## 290 1-piperidinamine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]-MP: 101.0-104.0nD: ##STR307## 291 1H-pyrazole,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrobenzoyl]-MP: 117.0-118.0nD: ##STR308## 292 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 4-chlorophenyl esterMP: 110.0-111.0 nD: ##STR309## 293 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-2-furanylmethyl-esterMP: 70.0-71.0nD: ##STR310## 294 1-butanamine,N-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenyl]methylene]-MP:nD: ##STR311## 295 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluormethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-phenylmethyl esterMP: 63.0-66.0nD: ##STR312## 296 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(ethylsulfonyl)-MP: 115.0-117.0nD: ##STR313## 297 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-[(4-methylphenyl)sulfonyl]-MP: 130.0-132.0nD : ##STR314## 298 1H-pyrazole, 4-chloro-1-methyl-3-[3-[(methylthio)-methyl-4-nitrophen oxy]-5-(trifluoromethyl)-MP:nD: 1.5620 ##STR315## 299 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-, sodium saltMP: 110.0-120. 0nD: ##STR316## 300 benzaldehyde, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, (2-2,2-trifluoromethyl)hydrazoneMP: 125.5-126.5nD: ##STR317## 301 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-(diethylamino) esterMP:nD: 1.5235 ##STR318## 302 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 4-bromophenyl esterMP: 93.0-95.0nD: ##STR319## 303 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-chloroethyl esterMP: 35.0-38.0nD: ##STR320## 304 propanethioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]-, S-propyl esterMP: 39.0-40.0nD: ##STR321## 305 butanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-MP: 138.5-139.5nD: ##STR322## 306 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(ethylsulfonyl)-2-nitro-MP: 151.5-153.5nD: ##STR323## 307 butanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-MP: 122.0-124.0nD: ##STR324## 308 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, cyclopropylmethyl esterMP: 43.0-44.0nD: ##STR325## 309 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-methylbutyl esterMP: 28.5-31.5nD: ##STR326## 310 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 3-methylbutyl esterMP:nD: 1.5091 ##STR327## 311 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2,2-dimethylpropyl esterMP: 46.0-47.0nD: ##STR328## 312 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, cyclobutyl esterMP: 62.0-63.5nD: ##STR329## 313 aceticacid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenyl]thio]-, ethyl esterMP: 87.5-89.0nD: ##STR330## 314 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(propylsulfonyl)-MP: 105.5-107.0nD: ##STR331## 315 butanoic acid,4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5229 ##STR332## 316 butanoic acid4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-MP: 100.0-101.0nD: ##STR333## 317 butanoic acid, 4,4,4-trichloro-3-[5-[[4-chloro-1-methyl-5-(trifluoro methyl)-1H-pyrazol-3-yl]oxy-2-nitrophenyl]methylene-3-oxo-, methyl M ester P: 125.0-126.5nD: ##STR334## 318 benzenemethanamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-N,N-diethyl-2-nitro-MP:nD: 1.5246 ##STR335## 319 2-propenoic acid,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]-MP: 124.5-128.5nD: ##STR336## 320 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitro-N-(propylsulfonyl)-MP: 144.5-146.5nD: ##STR337## 321 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3(trifluoromethyl)phenoxy] -5-(trifluoromethyl)-MP: 58.0-60.0nD: ##STR338## 322 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-[[-(tetrahydro-2H-pyran- 2-yl)oxy]methyl]phenoxy]-5-(trifluoromethyl)-MP:nD: 1.5317 ##STR339## 323 1H-pyrazole, 4-chloro-3-[3-(dichloromethyl)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP:nD: ##STR340## 324 1H-pyrazole, 4-chloro-1-(difluoromethyl)-3-(3-methoxy-4-nitrophenoxy )-5-(trifluoromethyl)-MP: 54.5-57.0nD: ##STR341## 325 2(3H)-furanone,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]dihydro-MP: 75.5-76.5nD: ##STR342## 326 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 4-methoxyphenyl esterMP: 82.0-82.5nD: ##STR343## 327 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-, propyl esterMP:nD: ##STR344## 328 butanoic acid, 2-[ 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-3-methyl-, ethyl esterMP:nD: 1.5139 ##STR345## 329 butanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-N,3-dimethyl-MP: 148.5-149.5nD: ##STR346## 330 butanamide,4-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-N-methyl-MP: 116.0-116.5nD: ##STR347## 331 butanamide,2-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-N-methyl-MP: 133.0-134.0nD: ##STR348## 332 butanamide, 4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-MP: 135.0-136.0nD: ##STR349## 333 butanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-3-methyl-N-(methylsulfonyl)- MP: 150.0-151.0nD: ##STR350## 334 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, ethyl ester,(S)-MP:nD: 1.5186 ##STR351## 335 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, ethyl ester,(R)-MP:nD: 1.5187 ##STR352## 336 1H-pyrazole, 4-chloro-3-(3-ethenyl-4-nitrophenoxy)-1-methyl-5-(trifl uoromethyl)-MP: 60.5-62.0nD: ##STR353## 337 propanoic acid,2-[5-[[fluoro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5037 ##STR354## 338 1H-pyrazole, 4-iodo-3-(3-methoxy-2-nitrophenoxy)-1-methyl-5-(trifluo romethyl)-MP: 82.0-83.0 nD: ##STR355## 339 benzoic acid, 5-[[4-iodo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-,methyl esterMP: 106.0-107.0nD: ##STR356## 340 benzenecarboximidic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)- 1H-pyrazol-3-yl oxy]-N-methyl-2-nitro-, methyl esterMP: 64.0-65.0nD: ##STR357## 341 benzenecarboximidamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-N,N.n'- trimethyl-2-nitro-MP: 110.0-111.5nD: ##STR358## 342 benzenecarboximidamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl oxy]-N,N-diethyl-n'-methyl-2-nitro-MP: 83.5-85.5nD: ##STR359## 343 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(1-ethylpropyl)-2-nitro-MP:nD: 1.5791 ##STR360## 344 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-(2,2,2-trifluoroethyl)-MP: 134.0-137.0nD: ##STR361## 345 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 3-nitrophenyl esterMP: 151.0nD: ##STR362## 346 benzoic acid, 4-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrobenzoyl]amino]-, methyl esterMP: 160.5-161.0nD: ##STR363## 347 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 3,4-dichlorophenyl esterMP: 145.0nD: ##STR364## 348 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 4-(methoxycarbonyl)phenyl esterMP: 106.0nD: ##STR365## 349 benzoic acid, 5-[[ 4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitro-, 4-cyanophenyl esterMP: 147.0nD: ##STR366## 350 benzenecarbothioic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitro-, S-(4-methylphenyl)esterMP: 115.0nD: ##STR367## 351 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(2,4-dichlorophenyl)-2-nitro-MP: 187.0nD: ##STR368## 352 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro- 1H-pyrazol-1-ylmethyl esterMP: 95.0nD: ##STR369## 353 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-, 4-cyanophenyl esterMP: 158.5-160.0nD: ##STR370## 354 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-N-[ 4-(trifluoromethyl)phenyl]-MP: 192.0nD: ##STR371## 355 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-4-morpholinyl-2-nitro-MP: 192.0nD: ##STR372## 356 morpholine,4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrobenzoyl]-MP: 135.0nD: ##STR373## 357 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitro-N-2-pyridinyl-MP: 158.0nD: ##STR374## 358 benzoicacid, 4-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrobenzoyl]amino]-MP: 250.0nD: ##STR375## 359 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(4-hydroxyphenyl)-2-nitro-MP: 178.0nD: ##STR376## 360 benzenecarbothioic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitro-, S-(4-chlorophenyl) esterMP: 118.0-120.0nD: ##STR377## 361 benzamide,5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-2-nitro-N-phenyl-MP: 85.0-86.0nD: ##STR378## 362 benzoic acid, 3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrobenzoyl]amino]-, methyl esterMP: 140.0- 142.0nD: ##STR379## 363 benzoicacid, 3-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrobenzoyl]oxy]amino]-MP: 225.0-226.0nD: ##STR380## 364 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 4-methoxyphenyl esterMP: 119.0nD: ##STR381## 365 benzenecarbothioic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitro-,S-(4,6-dimethyl-2-pyrimidinyl)esterMP: 125.0-126.0nD: ##STR382## 366 benzamide, N-acetyl-5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitro-MP: 158.0nD: ##STR383## p 367 propanedioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitrobenzoyl]-2-methyl-, diethylester MP:nD: 1.5134 ##STR384## 368 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitro-N,N-di-2-propenyl-MP: 86.0nD: ##STR385## 369 1H-indazole,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrobenzoly]-MP: 134.0-144.0nD: ##STR386## 370 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(3-methoxypropyl)-2-nitro-MP: 115.0nD: ##STR387## 371 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-(4,6-dimethyl-2-pyridinyl)-2-nitro-MP: 174.0-175.0nD: ##STR388## 372 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-oxopropyl esterMP: 76.0-77.0nD: ##STR389## 373 benzamide,5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-N-(3,5-dimethoxyphenyl)-2-nitro-MP: 160.0nD: ##STR390## 374 benzamide, N-[bis(methoxymethyl)]-5-]]4-chloro-1-methyl-5-(trifluoro methyl)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 84.0nD: ##STR391## 375 propanoic acid, 2-[4-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitrobenzoyl]amino]phenoxy]-, methyl esterMP: 72.0-77.0nD: ##STR392## Ex CP # Name Structure 376 benzamide,N-(2-aminophenyl)-5-[[4-chloro-1-methyl-5-(trifluorome thyl)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 162.0-164.0nD: ##STR393## 377 benzenecarbothioic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitro-, S-(2-ethylhexyl)esterMP:nD: 1.5349 ##STR394## 378 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(4,6-dimethyl-2-pyrimidinyl)-MP: 182.0-184.0nD: ##STR395## 379 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(2-hydroxyphenyl)-2-nitro-MP: 184.5-185.0nD: ##STR396## 380 1H-pyrazole,3-[3-(1H-benzimidazol-2-yl)-4-nitrophenoxy]-4-chloro-1-m ethyl-5-(trifluoromethyl)-MP: 85.0-87.0nD: ##STR397## 381 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-ethoxy-1-methylethyl esterMP:nD: 1.5115 ##STR398## 382 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-ethoxy-2-oxoethyl esterMP:nD: 1.5191 ##STR399## 383 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-methylpentyl esterMP:nD: 1.5117 ##STR400## 384 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(2-methoxyethoxy)ethyl esterMP:nD: 1.5165 ##STR401## 385 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-furanylmethyl esterMP:nD: 1.5426 ##STR402## 386 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 4-carboxyphenyl esterMP: 113.0nD: ##STR403## 387 benzoicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, methoxymethyl esterMP:nD: 1.5251 ##STR404## 388 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,(methylthio)methyl esterMP:nD: 1.5468 ##STR405## 389 benzoxazole,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]-MP: 74.0-76.0nD: ##STR406## 390 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 5-ethoxy-5-oxopentyl esterMP:nD: 1.5116 ##STR407## 391 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-(1,1-dimethylethyl)-2-nitro-MP: 59.0-60.0nD: ##STR408## 392 pyrrolidine,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrobenzoyl]-MP: 85.0nD: ##STR409## 393 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 2-butoxyethyl esterMP:nD: 1.5100 ##STR410## 394 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 2-(2-butoxyethoxy)ethyl esterMP:nD: 1.5063 ##STR411## 395 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 2-nitropropyl esterMP:nD: 1.5258 ##STR412## 396 benzamide, N-[1-(aminocarbonyl)-1,2-dimethylpropyl]-5-[[4-chloro-1-m ethyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 188.0-189.0nD: ##STR413## 397 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-(1-cyano-1,2-dimethylpropyl)-2-nitro-MP: 68.0-72.0nD: ##STR414## 398 2-pyrrolidinone,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrobenzoyl]-MP: 144.0nD: ##STR415## 399 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2-fluoroethyl)-2-nitro-MP: 65.0-67.0nD: ##STR416## 400 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2-methoxyethyl)-2-nitro-MP: 58.0-62.0nD: ##STR417## 401 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2-ethylbutyl)-2-nitro-MP: 47.0-50.0nD: ##STR418## 402 benzenamine,5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-ethyl-2-nitro-MP: 94.0-97.0nD: ##STR419## 403 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethyl-2-nitro-N-2-propenyl-MP:nD: 1.5532 ##STR420## 404 benzenamine,5-[[5-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethoxy-2-nitro-N-2-propenyl-MP:nD: 1.5305 ##STR421## 405 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethoxy-N-methyl-2-nitro-MP:nD: 1.5306 ##STR422## 406 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2-methylpropyl)-2-nitro-MP: 76.0-80.0nD: ##STR423## 407 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-methyl-2-nitro-N-2-propenyl-MP:nD: 1.5622 ##STR424## 408 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethyl-N-methoxy-2-nitro-MP:nD: 1.5297 ##STR425## 409 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(trimethylhydrazino)phen oxy]-5-(trifluoromethyl)-MP:nD: ##STR426## p 410 1-pyrrolidinamine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitrophenyl- MP: 82.0-84.0nD: ##STR427## 411 4-morpholinamine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]-MP: 113.0-114.0nD: ##STR428## 412 1H-pyrazole,4-chloro-1-methyl-3-[3-(1-methylhydrazino)-4-nitrophenox y]-5-(trifluoromethyl)-MP: 78.0-81.0nD: ##STR429## 413 piperazine, 1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]-4-methyl-MP:nD: 1.5626 ##STR430## 414 benzenamine,5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-methoxy-2-nitro-MP: 62.0-64.0nD: ##STR431## 415 formamide,N-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitrophenyl]-MP: 97.0-99.0nD: ##STR432## 416 methanimidamide,n'-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]-N,N-dimethyl-MP: 75.0-77.0nD: ##STR433## 417 1H-pyrazole, 3-[3-(butylthio)-4-nitrophenoxy]-4-chloro-1-methyl-5-(t rifluoromethyl)-MP: 50.0-51.0nD: ##STR434## 418 1H-azepine,1-[5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenyl hexahydro-MP: 57.0-59.0nD: ##STR435## 419 1H-isoindole-1,3(2H)-dione, 2-[5-[[4-chloro-1-methyl-5-(trifluoromet hyl)-1H-pyrazol-3-yl]oxy]-2-nitrophenyl]-MP: 127.0-128.0nD: ##STR436## 420 1H-pyrazole, 4-chloro-5-(methoxymethyl)-3-(3-methoxy-4-nitrophenoxy) -1-methyl-MP: 92.0-93.0nD: ##STR437## 421 benzoic acid, 5-[[4-chloro-5-(methoxymethyl)-1-methyl-1H-pyrazol-3-y l]oxy]-2-nitro-, methyl esterMP: 108.0-109.0nD: ##STR438## 422 1H-imidazole,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrobenzoyl]-MP: 71.0-73.0nD: ##STR439## 423 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 1-(ethoxycarbonyl)propyl esterMP:nD: 1.5053 ##STR440## 424 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 1-(ethoxycarbonyl)butyl ester MP:nD: 1.5060 ##STR441## 425 1H-pyrazole, 4-bromo-1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitrobenzoyl]-3-methyl-MP: 91.0nD: ##STR442## 426 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-2-(2-methoxyethoxy)ethoxy ethyl esterMP:nD: 1.5106 ##STR443## 427 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(methylsulfonyl)ethyl esterMP: 90.0nD: ##STR444## 428 ethanimidicacid, N-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitrobenzoyl]oxy]-, ethyl esterMP: 41.0nD: ##STR445## 429 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-hydroxyethyl esterMP:nD: 1.5348 ##STR446## 430 1H-pyrazole,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrobenzoyl]-4-iodo-MP: 37.0nD: ##STR447## 431 1H-pyrazole,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrobenzoyl]-3-methyl-MP: 113.0-117.0nD: ##STR448## 432 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,2-(methylsulfinyl)ethyl esterMP:nD: 1.5434 ##STR449## 433 methanamine,N-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrobenzoyl]oxy]-N-methyl-MP:nD: 1.5345 ##STR450## 434 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitro, 2-(dimethylamino)ethyl esterMP:nD: 1.5217 ##STR451## 435 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(chloroacetyl)oxy]ethyl esterMP:nD: 1.5298 ##STR452## 436 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2,2,-dimethylpropyl esterMP:nD: 1.5106 ##STR453## 437 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-[(di-2-propynylamino)thioxomethyl]-2-nitro-MP: 149.0nD: ##STR454## 438 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(trifluoroacetyl)oxy]ethyl esterMP:nD: 1.4943 ##STR455## 439 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-2-nitro-N,N-di-2-propynyl-MP: 135.0-135.5nD: ##STR456## 440 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(1-oxopropoxy)ethyl esterMP:nD: 1.5168 ##STR457## 441 2-furancarboxylic acid, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl )-1H-pyrazol-3-yl]oxy]-2-nitrobenzoyl]oxy]ethyl esterMP: 71.0nD: ##STR458## 442 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-methyl-2-nitro-N-2-propynyl-MP: 90.0-92.0nD: ##STR459## 443 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(2-hydroxyethyl)-2-nitro-MP: 154.0nD: ##STR460## 444 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 2-(methoxyacetyl)oxy ethyl esterMP:nD: 1.5158 ##STR461## 445 butanedioicacid, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitrobenzoyl]oxy]ethyl ethyl esterMP:nD: 1.5096 ##STR462## 446 1H-pyrazole, 4-chloro-3-[3-(methoxymethoxy)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP:nD: 1.5303 ##STR463## 447 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(2-hydroxyethoxy)ethyl esterMP:nD: 1.5281 ##STR464## 448 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 2-(iodoacetyl)oxy]ethyl esterMP:nD: 1.5224 ##STR465## 449 cyclohexanone,O-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrobenzoyl]oximeMP: 115.0nD: ##STR466## 450 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-2-(chloroacetyl)oxy]ethoxy ethyl esterMP:nD: 1.5238 ##STR467## 451 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-(2-methylpropyl)-2-nitro-MP: 97.5-98.0nD: ##STR468## 452 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluormethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-chloro-4-(trifluoromethyl)phenyl esterMP: 111.0nD: ##STR469## 453 acetic acid,-chloro-, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl esterMP: 70.0nD: ##STR470## 454 benzoic acid,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, 4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl esterMP: 155.0nD: ##STR471## 455 1H-pyrazole, 4-chloro-3-[3-(4,5-dihydro-2-oxazolyl)-4-nitrophenoxy]- 1-methyl-5-(trifluoromethyl)-MP: 73.0-74.0nD: ##STR472## 456 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-(1-methylethyl)amino-2-oxoethyl esterMP: 134.0nD: ##STR473## 457 benzoic acid, 5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-, ethyl esterMP:nD: 1.5418 ##STR474## 458 acetic acid, chloro-, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)- 1H-pyrazol-3-yl]oxy]-2-nitrobenzoyl]amino]ethyl esterMP: 90.0nD: ##STR475## 459 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, (1-methylethoxy)methyl esterMP: 102.0-107.0nD: ##STR476## 460 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, methoxymethyl esterMP:nD: 1.5181 ##STR477## 461 2,3-butanedione,-mono[O-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitrobenzoyl]oxime]MP:nD: 1.5284 ##STR478## 462 propanoic acid, 2-[ 5-[[4-chloro-5-(methoxymethyl)-1-methyl-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,ethyl esterMP: 46.0-47.0nD: ##STR479## 463 benzenamine,5-[[4-iodo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-methyl-2-nitro-MP: 107.0-108.0nD: ##STR480## 464 1H-pyrazole, 4-bromo-5-(difluoromethyl)-3-[3-(2-fluoroethoxy)-4-nitr ophenoxy]-1-methyl-MP: 78.0-79.0nD: ##STR481## 465 1H-pyrazole, 4-bromo-5-(difluoromethyl)-3-(3-methoxy-4-nitrophenoxy) -1-methyl-MP: 98.0-99.0nD: ##STR482## 466 1H-pyrazole, 5-(difluoromethyl)-4-fluoro-3-[3-(2-fluoroethoxy)-4-nit rophenoxy]-1-methyl-MP: 51.0-52.0nD: ##STR483## 467 benzenamine, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3-y l]oxy]-N-methyl-2-nitro-MP: 134.0-135.0nD: ##STR484## 468 1H-pyrazole, 5-(difluoromethyl)-4-fluoro-3-(3-methoxy-4-nitrophenoxy )-1-methyl-MP: 69.0-70.0nD: ##STR485## 469 benzenamine, 5-[[4-bromo-5-(difluoromethyl)-1-methyl-1H-pyrazol-3-yl ]oxy]-N-methyl-2-nitro-MP: 149.0-151.0nD: ##STR486## 470 benzoic acid, 5-[[4-bromo-5-(difluoromethyl)-1-methyl-1H-pyrazol-3-y l]oxy]-2-nitro-, methyl esterMP: 75.0-76.0nD: ##STR487## 471 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-N-2-propenyl-N-(2-propenyloxy)-MP:nD: 1.5295 ##STR488## 472 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-N-methyl-2-nitro-N-(2-propenyloxy)-MP:nD: 1.5357 ##STR489## 473 1H-pyrazole, 4-chloro-1-methyl-3-[3-(2-methyl-1-aziridinyl)-4-nitrop henoxy]-5-(trifluoromethyl)-MP:nD: 1.5489 ##STR490## 474 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(1,2-dimethylpropyl)-2-nitro-MP:nD: 1.5698 ##STR491## 475 benzenamine,5-[[4-cloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-(3-methylbutyl)-2-nitro-MP: 65.0-66.0nD: ##STR492## 476 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2,2-dimethylpropyl)-2-nitro-MP: 47.0-49.0nD: ##STR493## 477 propanamide, N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]-N-methyl-MP: 98.0-100.0nD: ##STR494## 478 piperidine,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]-MP:nD: 1.5324 ##STR495## 479 1H-pyrazole, 4-chloro-3-[3-(1,2-dimethylhydrazino)-4-nitrophenoxy]-1 -methyl-5-(trifluoromethyl)-MP: 71.0-73.0nD: ##STR496## 480 benzenamine,5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-methoxy-N-methyl-2-nitro-MP:nD: 1.5502 ##STR497## 481 1,2-ethanediamine,n[-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]-N,N-dimethyl-MP: 102.0-103.0nD: ##STR498## 482 benzenamine, N-methoxy-N-methyl-5-[[1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitro-MP:nD: 1.5324 ##STR499## 483 propanamide,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]-MP: 98.0-103.0nD: ##STR500## 484 benzenamine, N-butyl-N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitrophenyl]-N-methyl-MP:nD: 1.5265 ##STR501## 485 1H-pyrazole, 4-chloro-3-[3-(2,5-dihydro-1H-pyrrol-1-yl)-4-nitropheno xy]-1-methyl-5-(trifluoromethyl)-MP: 76.0-78.0nD: ##STR502## 486 benzoic acid, 5-[[1-methyl-4-nitro-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-,ethyl esterMP: 78.0-79.0nD: ##STR503## 487 2-piperidinone,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrobenzoyl]-MP: 77.0nD: ##STR504## 488 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 3-butynyl esterMP: 86.0-87.0nD: ##STR505## 489 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 1-methyl-2-propynyl esterMP:nD: 1.5290 ##STR506## 490 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro- 2-butynyl esterMP:nD: 1.5358 ##STR507## 491 morpholine, 4-[5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol-3 -yl]oxy]-2-nitrobenzoyl]-MP: 43.0-47.0nD: ##STR508## 492 benzamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl] oxy]-N-methoxy-N-methyl-2-nitro-MP:nD: 1.5358 ##STR509## 493 benzoic acid, 5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-ethoxy-2-oxoethyl esterMP:nD: 1.5326 ##STR510## 494 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, (2-methylpropoxy)methyl esterMP:nD: 1.5095 ##STR511## 495 aceticacid, [[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrobenzoyl]thio]-, ethyl esterMP:nD: 1.5476 ##STR512## 496 1H-pyrazole, 1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrobenzoyl]-3,5-bis(trifluoromethyl)-MP: 93.0nD: ##STR513## 497 benzenacetic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitro-, 1-methylethyl esterMP: 105.0nD: ##STR514## 498 1H-pyrazole, 4-chloro-1-methyl-3-[3-[(1-methylethoxy)-methoxy]-4-nit rophenoxy]-5-(trifluoromethyl)-MP:nD: 1.5217 ##STR515## 499 benzoic acid, 5-[[4-chloro-1-methyl- 5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitro-, 2-methoxy-1-methyl-2-oxoethyl ester, (+-)-MP:nD: 1.5144 ##STR516## 500 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-ethoxy-1-oxopropyl esterMP:nD: 1.5169 ##STR517## 501 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, (2-methoxyethoxy)methyl esterMP:nD: 1.5196 ##STR518## 502 1H-pyrazole4-chloro-3-[3-[(2-methoxyethoxy)methoxy]-4-nitrophenoxy]- 1-methyl-5-(trifluoromethyl)-MP:nD: 1.5224 ##STR519## 503 aceticacid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-,ethyl esterMP:nD: 1.5287 ##STR520## 504 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro,2-isocyano-2-methylpropyl esterMP: 51.0-53.0nD: ##STR521## 505 1H-pyrazole,4-chloro-1-methyl-3-[3-[(2-methylpropoxy)-methoxy]-4-nit rophenoxy]-5-(trifluoromethyl)-MP:nD: 1.5157 ##STR522## 506 benzeneacetic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitro,2-ethoxy-2-oxoethyl esterMP: 49.0-50.0nD: ##STR523## 507 benzeneacetic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitro-,2-methoxy-1-methyl-2-oxoethyl ester, (+-)-MP: 86.0-87.0nD: ##STR524## 508 benzeneacetamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitro-MP: 193.0nD: ##STR525## 509 glycine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrobenzoyl]-, methyl esterMP: 129.0nD: ##STR526## 510 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, 2-ethoxy-2-oxoethyl esterMP:nD: 1.5143 ##STR527## 511 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,tetrahydro-2-oxo-3-furanyl esterMP: 107.0nD: ##STR528## 512 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,6-hydroxyhexyl esterMP:nD: 1.5103 ##STR529## 513 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 4-ethoxy-4-oxobutyl esterMP:nD: 1.5157 ##STR530## 514 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 2,2-dimethoxyethyl esterMP:nD: 1.5164 ##STR531## 515 glycine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrobenzoyl]-MP: 164.0nD: ##STR532## 516 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro,2,2-dimethylhydrazideMP: 137.0nD: ##STR533## 517 1H-pyrazole, 3-(3-bromo-4-nitrophenoxy)-4-chloro-1-methyl-5-(trifluo romethyl)-MP: 56.0-57.0nD: ##STR534## 518 2-pyrrolidinone,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]-MP: 91.0-94.0nD: ##STR535## 519 1H-pyrazole,4-chloro-3-[3-[2-chloro-4-(trifluoromethyl)phenoxy]-4-ni trophenoxy]-1-methyl-5-(trifluoromethyl)-MP: 72.0-75.0nD: ##STR536## 520 propanedioicacid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]-methyl-,diethyl esterMP:nD: 1.5112 ##STR537## 521 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-N-[2-[(1,1-dimethylethyl)thio]ethyl]-MP: 61.0-62.0nD: ##STR538## 522 phosphonicacid, [5-[[4-chloro-1-methyl-4-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenyl]-,diethyl esterMP:nD: ##STR539## 523 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-[2-(methylthio)ethyl]-2-nitro-MP: 92.0-94.0nD: ##STR540## 524 ethanol,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenyl]amino]-MP: 98.0-101.0nD: ##STR541## 525 1H-pyrazole, 4-chloro-3-[3-hydrazino-4-nitrophenoxy]-1-methyl-5-(tri fluoromethyl)-MP: 78.0-81.0nD: ##STR542## 526 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(1-methylpropyl)-2-nitro-MP:nD: 1.5726 ##STR543## 527 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethoxy-2-nitro-MP: 76.0-79.0nD: ##STR544## 528 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-(2-propenyloxy)-MP: 44.0-46.0nD: ##STR545## 529 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(cyclopropylmethyl)-2-nitro-MP: 96.0-98.0nD: ##STR546## 530 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-(phenylmethyl)-MP: 86.0-88.0nD: ##STR547## 531 1,2-ethanediamine, N,n'-bis[5-[[4-chloro-1-methyl-5-(trifluoromethyl )-1H-pyrazol-3-yl]oxy]-2-nitrophenyl]-N,n'-dimethyl-MP: 130.0-132.0nD: ##STR548## 532 benzenamine,5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-methyl-2-nitro-MP: 96.0-99.0nD: ##STR549## 533 benzenamine,5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N,N-dimethyl-2-nitro-MP:nD: 1.5808 ##STR550## 534 benzenamine, 5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-ethyl-N-methyl-2-nitro-MP:nD: 1.5750 ##STR551## 535 benzenamine,5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N,N-diethyl-2-nitro-MP:nD: 1.5492 ##STR552## 536 methanesulfonamide,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]-MP: 142.0-145.0nD: ##STR553## 537 benzenamine, 5-[[4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-[(3,4-dichlorophenyl)methyl]-2-nitro-MP: 118.0-119.0nD: ##STR554## 538 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(phenylmethoxy)-2-nitro-MP: 53.0-55.0nD: ##STR555## 539 2-propanol,1-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]amino]-MP: 93.0-96.0nD: ##STR556## 540 1,2-propanediol,3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]amino]-MP: 90.0-96.0nD: ##STR557## 541 1H-pyrazole, 4-chloro-3,3-(chloromethyl)-4-nitrophenoxy]-1-methyl-5- (trifluoromethyl)-MP: 64.0-66.0nD: ##STR558## 542 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 1-methylpropyl ester, (S)-MP: 36.0-37.0nD : ##STR559## 543 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,cyclohexyl esterMP: 59.5-61.0nD: ##STR560## 544 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 1-methylpropyl ester, (R)-MP: 37.0-39.0nD : ##STR561## 545 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 5-chloro-2-pyridinyl esterMP: 104.0nD: ##STR562## 546 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-,2-butynyl esterMP: 60.0-61.0nD: ##STR563## 547 propanethioic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitrophenoxy]-, 5-(4-chlorophenyl) esterMP:nD: 1.5850 ##STR564## 548 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2,2,3,3,4,4,4-heptafluorobutyl esterMP: 39.0-40.0nD: ##STR565## 549 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-[(tetrahydro-2-furanyl)methyl]-MP: 64.0-70.0n D: ##STR566## 550 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-naphthalenyl esterMP: 101.0-102.0nD: ##STR567## 551 alanine, N-[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]-, ethyl esterMP: 63.0-64.0nD: ##STR568## 552 acetic acid, [[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]amino]-, methyl esterMP: 94.0-95.0nD: ##STR569## 553 1H-pyrazole, 4-chloro-3-(3-methoxy-4-nitrophenoxy)-1,5-bis(trifluoro methyl)-MP: 54.5-56.5nD: ##STR570## 554 1H-pyrazole, 1-(difluoromethyl)-3-(3-methoxy-4-nitrophenoxy)-5-(trif luoromethyl)-, mixt. with 1-(difluoromethyl)-5-(3-methoxy-4-nitrophenoxy) -3-(trifluoromethyl)-1H-pyrazoleMP:nD: ##STR571## Ex CP # Name Structure 555 pentanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5132 ##STR572## 556 pentanoic acid2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-MP: 101.0-102.0nD: ##STR573## 557 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 3,4-dichlorophenyl esterMP: 95.0-96.0 nD: ##STR574## 558 octanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP: 35.0nD: ##STR575## 559 1H-pyrazole, 3,3'-[oxybis[(4-nitro-3,1-phenylene)-oxy]]bis]4-chloro- 1-methyl-5-(trifluoromethyl)-MP: 129.0-130.0nD: ##STR576## 560 1H-pyrazole,-1-[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]-MP: 90.0-91.0nD: ##STR577## 561 propanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-phenyl-MP: 115.0-116.0nD: ##STR578## 562 alanine,-N-[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]-MP: 71.0-72.0nD: ##STR579## 563 propanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-methoxy-MP: 164.0nD: ##STR580## 564 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2,4,6-trichlorophenyl esterMP: 90.0-91.0n D: ##STR581## 565 propanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-N-methoxy-N-methyl-MP: 80.0-82.0nD: ##STR582## 566 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, butyl ester, (R)-MP:nD: ##STR583## 567 pentanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, butyl esterMP:nD: 1.5081 ##STR584## 568 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-MP:nD: ##STR585## 569 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyra zol-3-yl]oxy]-2-nitrophenoxy]-, butyl ester, (S)-MP: 34.0-35.0nD: ##STR586## 570 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, methyl ester, (R)-MP: 45.0nD: ##STR587## 571 acetic acid,[[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]-2-methoxyethylidene]amino]oxy]-, methyl esterMP:nD: 1.5297 ##STR588## 572 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-, (R)-MP: 165.0-166.0nD: ##STR589## 573 octanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-, butyl esterMP:nD: 1.5040 ##STR590## 574 octanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-(methsulfonyl)-MP: 94.0-95.0nD: ##STR591## 575 pentanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-MP: 160.0-161.0nD: ##STR592## 576 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, octyl esterMP:nD: 1.5047 ##STR593## 577 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, tetrahydro-3-furanyl esterMP: 59.0-60.0nD: ##STR594## 578 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-(trimethylsilyl)ethyl ester MP: 62.0-63.0nD: ##STR595## 579 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, hexyl esterMP:nD: 1.5076 ##STR596## 580 propanethioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]-,S-butyl esterMP:nD: 1.5349 ##STR597## 581 ethanone,1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenyl]-2-methoxy-MP: 70.0-70.5nD: ##STR598## 582 acetamide, 2-[[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-N-methyl-MP: 75-85nD: ##STR599## 583 1H-pyrazole, 3,3'-[thiobis[(4-nitro-3,1-phenylene)-oxy]]bis[4-chloro -1-methyl-5-(trifluoromethyl)- MP: 159.5-160.0nD: ##STR600## 584 propanethioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]-MP:nD: 1.5174 ##STR601## 585 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, 2-methoxy-1-methylethyl esterMP:nD: 1.5123 ##STR602## 586 pentanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy-N-methyl-MP: 109.0-110.0nD: ##STR603## 587 1H-pyrazole, 3,3'-[dithiobis[(4-nitro-3,1-phenylene)-oxy]]bis[4-chlo ro-1-methyl-5-(trifluoromethyl)-MP: 163.0-164.0nD: ##STR604## 588 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, methyl ester, (S)-MP: 44.0-45.0nD: ##STR605## 589 propanoic acid, 3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-2,2-dimethyl-, methyl esterMP:nD: 1.5220 ##STR606## 590 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl] oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-, (S)MP: 167.0-168.0nD: ##STR607## 591 ethanethioic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-,S-butyl n esterMP:D: 1.5415 ##STR608## 592 octanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-MP: 65.0nD: ##STR609## 593 propanoic acid,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-2,2-dimethyl-MP: 149.0-150.0nD: ##STR610## 594 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, 4-oxopentyl esterMP:nD: 1.5214 ##STR611## 595 pyrrolidine,-1-[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]-MP:nD: ##STR612## 596 propanamide, 3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N,N,2,2-tetramethyl-MP:nD: ##STR613## 597 propanoic acid, 3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-2,2-dimethyl-, ethyl esterMP:nD: 1.5170 ##STR614## 598 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-, ethyl esterMP:nD: 1.5274 ##STR615## 599 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-, ethyl esterMP:nD: 1.5261 ##STR616## 600 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 4-nitrophenyl esterMP: 71.0-73.0nD: ##STR617## 601 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, (trimethylsilyl)methyl esterMP:nD: 1.5105 ##STR618## 602 octanamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-N-methyl-MP: 142.0-143.0nD: ##STR619## 603 propanoic acid, 3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-2,2-dimethyl-, butyl esterMP:nD: 1.5110 ##STR620## 604 glycine,N-[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenxoy]-1-oxopropyl]-MP: 51.0nD: ##STR621## 605 propanethioic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitrophenoxy]-, S-(methoxymethyl)esterMP: 52.0-53.0nD : ##STR622## 606 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-[4-(trifluoromethoxy)phenyl]-MP: 118.0nD: ##STR623## 607 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2,2-dimethylhydrazideMP: 99.0nD: ##STR624## 608 1H-pyrazole, 4-chloro-1-methyl-3-[3-(2-methyl-1,3-(dioxolan-2-yl)-4- nitrophenoxy]-5-(trifluoromethyl)-MP: 91.5-93.0nD: ##STR625## 609 acetic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]thio]-MP: 139.0-140.0nD: ##STR626## 610 propanoic acid,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]thio]-, ethyl esterMP:nD: 1.5548 ##STR627## 611 benzenethiol, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-MP: 103.5-104.5nD: ##STR628## 612 benzenesulfenamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-N-methyl-2-nitro-MP: 69.0-71.5nD: ##STR629## 613 benzenesulfonamide,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-N,N-dimethyl-2-nitro-MP: 75.5-78.5nD: ##STR630## 614 propanamide,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N,2,2-trimethyl-MP: 100.0-101.0nD: ##STR631## 615 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-,2-phenylethyl esterMP:nD: 1.5445 ##STR632## 616 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-, 2-(2-methoxyphenyl)ethylesterMP: 99.0-100.0n D: ##STR633## 617 benzenesulfenyl chloride, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)- 1H-pyrazol-3-yl]oxy]-2-nitro-MP: 95.0-98.0nD: ##STR634## p 618 benzenesulfenicacid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitro-, methyl esterMP: 66.0-68.0nD: ##STR635## 619 propanoicacid, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]dithio]-, ethylesterMP:nD: 1.5721 ##STR636## 620 benzenesulfenic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitro-,2,4-dichlorophenyl esterMP: 107.0-114.0nD: ##STR637## 621 benzenesulfenothioic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl) -1H-pyrazol-3-yl]oxy]-2-nitro-,methyl esterMP: 82.5-84.5nD: ##STR638## 622 acetic acid, [[[1-5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]-2-methoxyethylidene]amino]oxy]-MP: 95.0-120.0n D: ##STR639## ##STR640## 623 carbamothioic acid, methyl-, S-[5-[[4-chloro-1-methyl-5-(trifluorome thyl)-1H-pyrazol-3-yl]oxy]-2-nitrophenyl]esterMP: 132.0-134.0nD: ##STR641## 624 acetic acid,[[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]ethylidene]-amino]oxy]-, 1-methylethyl esterMP: 55.0-58.0nD: ##STR642## ##STR643## 625 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-, butyl esterMP:nD: 1.5192 ##STR644## ##STR645## 626 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy], 2-methylpropylesterMP:n D: 1.5174 ##STR646## ##STR647## 627 benzenamine, 5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol-3- yl]oxy]-N-methyl-2-nitro-MP: 144.0-145.0nD: ##STR648## 629 propanoic acid, 2-[5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-ethylesterMP:nD: 1.5216 ##STR649## 630 benzenamine, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]ox y]-N-methoxy-N-methyl-2-nitro-MP: 63.0-64.0nD: ##STR650## 631 benzoic acid,5-[[4-chloro-1-methyl-5-(methylsulfonyl)-1H-pyrazol-3-y l]yl]oxy]-2-nitro-, methyl esterMP: 140.0.0-142.0nD: ##STR651## 632 1H-pyrazole, 4-chloro-3-[3-(2-fluoroethoxy)-4-nitrophenoxy]-1-methyl -5-(methylthio)-MP: 56.0-57.0nD: ##STR652## 633 benzoic acid, 5-[[4-chloro-1-methyl-5-(methylsulfinyl)-1H-pyrazol-3- yl]oxy]-2-nitro-methyl esterMP: 130.0-133.0nD: ##STR653## 634 1H-pyrazole, 4-chloro-3-[3-(2-fluoroethoxy)-4-nitrophenoxy]-1-methyl -5-(methylsulfonyl)-MP: 137.0-139.0nD: ##STR654## 635 1H-pyrazole, 4-chloro-3-[3-(2-fluoroethoxy)-4-nitrophenoxy]-1-methyl -5-(methylsulfinyl)-MP: 94.0-96.0nD: ##STR655## 636 benzenamine, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]ox y]-N-methyl-2-nitro-MP: 123.0-125.0nD: ##STR656## 637 benzoic acid, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-, methyl esterMP:nD: ##STR657## 638 benzoic acid, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3- yl]oxy]-2-MP: 162.0-163.0nD: ##STR658## 639 benzenamine,5-[[4-chloro-1-methyl-5-(methylsulfonyl)-1H-pyrazol-3-yl ]oxy]-N-methyl-2-nitro-MP: 183.0-185.0nD: ##STR659## 640 benzenamine,5-[[4-chloro-1-methyl-5-(methylsulfinyl)-1H-pyrazol-3-yl ]oxy]-N-methyl-2-nitro-MP: 150.0-152.0nD: ##STR660## 641 benzenamine,5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3-yl ]oxy]-N-methoxy-N-methyl-2-nitro-MP:nD: ##STR661## 642 benzenamine,5-[[4-chloro-1-methyl-5-(methylsulfinyl)-1H-pyrazol-3-yl ]oxy]-N-methoxy-N-methyl-2-nitro-MP: 75.0-78.0nD: ##STR662## 643 1H-pyrazole, 5-(difluoromethyl)-3-(3-ethoxy-4-nitrophenoxy)-4-fluoro -1-methyl-MP: 57.0-58.0nD: ##STR663## 644 benzenamine,5-[[4-(bromo)-5-(difluoromethyl)-1-methyl-1H-pyrazol-3-y l]oxy]-N-methoxy-N-methyl-2-nitro-MP:nD: ##STR664## 645 benzamide, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3-yl] oxy]-N-(methylsulfonyl)-2-nitro-MP: 152.0-154.0nD: ##STR665## 646 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, (2-propynyloxy)methyl esterMP:nD: 1.5293 ##STR666## 647 oxazolidine,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrobenzoyl]-2,2-dimethylMP: 109.0nD: ##STR667## 648 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 6-(chloroacetyl)oxy]hexyl esterMP:1.5165 ##STR668## 649 glycine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrobenzoyl]-, compd. withn-(1-methylethyl)-2-propanamine (1:1)MP: 129.0-134.0nD: ##STR669## 650 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,2,2-dimethylhydrazide, compd. with iodomethane(1:1)MP: 155.0-157.0nD: ##STR670## 651 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 6-[(iodoacetyl)oxy]hexyl esterMP:nD: 1.5365 ##STR671## 652 acetic acid, chloro-, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitrophenoxy]ethyl esterMP: 85.0-86.0nD: ##STR672## 653 acetic acid, methoxy-, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)- 1H-pyrazol-3-yl]oxy]-2-nitrophenoxy]ethyl esterMP: 89.0nD: ##STR673## 654 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-MP: 87.0-90.0nD: ##STR674## 655 1H-pyrazole, 4-chloro-3-[3-(2,2-dimethyoxyethoxy)-4-nitrophenoxy]-1- methyl-5-(trifluoromethyl)-MP:nD: 1.5250 ##STR675## 656 2-butenoic acid,4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, methyl esterMP: 118.0 nD: ##STR676## 657 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 4-methoxy-4-oxo-2-butenyl esterMP: 73.0nD: ##STR677## 658 benzoic acid, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-ethoxy-2-oxoethyl esterMP:nD: 1.5188 ##STR678## 659 propanedioic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrobenzoyl]oxy]-, diethyl esterMP:nD: 1.5084 ##STR679## 660 propanedioic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, diethyl esterMP:nD: 1.5152 ##STR680## 661 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-chloroethyl esterMP: nD: 1.5350 ##STR681## 662 1H-pyrazole, 4-chloro-3-[3-(2-chloroethoxy)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP:nD: 1.5467 ##STR682## 663 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-nitrophenyl esterMP: 100.0nD: ##STR683## 664 morpholine, 4-[5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3 -yl]oxy]-2-nitrobenzoyl] -MP: 146.0nD: ##STR684## 665 benzoic acid, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-(2-methoxyethoxy)ethyl esterMP:nD: 1.5110 ##STR685## 666 1H-pyrazole,4-chloro-3-[3-[2-(2-methoxyethoxy)ethoxy]-4-nitrophenoxy ]-1-methyl-5-(trifluoromethyl)-MP:nD: 1.5234 ##STR686## 667 1H-pyrazole,4-chloro-3-[3-[2-(2-ethoxyethoxy)ethoxy]-4-nitrophenoxy] -1-methyl-5-(trifluoromethyl)-MP:nD: 1.5196 ##STR687## 668 benzoic acid, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]o xy]-2-nitro-, ethyl esterMP:nD: 1.5805 ##STR688## 669 acetic acid, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]ox y]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5770 ##STR689## 670 1H-pyrazole, 4-chloro-1-methyl-3-[3-(5-hexenyloxy)-4-nitrophenoxy]-5 -(trifluoromethyl)-MP:nD: 1.5274 ##STR690## 671 benzoic acid, 5-[[5-(difluoromethyl)-4-fluoro-1-methyl-1H-pyrazol-3- yl]oxy]-2-nitro-, 2-hydroxyethyl esterMP: 61.0nD: ##STR691## 672 acetic acid, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]ox y]-2-nitrophenoxy]-MP: 142.0nD: ##STR692## 673 benzoic acid, 5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl]o xy]-2-nitro-MP: 131.5-132.0nD: ##STR693## 674 1H-pyrazole, 4-chloro-3-[3-[2-[2-(2-methoxyethoxy)-ethoxy]ethoxy]-4- nitrophenoxy]-1-methyl-5-(trifluoromethyl)-MP:nD: 1.5183 ##STR694## 675 1H-pyrazole,-4-chloro-1-methyl-3-[3-[(2-propynyloxy)methoxy]-4-nitro phenoxy]-5-(trifluoromethyl)-MP:nD: 1.5345 ##STR695## 676 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, methoxymethylesterMP: 75.0nD: ##STR696## 677 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,5-hexenyl esterMP:nD: 1.5196 ##STR697## 678 2-propanone,O-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]oximeMP:nD: 1.5436 ##STR698## 679 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(1H-pyrazol-1-ylmethoxy) phenoxy]-5-(trifluoromethyl)-MP: 104.0nD: ##STR699## 680 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, -(trimethylsilyl)methyl esterMP:nD: 1.5131 ##STR700## 681 1H-pyrazole,3,3'-[ 1,2-ethanediylbis[oxy(4-nitro-3,1-phenylene)oxy]] bis[4-chloro-1-methyl-5-(trifluoromethyl)-MP: 158.0nD: ##STR701## 682 propanamide, N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]-2,2,3,3-pentafluoro-MP: 68.0nD: ##STR702## 683 acetamide,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenyl]-2,2,2-trifluoro-MP: 78.0nD: ##STR703## 684 urea, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]oxy ]-2-nitrophenyl]-MP: 193.0nD: ##STR704## 685 acetamide,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenyl]-MP: 85.0-87.0nD: ##STR705## 686 carbamic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]-, ethyl esterMP: 59.0-61.0nD: ##STR706## 687 propanamide,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]-2,2-dimethyl-MP:nD: 1.5501 ##STR707## 688 benzamide, N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]-2,3,4,5,6-pentafluoro-MP: 98.0-100.0nD: ##STR708## 689 urea, N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]o xy]-2-nitrophenyl]-N-methyl-MP: 95.0-99.0nD: ##STR709## 690 carbamic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]methyl-, ethyl esterMP: 76.0-80.0nD: ##STR710## 691 cyclopropanecarboxamide,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl) -1H-pyrazol-3-yl]oxy]-2-nitrophenyl]-MP: 118.0-119.0nD: ##STR711## 692 propanoyl chloride,3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]amino]-MP: 111.0-112.0nD: ##STR712## 693 1H-pyrazole, 4-chloro-3-[3-(1,1-dimethylethoxy)-4-nitrophenoxy]-1-me thyl-5-(trifluoromethyl)-MP:nD: 1.5171 ##STR713## p 694 1,2-ethanediamine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitrophenyl]-N,n'-dimethyl-MP:nD: ##STR714## 695 benzenamine,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-N-[2-(ethylthio)ethyl]-2-nitro-MP: 64.0-65.0nD: ##STR715## 696 1-propanol,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]amino]-MP: 88.0-91.0nD: ##STR716## 697 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2-methoxypropyl)-2-nitro-MP:nD: 1.5716 ##STR717## 698 acetic acid, [2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenyl]-1-methylhydrazino]-, ethyl esterMP:nD: 1.5533 ##STR718## 699 1-butanol,4-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]amino]-MP:nD: 1.5882 ##STR719## 700 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-N-[-(trimethylsilyl)methyl]-MP: nD: ##STR720## 701 undecanoic acid,11-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitrophenyl]amino]-MP: 60.0-63.0nD: ##STR721## 702 1,3-propanediol,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]amino]-2-methyl-MP: 154.0-157.0nD: ##STR722## 703 undecanoicacid, 11-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitrophenyl]amino]-, methylesterMP: 51.0-54.0nD: ##STR723## 704 propanenitrile,3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]amino]-M: 130.0-133.0nD: ##STR724## 705 1-propanol,3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]amino]-MP: 93.0-97.0nD: ##STR725## 706 benzenamine,N-(2-chloroethyl)-5-[[4-chloro-1-methyl-5-(trifluorometh yl)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 72.0-74.0nD: ##STR726## 707 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-[3-(methylthio)propyl]-2-nitro-MP:nD: 1.5950 ##STR727## 708 glycine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-2-nitrophenyl]-, ethyl esterMP: 112.0-116.0nD: ##STR728## 709 1H-pyrazole, 4-chloro-1-methyl-3-[3-(2-methyl-2-phenylhydrazino)-4-n itrophenoxy]-5-(trifluoromethyl)-MP: 105.0-109.0nD: ##STR729## 710 butanoic acid,3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]amino]-, ethylesterMP:nD: 1.5713 ##STR730## 711 1,2-ethanediamine, N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]-N-ethyl-n',n'-dimethyl- MP:nD: 1.5402 ##STR731## 712 propanoic acid,3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]amino]-, ethylesterMP: 60.0-63.0nD: ##STR732## 713 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-4-fluoro-2-nitrophenoxy]-, ethyl esterMP: 45.0-47.0nD: ##STR733## 714 benzoic acid, 5-[[4-bromo-5-(difluoromethyl)-1-methyl-1H-pyrazol-3-y l]oxy]-2-nitro-, ethyl esterMP: 55.0-58.0nD: ##STR734## 715 benzoic acid, 5-[[4-bromo-5-(difluoromethyl)-1-methyl-1H-pyrazol-3-y l]oxy]-2-nitro-MP: 95.0-97.0nD: ##STR735## 716 propanoic acid, 2-[5-[[4-bromo-5-(difluoromethyl)-1-methyl-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-,ethyl esterMP:nD: 1.5423 ##STR736## 717 benzoic acid, 5-[[5-(difluoromethyl)-1-methyl-1H-pyrazol-3-yl]oxy]-2 -nitro-, ethyl esterMP:nD: 1.5237 ##STR737## 718 propanoic acid,2-[5-[[4-chloro-1-methyl-5-(methylsulfonyl)-1H-pyroaz ol-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: ##STR738## 719 methanesulfonic acid,trifluoro-, 5-[[4-chloro-1-methyl-5-(trifluorom ethyl)-1H-pyrazol-3-yl]oxy]-2-nitrophenyl esterMP: 77.0-78.0nD: ##STR739## 720 propanedioicacid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]-, dimethyl esterMP: 61.0-63.0nD: ##STR740## 721 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(phenylethynyl)phenoxy]- 5-(trifluoromethyl)-MP: 98.0-100.0nD: ##STR741## 722 1H-pyrazole, 4-chloro-3-[3-(methoxyethenyl)-4-nitrophenoxy]-1-methyl -5-(trifluoromethyl)-MP:nD: ##STR742## 723 1H-pyrazole, 4-chloro-3-(3-ethynyl-4-nitrophenoxy)-1-methyl-5-(trifl uoromethyl)-MP: 52.0-54.0nD: ##STR743## 724 2-propenoic acid,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]-, ethyl esterMP:nD: 1.5522 ##STR744## 725 1H-pyrazole,-4-chloro-1-methyl-3-[3-[2-(1-methylethoxy)ethoxy]-4-nit rophenoxy]-5-(trifluoromethyl)-MP:nD: 1.5200 ##STR745## 726 1H-pyrazole,2-chloro-1-methyl-3-[3-[(2-methylpentyl)-oxy]-4-nitrophe noxy]-5-(trifluoromethyl)-MP:nD: 1.5205 ##STR746## 727 1H-pyrazole,4-chloro-1-methyl-3-[4-nitro-3-[(trimethylsilyl)-methoxy ]phenoxy]-5-(trifluoromethyl)-MP:nD: 1.5213 ##STR747## 728 butanedioic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrobenzoyl]oxy]-,diethyl esterMP:nD: 1.5070 ##STR748## 729 1H-pyrazole,4-hloro-3-[3-(2-ethoxy-1-methylethoxy)-4-nitrophenoxy]-1 -methyl-5-(trifluoromethyl)-MP:nD: 1.5190 ##STR749## 730 1H-pyrazole,4-chloro-1-methyl-3-[3-[2-(methylthio)ethoxy]-4-nitrophe noxy]-5-(trilfuoromethyl)-MP: nD: 1.5555 ##STR750## 731 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazole-3 -yl]oxy]-, -2-nitrophenoxy]-, 2-propynyl esterMP:nD: 1.5367 ##STR751## 732 acetic acid, [[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]ethyl]thio]-,methyl esterMP:nD: 1.5465 ##STR752## 733 ethanamine,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-N,N-diethyl-MP:nD: 1.5255 ##STR753## 734 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,3-(dimethylamino)propyl esterMP:nD: 1.5194 ##STR754## 735 butanedioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenoxy]ethyl ethyl esterMP: 70.0nD: ##STR755## 736 1H-pyrazole,-4-chloro-1-methyl-3-[3-[2-(methylsulfonyl)ethoxy]-4-nit rophenoxy]-5-(trifluoromethyl)-MP: 137.0nD: ##STR756## Ex CP # Name Structure 737 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitro-, 2-(diethylamino)ethyl esterMP:nD: 1.5175 ##STR757## 738 ethanedioic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenoxy]ethylethyl esterMP: 84.0-85.0nD: ##STR758## 739 1-propanamine,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-N,N-dimethyl-MP:nD: 1.5275 ##STR759## 740 1H-pyrazole,-4-chloro-1-methyl-3-[3-[2-(methylsulfinyl)ethoxy]-4-nit rophenoxy]-5-trifluoromethyl)-MP: 92.0-93.0nD: ##STR760## 741 acetyl chloride,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-MP: 62.0-65.0nD: ##STR761## p 742 2-pentenoic acid,4-[ 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitrophenoxy]-, methyl esterMP: 77.0-78.0nD: ##STR762## 743 benzoic acid,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, phenyl esterMP: 109.0-110.0nD: ##STR763## 744 phenol, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]ox y]-2-nitro-, acetate (ester)MP: 64.0nD: ##STR764## 745 butanedioic acid,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenyl ethyl esterMP:nD: 1.5168 ##STR765## 746 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro, 4-methoxy-1-methyl-4-oxo-2-butenyl esterMP:nD: 1.5253 ##STR766## 747 2-pentenoic acid, 4-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]-, methyl esterMP:nD: 1.5267 ##STR767## 748 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, butyl esterMP:nD: 1.5200 ##STR768## 749 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]methoxy, methyl esterMP:nD: 1.5221 ##STR769## 750 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 2-methylpropyl esterMP: 39.0nD: ##STR770## 751 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 1-methylethyl esterMP: 84.0nD: ##STR771## 752 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-,2-[2-(2-methoxyethoxy)ethoxy]ethyl esterMP:nD: 1.5159 ##STR772## 753 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 1,2-dimethoxy-2-oxoethyl esterMP:nD: 1.5147 ##STR773## 754 acetic acid, [[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]methoxy-, methyl esterMP:nD: 1.5182 ##STR774## 755 1H-pyrazole,3-[3-(2-bromoethoxy)-4-nitrophenoxy]-4-chloro-1-methyl-5 -(trifluoromethyl)-MP:nD: 1.5565 ##STR775## 756 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yloxy]-2-nitrophenoxy]-, (trimethylsilyl)-methyl esterMP: 73.0nD: ##STR776## 757 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, methyl esterMP:nD: 1.5352 ##STR777## 758 propanoic acid,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]imino]-, ethylesterMP: 99.5nD: ##STR778## 759 propanoic acid, 2-[[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]imino]-, ethyl esterMP: 97.0nD: ##STR779## 760 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 2-(methylthio)-ethyl esterMP:nD: 1.5436 ##STR780## 761 ethanethioic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, S-butyl esterMP: 74.0nD: ##STR781## 762 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-[2-(ethylsufonyl)ethyl]-2-nitro-MP: 107.0-109.0nD: ##STR782## 763 sulfonium, [3-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]amino]propyl]dimethyl-, iodideMP: 121.0-124.0nD: ##STR783## 764 propanamide,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]amino]-MP: 187.0-188.0nD: ##STR784## 765 benzenamine,N-(2-bromoethyl)-5-[[4-chloro-1-methyl-5-(trifluoromethy l)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 96.0-98.0nD: ##STR785## 766 benzenamine,N-(3-bromopropyl)-5-[[4-chloro-1-methyl-5-(trifluorometh yl)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 91.0-93.0nD: ##STR786## 767 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-N-[3-[2-(2-ethoxyethoxy)ethoxy]propyl]-2-nitro-MP:nD: 1.5278 ##STR787## 768 phosphonic acid, [1-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]amino]ethyl]-, diethyl esterMP:nD: 1.5490 ##STR788## 769 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitro-N-[2-(phenylthio)ethyl]-MP: 58.0-60.0nD: ##STR789## 770 benzenamine,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-N-(2-ethoxyethyl)-2-nitro-MP:nD: 1.5692 ##STR790## 771 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-N-[3-(2-methoxyethoxy)propyl]-2-nitro-MP:nD: 1.5636 ##STR791## 772 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-N-(2-methoxy-1-methylethyl)-2-nitro-MP:nD: 1.5550 ##STR792## 773 ethanol,-2-[[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]amino]ethoxy]-MP: 54.0-57.0nD: ##STR793## 774 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-N-[3-(2-(ethoxyethoxy)propyl]-2-nitro-MP:nD: 1.5552 ##STR794## 775 phosphonic acid, [2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]amino]ethyl] -, diethyl esterMP: 54.0-58.0n D: ##STR795## p 776 1,2-ethanediamine,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-2-nitrophenyl]-N,n',n'-trimethyl-MP: 56.0-59.0nD: ##STR796## 777 benzenamine, 5-[[4-chloro-1-methyl-5-(trifluoromethyl-1H-pyrazol-3-y l]oxy]-2-nitro-N-[-(tetrahydro-2-furanyl)methyl]-MP:nD: 1.5513 ##STR797## 778 1-butanol,2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]amino]-,(R)-(-)-MP: 76.0-77.0nD: ##STR798## 779 1-butanol,2[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenyl]amino]-,(S)-(+)-MP: 72.0-74.0nD: ##STR799## 780 ethanaminium, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]methylamino]-N,N,N-(trimethyl)-io-dideMP: 171.0-174.0nD: ##STR800## 781 sulfonium, [2-[5-[[4-chloro-1-methyl-5-(trifluorormethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]ethyl]dimethyl-,iodideMP: 120.0nD: ##STR801## 782 propanoic acid, 2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2- nitrobenzoyl]oxy]imino]-,ethyl esterMP: 92.0nD: ##STR802## 783 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-,2-(methylsulfinyl)ethyl esterMP:nD:1.5400 ##STR803## 784 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-,2-(methylsulfonyl)ethyl esterMP: 104.0nD: ##STR804## 785 acetamide, 2-[5-[[4-chloro-1-methyl-5-(triflurormethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-N-(methylsulfonyl)-MP: 171.0-172.0nD: ##STR805## 786 acetamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-N-methyl-MP: 144.0nD: ##STR806## 787 glycine, N-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]acetyl]-,methyl esterMP: 115.0-115.0nD: ##STR807## 788 alanine,N-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenoxy]acetyl]-,ethyl esterMP: 93.0-94.0nD: ##STR808## 789 ethanethioic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenoxy]-,S-(1-methylethyl)esterMP: 94.0-95.0nD: ##STR809## 790 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl[oxy[-2-nitro-2-methyl-5-oxo-1-cyclopenten-1-yl esterMP: 114.0-115.0nD : ##STR810## 791 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 2-methyl-5-oxo-1-cyclopenten-1-yl esterMP: 104.0nD: ##STR811## 1 792 2-cyclopenten-1-one,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-H- pyrazol-3-yl]oxy]-2-nitrophenoxy]-3-methyl-MP: 115.0nD: ##STR812## 793 ethanimidic acid-N-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]-, ethylesterMP: 112.0-114.0nD : ##STR813## 794 benzamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-[2-(dimethylamino)ethyl]-2-nitro-MP: 101.5-102.0nD: ##STR814## 795 1H-pyrazole,4-chloro-1-methyl-3-[3-(1-methylpropoxy)-4-nitrophenoxy] -5-(trifluoromethyl)-MP:nD: 1.5240 ##STR815## 796 1H-pyrazole,4-chloro-1-methyl-3-[3-(2-methylbutoxy)-4-nitrophenoxy]- 5-(trifluoromethyl)-MP:nD: 1.5230 ##STR816## 797 ethanimidic acid,N-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP: 112.5-113.0nD: ##STR817## 798 propanoic acid,2-[[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenoxy]ethyl]thio]-, ethylesterMP:nD: 1.5360 ##STR818## 799 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 2-ethoxy-2-oxoethyl esterMP:nD: 1.5195 ##STR819## 800 propanoic acid, 2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py razol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]-, methyl esterMP:nD: 1.5169 ##STR820## 801 carbamic acid,[2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]ethyl]-, methylesterMP: 83.0-84.0nD: ##STR821## 802 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2-[(methoxycarbonyl)amino]ethyl ester MP: 74.0-75.0nD: ##STR822## 803 ethanaminium, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrobenzoyl]amino]-N,N,N-trimethyl-, iodideMP: 183.0nD: ##STR823## 804 acetamide, 2-[4-[[5-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-N-[2-(diethylamino)ethyl]-MP: 102.0nD: ##STR824## 805 acetic acid, [[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]acetyl]thio]-, methyl esterMP: 80.0nD: ##STR825## 806 acetic acid, [[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-, 2-(diethylamino)ethyl esterMP:nD: 1.5180 ##STR826## 807 ethanaminium, 2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]acetyl]amino]-N,N,N-trimethyl-, io-dideMP: 200.0-202.0nD: ##STR827## 808 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 2,2-dimethylhydrazideMP: 130.0-131.0nD: ##STR828## 809 hydrazinium, 2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]acetyl]-1,1,1-trimethyl-, iodideMP: 142.0nD: ##STR829## 810 1H-pyrazole, 4-chloro-3-[3-(ethenyloxy)-4-nitrophenoxy]-1-methyl-5-( trifluoromethyl)-MP: 54.0nD: ##STR830## 811 2-propanone,O-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]acetyl]oximeMP: 96.0nD: ##STR831## 812 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 2-methoxy-1-methylethyl esterMP:nD: 1.5190 ##STR832## 813 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 2-[(methoxycarbonyl)amino]ethylesterMP:nD: 1.5294 ##STR833## 814 ethanaminium, 2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]-N,N-diethyl-N-methyl-iodideMP: 137.0nD: ##STR834## 815 acetamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-N,N-dimethyl-MP: 94.0nD: ##STR835## 816 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 2-methoxyethylesterMP:nD: 1.5271 ##STR836## 817 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-,(diethoxyphosphinyl)methyl esterMP:nD: 1.5114 ##STR837## 818 phosphonic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]methyl]-, diethyl esterMP: 86.0nD: ##STR838## 819 1H-pyrazole, 4-chloro-3-[3-(dimethoxymethyl)-4-nitrophenoxy]-1-methy l-5-(trifluoromethyl)-, mixt. with 5-[[4-chloro-1-methyl-5-(trifluorometh yl)-1H-pyrazol-3-yl]oxy]-2-nitrobenzaldehydeMP:nD: 1.5252 ##STR839## ##STR840## p 820 benzenemethanaminium,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-yr azol-3-yl]oxy]-N,N,N-trimethyl-2-nitro-, iodideMP: 182.0-184.0nD: ##STR841## 821 methanediol,[5-[ [4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenyl]-, diacetate (ester)MP: 110.0-115.0nD: ##STR842## 822 1H-pyrazole,-4-chloro-1-methyl-3-[3-[(methylsulfinyl)methyl]-4-nitro phenoxy]-5-(trifluoromethyl)-MP:nD: ##STR843## 823 1H-pyrazole,-4-chloro-1-methyl-3-[3-[(methylsulfonyl)methyl]-4-nitro phenoxy]-5-(trifluoromethyl)-NP: 101.5-103.5nD: ##STR844## 824 acetic acid, [[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]methyl]sulfonyl]-, ethyl esterMP: 75.0-77.0nD: ##STR845## 825 phosphonic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]methyl]-, diethyl esterMP: 60.0-62.0nD: ##STR846## 826 phosphonic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]methyl]-MP: 163.0-164.0 nD: ##STR847## 827 phosphonic acid,[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenyl]methyl]-, dicalciumsaltMP: 300.0nD: ##STR848## 828 propanamide, 2-[5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N-methyl-MP: 127.0-128.0nD: ##STR849## 829 propanamide,2-[5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl] oxy]-2-nitrophenoxy]-N-methyl-MP: 121.0-122.0nD: ##STR850## 830 propanamide,2-[5-[[4-chloro-1-methyl-5-(methylthio)-1H-pyrazol-3-yl] oxy]-2-nitrophenoxy]-N,N-dimethyl-MP: 81.0-84.0nD: ##STR851## 831 propanamide, 2-[5-[[4-chloro-5-(difluoromethyl)-1-methyl-1H-pyrazol- 3-yl]oxy]-2-nitrophenoxy]-N,N-dimethyl-MP: 109.0-110.0nD: ##STR852## 832 benzoic acid, 5-[[5-(difluoromethyl)-1-methyl-4-nitro-1H-pyrazol-3-y l]oxy]-2-nitro-, ethyl esterMP: 72.0-73.0nD: ##STR853## 833 benzenamine,5-[[4-chloro-1-methyl-5-(difluoromethyl)-1H-pyrazol-3-yl ]oxy]-N-methyl-N-methyl-2-nitroMP: 59.0-60.0nD: ##STR854## 834 1H-pyrazole, 4-bromo-5-(difluoromethyl)-3-(3-ethoxy-4-nitrophenoxy)- 1-methyl-MP: 71.0- 72.0nD: ##STR855## 835 propanoic acid2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-, 5-methyl-2-(1-methylethyl)cyclohexyl esterMP:nD: 1.5142 ##STR856## 836 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N-(cyanomethyl)-N-methyl-MP:nD: 1.5415 ##STR857## 837 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]-oxy]-2-nitrophenoxy]-, 2-[2-[5-[[4-chloro-1-methyl-5-(trifluoro methyl)-1H-pyrazol-3-yl]oxy]-2-nitrophenoxy]-1-oxopropyl]hydrazideMP: 216.0-219.0nD: ##STR858## 838 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]ethylidene-amino]oxy]-, 2-methoxy-1-methylet hyl esterMP:nD: 1.5204 ##STR859## 839 acetic acid [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]ethylidene]amino]oxy]-, cyclopentylesterMP:nD : 1.5309 ##STR860## 840 acetic acid, [[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]ethylidene]-amino]oxy]-, 2-ethoxy-2-oxoethyl esterMP:nD: 1.5239 ##STR861## 841 acetic acid, [[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]thio]-, methyl esterMP: 107.5-109.0nD: ##STR862## 842 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 2-[(methoxycarbonyl)amino]ethylesterMP:nD : 1.5261 ##STR863## 843 propanamide, N-acetyl-2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitrophenoxy]-MP: 151.0-152.0nD: ##STR864## 844 propanamide, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenoxy]-N,N-di-2-propenyl-MP:nD: 1.5404 ##STR865## 845 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]-oxy]-2-nitrophenoxy]-, (diethoxyphosphinyl)methyl esterMP:nD: 1.5118 ##STR866## 846 benzeneacetic acid, alpha-[5-[[4-chloro-1-methyl-5-(trifluoromethyl) -1H-pyrazol-3-yl]oxy]-2-nitrophenoxy]-, methyl esterMP:nD: 1.5415 ##STR867## 847 hexanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-, ethyl esterMP:nD: 1.5111 ##STR868## 848 1,4,2-dioxazine, 3-[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitrophenoxy]ethyl]-5,6-dihydro-MP: 111.0-112.0nD: ##STR869## 849 hexanoic acid,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazo l-3-yl]oxy]-2-nitrophenoxy]-MP: 97.0nD: ##STR870## 850 propanoic acid, 2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-, 1-(5,6-dihydro-1,4,2-dioxazin-3-yl)-ethyl esterMP:nD: 1.5290 ##STR871## 851 acetic acid, [[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol- 3-yl]oxy]-2-nitrophenyl]thio]-, 2-(trimethylsilyl)ethyl esterMP: 75.0-75.5nD: ##STR872## 852 acetic acid, [[5-[[4-chloro-1-methyl-5- (trifluoromethyl)-1H-pyrazol -3-yl]oxy]-2-nitrophenyl]thio]-, (trimethylsilyl)methyl esterMP:nD: 1.5466 ##STR873## 853 benzenesulfonyl chloride, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)- 1H-pyrazol-3-yl]oxy]-2-nitro-MP: 65.5-67.0nD: ##STR874## 854 propanoic acid, 3-[[[1-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitrophenyl]ethylidene]amino]oxy]-, methyl esterMP:n D: 1.5330 ##STR875## 855 methanesulfonamide,N-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-p yrazol-3-yl]oxy]-2-nitrophenyl]thio]-MP: 197.0-199.0nD: ##STR876## 856 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(pentylthio)phenoxy]-5-( trifluoromethyl)-MP:nD:1.5614 ##STR877## 857 2-propeneitrile,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]-, (E)-MP:99.0-100.0nD: ##STR878## 858 pentanedinitrile,3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl]-MP: 106.0nD: ##STR879## 859 2-propenenitrile,3-[5-[[4-chloro-1-methyl-5-(triflouromethyl)-1H-pyr azol-3-yl]oxy]-2-nitrophenyl], (Z)-MP: 93.0-97.0nD: ##STR880## 860 2-propenoic acid3-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenyl]-,sodium saltMP:197.0-198.0nD: ##STR881## 861 1H-pyrazole, 4-chloro-1-methyl-3-(4-nitrophenoxy)-5-(trifluoromethyl )-, compd. withbeta-cyclodextrin (1:1)MP: 255.0nD: ##STR882## 862 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, (diethoxyphospinyl)methyl esterMP:nD: 1.5151 ##STR883## 863 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 2-(2-hydroxyethoxy)ethyl esterMP: 90.0nD: ##STR884## 864 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl-1H- pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 1-cyanoethyl esterMP: 80.0-82.0nD: ##STR885## 865 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 2-(2-butoxyethoxy)ethyl esterMP:nD: 1.5118 ##STR886## 866 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 2[-2-(acetyloxy)ethoxy]ethyl esterMP:nD: 1.5209 ##STR887## 867 acetic acid, chloro, 2-[2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethy l)-1H-pyrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]ethoxy]ethyl esterMP:nD : 1.5283 ##STR888## 868 1H-pyrazole, 4-chloro-3-[3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy] -4-nitrophenoxy]-1-methyl-5-(trifluoromethyl)-MP: 99.0nD: ##STR889## 869 acetic acid, [5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitrophenoxy]-, 2-butoxyethyl esterMP:nD: 1.5164 ##STR890## 870 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-,2-[2-[(methoxyacetyl)oxy]ethoxy]ethyl esterMP:nD : 1.5183 ##STR891## 871 butanedioic acid, 2-[2-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy ethoxy]ethyl ethyl n esterMP:D: 1.5110 ##STR892## 872 1H-pyrazole, -3-[3-[2-(2-butoxyethoxy)ethoxy]-4-nitrophenoxy]-4-chlo ro-1-methyl-5-(trifluoromethyl)-MP:nD: 1.5140 ##STR893## 873 1H-pyrazole,3-[3-(2-butoxyethoxy)-4-nitrophenoxy]-4-chloro-1-methy-5 -(trifluromethyl)-MP:nD: 1.5198 ##STR894## 874 1,2-propanediol,3-[5-[[4-chloro-1-methyl-5-(triflouromethyl)-1H-pyra zol-3-yl]oxy]-2-nitrophenoxy]-MP: 75.0nD: ##STR895## 875 ethanedioic acid, 2-[2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)- 1H-pyrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]ethoxy]ethyl ethyl esterMP:nD: 1.5164 ##STR896## 876 propanedioic acid, 2-[2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl) -1H-pyrazol-3-yl]oxy]-2-nitrophenoxy]acetyl]oxy]ethoxy]ethyl ethyl esterMP:nD: 1.5124 ##STR897## 877 ethanimidamide,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]n'-hydroxy-MP: 185.0nD: ##STR898## 878 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl esterMP: 105.0nD: ##STR899## 879 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, (2,-2-dimethyl-1,3-dioxolan-4-yl)methyl esterMP:nD: 1.5174 ##STR900## 880 1,3-cyclohexanedione,2-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H -pyrazol-3-yl]oxy]-2-nitrobenzoyl]-MP: 117.0-118.0nD: ##STR901## 881 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 3-oxo-1-cyclohexen-1-yl esterMP: 94.0nD: ##STR902## 882 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, propyl esterMP:nD: 1.5245 ##STR903## 883 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 4,5-dihydro-2,5-dimethyl-4-oxo-3-furanyl esterMP:nD: 1.5302 ##STR904## 884 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 4,5-dihydro-2,5-dimethyl-4-oxo-3-furanyl esterMP: 112.0nD: ##STR905## 885 3(2H)-furanone,4-[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyraz ol-3-yl]oxy]-2-nitrophenoxy]-2,5-dimethyl-MP: 130.0-131.0nD: ##STR906## 886 benzenopropanoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitro-beta-oxo-, 1,1-dimethylethyl esterMP: 108.0nD: ##STR907## 887 benzeneacetic acid,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitro-aplha-oxo-MP: 146.0nD: ##STR908## 888 benzenacarbothioamide, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H- pyrazol-3-yl]oxy]-2-nitro-MP: 128.0nD: ##STR909## 889 benzeneacetic acid,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyra zol-3-yl]oxy]-2-nitro-aplha-oxo-,ethyl esterMP: 72.0nD: ##STR910## 890 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 1-(5,6-dihydro-1,4,2-dioxazin-3-yl)ethyl esterMP:nD: 1.5264 ##STR911## 891 acetic acid,[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitrophenoxy]-, 1-(5,6-dihydro-1,4,2-dimoazin-3-yl)ethyl esterMP:nD: 1.5221 ##STR912## 892 1H-pyrazole, 4-chloro-3-[3-(ethoxymethoxy)-4-nitrophenoxy]-1-methyl- 5-(trifluoromethyl)-MP:nD: 1.5255 ##STR913## 893 acetamide,2-[5-[[4-chloro-1-methyl-5-(trifluromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenoxy]-MP: 138.0nD: ##STR914## 894 benzoic acid, 5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3 -yl]oxy]-2-nitro-, 2,3-dihydroxypropyl esterMP:nD: 1.5313 ##STR915## 895 benzoic acid,5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3- yl]oxy]-2-nitro-, cyanomethyl esterMP: 111.0nD: ##STR916## 896 carbonodithioic acid,S-[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1 H-pyrazol-3-yl]oxy]-2-nitrophenyl]methyl] O-ethyl esterMP: 66.0-67.5nD: ##STR917## 897 1H-pyrazole, 4-chloro-1-methyl-3-[4-nitro-3-(1H-imidazol-1-ylmethyl) phenoxy]-5-(trifluoromethyl)-MP: 85.0-87.0nD: ##STR918## 898 benzenepropanoic acid, alpha-chloro-5-[[4-chloro-1-methyl-5-(trifluo romethyl)-1H-pyrazol-3-yl]oxy]-2-nitro-, methyl esterMP:nD: 1.5365 ##STR919## 899 1H-pyrazole, 3,3'-[dithiobis[(methlene-4-nitro-3,1-phenylene)oxy]]bi s[4-chloro-1-methyl-5-(trifluroromethyl)-MP: 115.0-116.0nD: ##STR920## 900 benzenepropanoic acid, alpha-chloro-5-[[4-chloro-1-methy-5-(trifluor omethyl)-1H-pyrazol-3-yl]oxy]-2-nitro-MP: 104.0-106.0nD: ##STR921## 901 benzenepropanoic acid, alpha-chloro-5-[[4-chloro-1-methyl-5-(trifluo romethyl)-1H-pyrazol-3-yl]oxy]-2-nitro-, 3-methoxy-3-oxopropyl esterMP:nD : 1.5267 ##STR922## 902 acetamide,N-[5-[[4-chloro-1-methyl-5-(trifluromethyl)-1H-pyrazol-3-y l]oxy]-2-nitrophenyl]-N-methyl-MP: 124.0-125.0 nD: ##STR923## 903 propanoic acid, 2-[[[5-[[4-chloro-1-methyl-5-(trifluoromethyl)-1H-py rasol-3-yl]oxy]-2-nitrobenzoyl]amino]oxy]-, methyl esterMP:nD: 1.5141 ##STR924## 904 1H-pyrazole, 3-[3-(1-butenyl)-4-nitrophenoxy]-4-chloro-1-methyl-5-(t rifluoromethyl)-MP:nD: 1.5440 ##STR925## 905 propanoic acid, 2-[[[[5-[[4-chloro-1-methyl-5-(triflurormethyl)-1H-p yrasol-3-yl]oxy]-2-nitrophenyl]methylene]amino]oxy]-MP: 121.0-122.0nD: ##STR926## ELEMENTAL ANALYSIS OF CERTAIN EXAMPLES Example Calculated (found) 46 C, 42.88(42.71); H, 2.81(2.83); N, 10.64(10.67) 71 C, 42.06(42.82); H, 2.98(3.08); N, 13.85(14.27) 91 C, 47.19(47.14); H, 3.54(3.65); N, 12.82(12.69) 167 C, 45.72(45.78); H, 3.86(3.84); N, 9.97(10.01) 196 C, 44.33(44.29); H, 3.52(3.47); N, 13.73(13.77) 197 C, 48.94(48.99); H, 3.87(3.87); N, 13.40(13.44) 234 C, 43.66(43.64); H, 3.40(3.38); N, 11.75(11.75) 244 C, 45.50(45.42); H, 4.10(4.10); N, 12.19(12.22) 267 C, 43.89(43.93); H, 3.53(3.47); N, 12.02(12.05) 271 C, 42.75(42.71); H, 2.84(2.82); N, 10.64(10.67) 272 C, 44.33(44.50); H, 4.18(4.20); N, 9.70(9.73) 294 C, 47.36(47.48); H, 4.00(3.98); N, 13.79(13.84) 323 C, 35.69(35.63); H, 1.55(1.74); N, 10.41(10.39) 327 C, 45.09(45.15); H, 3.81(3.79); N, 11.67(11.70) 522 C, 39.26(39.36); H, 3.54(3.52); N, 9.13(9.18) 554 C, 40.73(40.81); H, 2.31(2.28); N, 11.87(11.90) 568 C, 41.28(41.25); H, 2.82(2.77); N, 12.83(12.83) 595 C, 46.73(46.71); H, 4.09(3.92); N, 11.84(12.10) 596 C, 46.29(46.51); H, 4.31(4.33); N, 11.95(12.05) 637 C, 45.16(45.23); H, 2.94(2.92); N, 12.14(12.17) 641 C, 44.33(44.40); H, 3.77(3.90); N, 15.89(15.93) 644 C, 38.44(38.35); H, 3.22(3.22); N, 13.77(13.76) 694 C, 44.11(44.18); H, 4.33(4.20); N, 16.52(17.17) 700 C, 42.54(42.60); H, 4.30(4.29); N, 13.23(13.25) 722 C, 44.59(44.52); H, 2.92(2.94); N, 11.09(11.13) 822 C, 39.24(39.25); H, 2.83(2.79); N, 10.54(10.56)

PRE-EMERGENT ACTIVITY ON WEEDS

One set of pre-emergent tests was conducted as follows:

Topsoil was placed in a pan and compacted to a depth of 0.95 to 1.27 cm. from the top of the pan. A predetermined number of seeds of each of several monocotyledonous and dicotyledonous annual plant species and/or vegetative propagules of various perennial plant species were placed on top of the soil. The soil required to level fill a pan after seeding or adding vegetative propagules was weighed into another pan. A known amount of the test compound dissolved or suspended in an organic solvent or water and applied in acetone or water as a carrier was thoroughly mixed with this cover soil, and the herbicide/soil mixture was used as a cover layer for the previously prepared pan. In Table A below the amount of active ingredient was equivalent to an application rate of 11.2 kg/ha. After treatment, the pans were moved to a greenhouse bench where they were watered as needed to give adequate moisture for germination and growth.

Approximately 10-14 days (usually 14 days) after planting and treating, the pans were observed and the results recorded. In some instances, a second observation was made approximately 24-28 days after seeding and treating, and these observations are indicated in the following tables by a "pound" sign (#) immediately following the Example number.

The plant species usually regarded as weeds which were utilized in one set of pre-emergent activity tests, the data for which are shown in Table A, are identified by letter headings printed diagonally above the columns according to the following legend:

CATH--Canada thistle* RHQG--Quackgrass* COBU--Cocklebur RHJG--Rhizome Johnsongrass* VELE--Velvetleaf DOBR--Downy Brome MOGL--Morningglory BYGR--Barnyardgrass COLQ--Common Lambsquarters ANBG--Annual Bluegrass PESW--Pennsylvania Smartweed SEJG--Seedling Johnsongrass YENS--Yellow Nutsedge* INMU--Indian Mustard WIBW--Wild Buckwheat *Grown from vegetative propagules

In Table A, the first column is the application rate of the compound being tested in kg/ha.

PRE-EMERGENT HERBICIDE EXAMPLES

As noted above, compounds of this invention have been found to be effective as herbicides, particularly pre-emergent herbicides. Table A summarize results of tests conducted to determine the pre-emergent herbicidal activity of the compounds of this invention. The herbicidal ratings used in Table A was assigned according to a scale based on the percent inhibition of each plant species. The herbicide rating symbols in Table A is defined as follows:

______________________________________% Inhibition Rating______________________________________ 0-24 025-49 150-74 2 75-100 3Not planted -- or a blankSpecies planted, N(no data)______________________________________ Footnotes are shown at the end of the table.

For some compounds of this invention data were originally recorded as percent inhibition (or control) in ten percent increments. In most cases, where this system was used, the percentages have been mathematically converted to the above equivalent system using the correlation table above.

TABLE A__________________________________________________________________________Herbicide Primary Pre, spectrums 25 and 90 Y A S D B M C V I W C C P R R e n e o y o o e n i a o e h hEx. Rate n b j b g g b l m b t l s q jNo. kg/ha s g g r r l u e u w h q w g g__________________________________________________________________________1 11.2100 2 -- 3 3 3 3 2 3 3 3 02 11.2100 0 3 3 3 2 3 2 3 3 3 03 11.2100 3 3 3 3 3 3 3 3 3 1 04 11.2100 3 0 3 1 2 3 0 3 3 3 25 11.2100 3 3 3 3 3 3 0 3 3 3 36 11.2100 3 0 3 3 3 3 2 3 3 1 07 11.2100 3 3 3 3 3 3 3 3 3 3 38 11.2100 3 2 3 3 3 3 3 3 3 0 29 11.2100 0 3 3 3 0 3 0 3 3 1 010 11.2100 2 3 3 3 3 3 3 3 3 3 011 11.2100 3 3 3 3 3 3 3 3 3 3 212 11.2100 3 3 3 3 3 3 1 3 3 3 113 11.2100 3 3 3 3 3 3 2 3 3 315 11.2100 2 3 3 3 3 3 0 3 3 3 116 11.2100 2 3 3 3 3 3 3 3 3 3 260 11.2100 2 0 3 3 3 3 0 3 3 2 061 11.2100 0 0 3 0 0 0 0 3 3 0 063 11.2100 1 0 2 2 2 3 3 3 N 0 064 11.2100 3 -- 3 3 3 3 0 3 3 2 065 11.2100 0 1 3 3 3 2 2 3 3 0 066 11.2100 2 1 3 3 1 3 2 3 3 0 067 11.2100 3 -- 3 3 3 3 1 3 3 2 068 11.2100 0 0 0 0 0 2 1 3 3 0 069 11.2100 3 0 3 3 3 3 1 3 N 2 070 11.2100 1 0 3 0 0 3 0 3 3 0 0 11.2100 2 0 3 0 0 3 2 3 3 0 071 11.2100 3 3 3 1 3 3 3 3 3 2 --72 11.2100 2 1 3 1 2 3 1 3 3 3 173 11.2100 1 0 1 0 0 3 0 3 3 1 074 11.2100 0 1 3 0 0 3 1 3 3 0 075 11.2100 2 0 3 1 2 3 1 3 N 3 076 11.2100 2 0 3 1 3 3 1 3 N 1 077 11.2100 2 3 3 2 1 3 3 3 3 2 078 11.2100 1 0 3 3 3 3 1 3 N 1 179 11.2100 2 3 3 3 3 3 1 3 3 1 --80 11.2100 0 3 3 3 3 3 2 3 N 0 081 11.2100 1 0 3 3 3 3 2 3 N 1 082 11.2100 1 -- 3 3 3 2 2 3 1 0 083 11.2100 2 2 3 2 3 3 1 3 N 1 084 11.2100 0 0 3 0 1 0 0 3 0 0 385 11.2100 1 1 3 2 3 2 0 3 3 1 086 11.2100 3 0 3 3 3 3 3 3 3 0 087 11.2100 2 3 3 3 0 3 0 3 3 2 288 11.2100 3 3 3 3 3 3 3 3 3 3 --89 11.2100 0 3 3 1 0 3 1 3 3 2 --90 11.2100 1 3 3 3 3 3 2 3 3 3 091 11.2100 2 3 3 3 2 3 0 3 3 3 0 11.2100 0 3 3 3 2 3 2 3 3 3 092 11.2100 3 -- 3 3 3 3 3 3 3 3 393 11.2100 2 3 3 3 1 3 0 3 3 3 094 11.2100 2 3 3 3 3 3 0 3 3 3 11.2100 1 3 3 3 3 2 0 2 3 3 11.2100 0 3 3 2 1 2 0 3 3 3 0 11.2100 1 3 3 3 3 1 0 3 3 3 > 11.2100 0 3 3 3 3 3 0 3 2 3 11.2100 1 3 3 3 3 3 0 3 3 3 : 11.2100 0 3 3 3 3 3 1 3 3 3 11.2100 2 3 3 3 3 2 1 3 3 3 > 11.2100 1 3 3 3 3 1 0 3 3 3 11.2100 1 3 3 3 3 3 0 3 3 3 > 11.2100 2 3 3 3 3 2 2 3 3 3 , 11.2100 1 3 3 3 3 2 2 3 3 3 > 11.2100 1 3 3 3 3 2 0 3 2 3 11.2100 0 3 3 3 3 2 0 3 3 3 11.2100 2 3 3 3 3 3 3 3 3 3 11.2100 1 3 3 3 3 1 0 3 2 395 11.2100 1 3 3 3 3 3 0 3 3 3 196 11.2100 1 3 3 3 3 3 1 3 3 3 097 11.2100 0 3 3 2 1 2 0 3 3 2 098 11.2100 0 0 0 0 0 0 0 3 3 0 N99 11.2100 2 3 3 3 1 3 0 3 3 3 0100 11.2100 2 3 3 3 0 3 0 3 3 3 1101 11.2100 2 3 3 3 3 3 0 3 3 2 0102 11.2100 2 0 3 3 1 3 0 3 3 3 0103 11.2100 1 3 3 1 0 3 0 3 3 2 0104 11.2100 1 3 3 3 3 3 3 3 3 3 1105 11.2100 1 3 3 3 3 3 2 3 3 3 0106 11.2100 2 3 3 3 3 3 3 3 3 3 --107 11.2100 0 3 3 1 0 3 0 3 3 0 --108 11.2100 3 3 3 3 2 3 0 3 3 3 0109 11.2100 1 3 3 3 3 3 3 3 3 3 --110 11.2100 0 3 3 3 1 3 0 3 3 3 0111 11.2100 1 3 3 3 3 3 0 3 3 2 N112 11.2100 3 3 3 3 3 3 0 3 3 3 0113 11.2100 0 2 3 2 3 3 0 3 3 2 3114 11.2100 3 3 3 3 3 3 3 3 3 0 0115 11.2100 0 0 3 3 3 3 0 3 3 0 0116 11.2100 0 0 3 3 3 3 0 3 3 0 0117 11.2100 1 0 3 3 3 3 2 3 3 0 0118 11.2100 1 0 3 3 3 3 0 3 3 0 0119 11.2100 1 0 3 3 3 3 3 3 3 0 0120 11.2100 0 0 3 3 3 3 0 3 3 0 0121 11.2100 0 2 2 3 3 3 3 3 N 0 0122 11.2100 2 0 3 3 3 3 0 3 3 0 0123 11.2100 3 1 3 3 3 3 3 3 3 0 0124 11.2100 1 2 3 3 3 3 3 3 3 0 0125 11.2100 3 0 3 3 3 1 0 3 2 0 0126 11.2100 0 0 0 3 2 3 0 3 0 0 --127 11.2100 3 0 3 3 3 3 2 3 2 0 0128 11.2100 3 1 3 3 3 3 3 3 N 0 0129 11.2100 2 0 3 3 3 3 2 3 N 0 0130 11.2100 2 3 3 3 3 3 3 3 3 0 0131 11.2100 2 1 3 3 3 3 3 3 3 0 3132 11.2100 3 1 3 3 1 3 0 3 3 0 0133 11.2100 3 0 3 3 3 3 1 3 3 1 0134 11.2100 3 0 3 3 3 3 3 3 3 0 0135 11.2100 3 0 3 3 3 3 2 3 N 0 0136 11.2100 2 0 2 3 3 3 3 3 N 0 0137 11.2100 3 1 3 3 3 3 1 3 N 0 1138 11.2100 3 2 3 3 3 3 3 3 3 1 0139 11.2100 0 0 2 1 1 0 1 3 N 0 0140 11.2100 3 0 3 3 3 3 3 3 N 2 2141 11.2100 2 0 3 3 3 3 2 3 3 0 0142 11.2100 2 0 1 3 3 3 2 3 2 0 0143 11.2100 1 0 3 3 3 3 2 3 3 0 0144 11.2100 2 2 3 3 3 3 3 3 3 0 0145 11.2100 3 1 3 3 3 3 3 3 3 1 1146 11.2100 2 3 3 3 3 3 0 3 3 3 1147 11.2100 0 0 3 0 0 1 0 3 3 0 0148 11.2100 3 1 3 3 3 3 0 3 3 3 0149 11.2100 3 3 3 3 2 3 0 3 3 2 0150 11.2100 3 0 3 3 3 3 3 3 3 1 3151 11.2100 3 2 3 3 3 3 3 3 3 3 0152 11.2100 2 3 3 3 3 3 3 3 3 3 0153 11.2100 0 1 3 2 2 3 0 3 3 1 0154 11.2100 0 3 3 3 2 3 0 3 3 3 1155 11.2100 3 3 3 3 3 3 3 3 3 3 2156 11.2100 0 1 3 3 2 3 1 3 N 3 0157 11.2100 1 3 3 3 0 3 0 3 3 3 0158 11.2100 3 0 3 3 3 3 2 3 3 0 0159 11.2100 1 1 3 3 0 3 0 3 3 0 0160 11.2100 3 3 3 3 3 3 0 3 3 3 0161 11.2100 3 3 3 3 3 3 3 3 3 3 2162 11.2100 2 3 3 3 3 3 0 3 3 2 --163 11.2100 0 3 3 3 2 3 1 3 3 2 0164 11.2100 3 3 3 3 3 3 2 3 3 1 0165 11.2100 0 0 3 2 2 2 2 3 3 0 0166 11.2100 1 1 3 3 3 3 3 3 3 1 1167 11.2100 3 1 3 3 3 3 3 3 3 1 1168 11.2100 0 0 1 3 2 3 1 3 2 0 0169 11.2100 3 2 3 3 2 3 -- 3 3 1 N170 11.2100 0 0 3 3 3 3 -- 3 0 0 N171 11.2100 1 3 3 3 1 3 -- 3 3 2 N172 11.2100 0 0 3 0 0 1 0 3 3 0 1173 11.2100 0 0 3 0 0 0 0 3 3 0 0174 11.2100 0 0 3 1 0 1 0 3 3 0 N175 11.2100 0 0 0 0 0 N 1 N 0 0 0176 11.2100 1 0 3 3 2 3 2 3 3 0 0177 11.2100 0 0 3 0 0 3 0 3 3 0 N178 11.2100 0 2 3 3 1 3 0 3 3 2 0179 11.2100 0 3 3 3 3 3 2 3 3 1 N180 11.2100 0 3 3 3 3 3 0 3 3 3 N181 11.2100 1 3 3 3 3 3 3 3 3 3 0182 11.2100 0 1 3 2 2 3 1 3 3 1 0183 11.2100 2 3 3 3 3 3 3 3 3 1 1184 11.2100 0 2 3 2 1 2 0 3 3 1 0185 11.2100 2 3 3 3 3 3 2 3 3 2 3186 11.2100 1 3 3 3 3 3 0 3 3 1 --187 11.2100 0 3 3 3 2 3 2 3 N 2 1188 11.2100 0 3 3 3 0 3 0 3 N 3 0189 11.2100 0 3 3 3 1 3 0 3 N 1 0190 11.2100 1 3 3 3 3 3 1 3 3 3 3191 11.2100 0 3 3 3 2 3 0 3 N 3 1192 11.2100 0 3 3 3 3 3 3 3 3 2 0193 11.2100 3 3 3 3 1 2 0 3 3 1 --194 11.2100 3 3 3 3 3 3 0 3 3 2 0195 11.2100 0 3 3 3 2 3 0 3 3 1 3196 11.2100 0 3 3 3 2 3 0 3 N 3 0197 11.2100 1 3 3 3 3 3 0 3 3 0 0198 11.2100 0 3 3 3 1 3 3 3 N 2 0199 11.2100 0 3 3 3 3 3 0 3 N 2 0200 11.2100 0 1 3 0 0 1 1 3 N 0 0201 11.2100 0 2 3 3 2 2 0 3 3 0 0202 11.2100 0 2 3 1 0 3 0 3 3 1 0203 11.2100 0 3 3 1 0 1 0 3 N 3 0204 11.2100 0 0 3 3 0 1 0 3 3 0 0205 11.2100 1 1 3 3 2 3 1 3 3 1 --206 11.2100 2 3 1 3 3 3 2 3 3 3207 11.2100 0 0 0 0 0 0 1 0 0 0 0 11.2100 1 0 0 0 0 0 0 3 0 0 3208 11.2100 2 0 0 0 0 0 1 3 2 0 0209 11.2100 2 0 3 0 0 0 1 3 0 0 0210 11.2100 1 0 0 0 0 0 0 1 0 0 0211 11.2100 1 2 3 3 2 3 1 3 3 0 0212 11.2100 0 0 0 0 0 0 0 3 1 0 0213 11.2100 0 0 1 0 1 0 1 2 0 0214 11.2100 2 0 0 0 0 1 0 1 0 0 0215 11.2100 3 -- 1 0 0 1 0 3 0 0 0216 11.2100 0 -- 0 0 0 3 0 3 2 0 0217 11.2100 0 0 3 0 1 1 0 3 3 0 0218 11.2100 1 1 3 1 1 3 0 3 3 1 0219 11.2100 2 3 3 3 0 3 3 3 3 2 0220 11.2100 3 3 3 3 3 1 3 3 3 3221 11.2100 0 0 0 0 0 0 1 3 1 0 0222 11.2100 0 0 0 0 0 0 0 3 3 1 0223 11.2100 1 2 3 3 3 3 0 3 3 2 0224 11.2100 3 0 2 0 0 0 0 3 3 0 0225 11.2100 0 0 3 2 0 3 0 3 3 3 3226 11.2100 0 0 3 3 0 3 0 3 3 0 0227 11.2100 0 1 3 2 3 1 0 3 3 3 0228 11.2100 0 2 3 2 0 2 0 3 3 1 0229 11.2100 1 2 3 2 1 2 0 3 3 3 0230 11.2100 0 1 3 3 1 3 0 3 3 0 0231 11.2100 2 2 3 3 0 3 0 3 3 1 0232 11.2100 3 3 3 3 1 3 0 3 3 3 0233 11.2100 1 3 3 1 0 3 0 3 3 2 0234 11.2100 1 1 3 3 2 3 0 3 3 1 0235 11.2100 2 3 3 3 2 3 1 3 3 3 1236 11.2100 3 2 3 3 3 3 2 3 3 3 2237 11.2100 0 3 3 2 0 2 0 3 3 2 0238 11.2100 1 0 3 3 0 1 1 3 3 2 0239 11.2100 3 3 3 3 3 3 0 3 3 3 2240 11.2100 3 0 3 2 3 3 0 3 3 1 0241 11.2100 0 0 3 0 0 1 0 3 3 0 0242 11.2100 0 1 3 3 0 3 0 3 3 0 0243 11.2100 1 0 3 3 3 3 1 3 3 2 1244 11.2100 1 0 3 1 1 2 0 3 3 0 0245 11.2100 1 0 2 2 3 1 1 3 3 0 0246 11.2100 1 3 3 3 1 3 0 3 3 2 0247 11.2100 0 1 3 3 0 3 0 3 3 0 0248 11.2100 0 0 3 3 2 3 0 3 3 1 0249 11.2100 0 0 1 0 0 0 0 3 2 0 0250 C 11.2100 1 3 3 1 3 3 0 3 3 3 3251 11.2100 3 3 3 3 3 3 0 3 3 3 0252 11.2100 0 0 2 0 0 0 0 3 3 0 3253 11.2100 0 0 1 0 0 0 0 3 3 0 0254 11.2100 0 1 1 1 1 0 0 3 3 3 0255 11.2100 0 0 2 0 0 2 0 3 3 0 3256 11.2100 1 0 3 0 0 2 0 3 3 0 0257 11.2100 0 0 3 0 0 2 0 3 3 0 3258 11.2100 0 0 3 2 0 3 0 3 3 0 0259 11.2100 0 0 3 0 0 3 0 3 3 0 0260 11.2100 1 3 3 3 0 3 2 3 3 3 0261 11.2100 0 0 3 3 0 3 1 3 3 0 0262 11.2100 0 3 3 3 2 3 0 3 3 2 0263 11.2100 0 2 3 3 1 3 0 3 3 0 N264 11.2100 0 1 3 3 2 3 0 3 3 0 0265 11.2100 1 3 3 3 1 3 0 3 3 1 0266 11.2100 0 0 0 1 0 1 3 N 3 0 0267 11.2100 0 3 3 3 3 3 3 3 3 2 0268 11.2100 0 3 3 3 1 3 0 3 3 2 0269 11.2100 1 0 3 3 2 3 0 3 3 0 0270 11.2100 3 2 3 3 3 3 2 3 3 0 1271 11.2100 0 0 3 2 0 3 0 3 3 0 --272 11.2100 0 2 3 3 3 2 3 3 3 1 0273 11.2100 0 1 3 1 0 2 0 N 3 0 0274 11.2100 3 3 3 3 1 3 1 3 3 1 3275 11.2100 0 3 3 3 3 3 2 3 3 1 N276 11.2100 3 0 3 0 2 3 1 3 3 2 --277 11.2100 0 0 2 0 0 1 0 N 2 0 0278 11.2100 0 3 3 0 0 2 1 N 3 0 N279 11.2100 1 2 3 2 1 3 1 3 3 0 N280 11.2100 3 0 3 0 3 3 3 3 3 1 0281 11.2100 0 0 0 0 0 0 0 0 0 0 0282 11.2100 1 0 3 3 1 2 0 3 3 0 0283 11.2100 0 1 3 3 1 3 0 3 3 1 0284 11.2100 1 3 3 3 3 3 2 3 3 3285 11.2100 0 0 2 1 1 2 0 3 2 1 1286 11.2100 0 0 0 0 0 0 0 N 0 0 --287 11.2100 1 3 3 3 1 3 0 3 3 0 0288 11.2100 1 3 3 3 1 3 0 3 3 3 0289 = 11.2100 3 3 3 3 2 3 0 3 N 2 1290 11.2100 1 2 3 2 1 2 1 3 N 3 1291 11.2100 2 0 2 3 2 3 2 3 N 0 0292 11.2100 0 0 0 0 0 0 0 3 N 0 0293 11.2100 3 0 3 3 3 3 3 3 N 0 0294 11.2100 1 0 3 3 1 3 0 3 N 2 0295 = 11.2100 3 0 3 3 3 3 3 3 N 0 0296 = 11.2100 1 0 3 3 3 3 0 3 N 0 0297 = 11.2100 1 0 3 3 3 3 0 3 N 0 0298 ( 11.2100 2 3 3 3 3 3 2 3 N 3 0299 11.2100 0 1 3 3 3 3 3 3 N 0 0300 ( 11.2100 0 0 3 2 0 1 0 3 N 1 0301 ( 11.2100 2 0 3 3 3 3 3 3 N 2 0302 ( 11.2100 3 0 3 3 3 3 1 3 N 1 0303 ( 11.2100 3 0 3 3 3 3 3 3 N 1 0304 ( 11.2100 3 0 3 3 3 3 3 3 N 1 0305 ( 11.2100 1 0 1 3 3 3 3 3 N 0 0306 ) 11.2100 0 0 0 1 3 3 3 3 N 0 0307 11.2100 1 0 2 3 3 3 2 3 N 1 0308 11.2100 3 2 3 3 3 3 3 3 N 2 0309 11.2100 3 3 3 3 3 3 3 3 N 0 0310 11.2100 3 1 3 3 3 3 3 3 N 1 1311 11.2100 3 1 3 3 3 3 3 3 N 1 0312 11.2100 3 1 3 3 3 3 3 3 N 1 0313 11.2100 3 2 1 3 2 3 3 3 3 3314 11.2100 3 1 1 3 3 3 3 3 3 3315 11.2100 1 2 3 3 3 3 3 3 3 3316 11.2100 1 1 2 1 3 3 3 3 3 3317 11.2100 0 0 2 3 2 2 1 1 3 3318 11.2100 0 0 2 0 2 0 0 0 1 0319 11.2100 0 0 1 0 0 3 2 3 3 3320 11.2100 1 0 0 0 0 1 3 1 0 3321 11.2100 0 3 3 3 3 3 1 3 3 3322 11.2100 0 3 3 3 3 1 0 3 1 3323 11.2100 0 3 3 3 3 3 2 3 3 3324 11.2100 0 3 3 3 3 3 2 3 3 3325 11.2100 2 1 3 0 3 3 2 3 3 3326 11.2100 3 1 3 0 3 3 3 3 3 3327 11.2100 1 3 3 3 3 3 3 3 3 3328 11.2100 0 3 2 3 3 3 2 3 3 3329 11.2100 1 3 3 3 3 2 3 3 3 3330 11.2100 2 3 3 3 3 3 2 3 3 3331 11.2100 2 3 3 3 3 3 1 3 3 3332 11.2100 0 0 1 0 1 3 1 3 3 3333 11.2100 0 1 0 0 0 3 3 3 3 3334 11.2100 0 0 0 0 1 3 0 3 3 1335 11.2100 3 3 3 3 3 3 3 3 3 3336 11.2100 1 3 3 3 3 3 1 3 3 3337 11.2100 3 1 3 3 3 3 3 3 N 1 0338 11.2100 0 3 3 3 0 1 0 3 N 1 0339 11.2100 0 0 3 0 0 1 0 3 N 0 0340 11.2100 3 3 3 3 3 3 2 3 3 3 --341 11.2100 0 0 0 0 0 0 0 0 N 0 0342 11.2100 0 0 0 0 0 0 0 2 N 0 0343 11.2100 0 3 3 3 3 2 2 3 3 3344 ( 11.2100 0 3 3 1 1 1 0 3 N 2 0345 11.2100 0 0 0 0 0 0 N 0 N 0 0346 11.2100 0 0 1 2 3 1 0 3 N 0 0347 11.2100 0 0 0 0 0 0 0 0 N 0 0348 11.2100 2 0 0 0 3 1 3 3 N 0 0349 11.2100 1 0 0 0 1 1 0 3 N 0 0350 11.2100 0 0 0 0 0 2 0 3 N 0 0351 11.2100 0 0 0 0 0 0 0 1 N 0 0352 11.2100 3 0 1 3 3 3 3 3 N 0 0353 11.2100 0 0 0 1 0 1 0 3 N 0 0354 11.2100 0 0 0 0 0 0 0 0 N 0 0355 11.2100 1 0 2 0 1 3 3 3 N 0 0356 11.2100 2 0 3 1 3 2 3 3 N 1 0357 11.2100 1 0 0 1 0 3 0 3 N 2 0358 11.2100 3 0 0 2 3 1 3 3 N 0 0359 11.2100 2 0 2 1 2 1 1 3 N 1 0360 11.2100 0 0 0 0 0 0 0 2 N 0 0361 11.2100 0 0 0 0 0 1 0 3 N 0 0362 11.2100 0 1 2 1 2 1 0 3 N 2 0363 11.2100 2 0 1 0 0 1 1 3 N 1 0364 = 11.2100 0 0 0 0 0 0 0 3 N 0 0365 = 11.2100 1 0 3 2 2 3 1 3 N 0 0366 = 11.2100 3 0 3 1 3 3 3 3 N 1 0367 = 11.2100 0 0 3 0 0 0 0 0 N 1 0368 = 11.2100 0 0 2 0 0 1 0 3 N 0 0369 ( 11.2100 0 0 1 1 2 2 0 1 N 0 0370 ( 11.2100 1 0 3 1 2 3 3 3 N 2 1371 ( 11.2100 0 0 0 0 0 1 0 3 N 0 0372 ( 11.2100 1 0 3 1 2 2 3 3 N 0 0373 ( 11.2100 0 0 0 0 0 0 0 3 N 0 0374 ( 11.2100 0 0 3 1 0 3 0 3 N 1 0375 ( 11.2100 0 0 0 0 0 1 0 3 N 0 0376 ( 11.2100 0 0 0 0 0 0 0 3 N 0 0377 ) 11.2100 0 0 0 0 0 0 N 2 N 0 0378 ) 11.2100 0 0 1 0 0 2 0 3 N 0 0379 ) 11.2100 1 0 2 0 0 1 0 3 N 0 0380 ) 11.2100 0 0 0 0 0 0 N 2 N 0 0381 ) 11.2100 1 3 3 3 2 3 3 3 N 1 0382 ) 11.2100 0 0 1 2 3 1 0 3 N 0 0383 ) 11.2100 2 2 2 2 0 0 3 3 N 0 0384 ) 11.2100 1 0 3 3 2 3 3 3 N 1 0385 ) 11.2100 2 0 2 1 1 1 3 3 N 0 0386 11.2100 1 0 0 2 1 1 1 3 N 0 0387 11.2100 0 0 0 1 1 1 3 3 N 0 0388 11.2100 1 0 0 1 1 2 0 3 N 0 0389 11.2100 0 1 0 1 0 0 0 3 N 0 0390 11.2100 1 0 0 2 2 3 3 3 N 0 0391 11.2100 1 3 3 3 2 3 1 3 N 3 2392 11.2100 2 3 3 3 3 2 0 2 3 3393 11.2100 2 3 2 3 3 2 3 3 3 3394 11.2100 2 2 2 3 3 2 3 3 3 3395 11.2100 1 0 0 0 0 0 3 1 1 2396 11.2100 0 0 3 3 3 1 1 3 3 1397 11.2100 0 1 3 3 3 1 0 3 3 3398 11.2100 1 3 3 3 3 3 3 3 3 3399 ( 11.2100 0 3 3 3 2 3 0 3 N 2 0400 ( 11.2100 0 3 3 3 1 3 0 3 N 1 0401 ( 11.2100 0 1 0 0 0 0 0 3 N 0 0402 11.2100 0 3 3 3 1 3 3 3 N 2 2403 11.2100 1 3 3 3 3 3 2 3 3 3404 11.2100 0 3 3 3 3 3 0 3 3 3405 11.2100 0 3 3 3 3 3 2 3 3 3406 11.2100 0 3 3 3 3 3 1 2 3 3407 11.2100 0 3 3 3 2 3 2 3 N 3 0408 11.2100 1 3 3 3 3 3 3 3 N 3 3409 11.2100 1 3 3 3 3 3 2 3 3 3410 11.2100 1 3 3 3 0 3 1 3 3 3411 11.2100 1 3 3 3 3 3 2 3 3 3412 11.2100 1 3 3 3 3 3 2 3 3 3413 11.2100 0 0 0 0 2 0 0 1 1 1414 11.2100 0 3 2 1 2 2 0 2 1 3415 11.2100 0 3 3 3 3 3 0 3 3 3417 11.2100 0 3 2 3 2 0 1 1 3 3418 11.2100 0 3 3 3 3 2 2 3 3 3419 11.2100 0 1 1 2 1 1 1 3 3 3420 11.2100 3 0 3 3 0 3 1 3 N 1 3421 11.2100 1 0 3 1 1 3 0 3 N 1 0422 11.2100 0 0 2 0 2 2 0 1 3 3423 11.2100 0 2 0 2 0 2 3 2 3 2424 11.2100 1 2 0 0 0 1 3 1 3 3425 11.2100 0 0 0 0 0 1 0 0 1 1426 11.2100 2 3 0 3 3 1 1 3 3 3427 11.2100 0 3 1 2 2 1 2 1 3 3428 11.2100 0 3 3 3 3 3 3 3 3 3429 11.2100 1 2 2 1 3 3 2 3 3 3430 11.2100 1 0 1 0 0 0 0 1 3 2431 11.2100 1 3 3 2 3 1 3 1 3 3432 11.2100 1 1 2 0 3 1 2 3 3 3433 11.2100 1 0 2 0 2 1 1 1 3 3434 11.2100 0 0 2 0 1 0 0 2 2 1435 11.2100 1 3 3 0 3 3 1 1 3 3436 11.2100 1 3 3 3 3 1 1 1 1 3437 11.2100 0 1 2 0 0 2 0 1 3 3438 11.2100 1 2 2 0 3 0 1 1 3 3439 11.2100 0 0 1 0 2 0 0 0 3 3440 11.2100 1 2 2 0 3 1 2 2 3 3441 11.2100 1 2 1 0 2 1 2 3 3 3442 11.2100 0 3 2 0 2 1 0 3 3 3443 11.2100 1 1 3 0 3 1 3 2 3 3444 11.2100 1 2 2 0 3 2 2 3 3 3445 11.2100 1 2 0 0 2 2 3 3 3 3446 11.2100 2 3 3 3 3 3 3 3 3 3447 11.2100 1 2 2 1 3 3 3 3 3 3448 11.2100 1 3 3 1 3 3 3 3 3 3449 11.2100 1 0 1 0 0 3 3 3 0 1450 11.2100 1 3 2 2 3 3 3 3 3 3451 11.2100 0 3 3 0 2 1 1 3 3 3452 11.2100 0 0 0 0 0 0 0 0 1 1453 11.2100 0 3 0 2 2 3 2 3 3 3454 11.2100 0 0 0 0 0 0 0 0 0 0455 11.2100 0 1 3 0 3 0 0 3 3 3456 11.2100 1 1 1 0 0 0 0 0 0 0457 11.2100 0 3 3 3 3 3 2 3 3 3458 11.2100 1 1 3 0 3 3 1 3 2 3459 11.2100 1 0 0 0 0 0 1 0 0 0460 11.2100 1 0 3 0 3 3 3 3 3 3461 11.2100 0 0 0 0 1 3 1 3 1 3462 11.2100 0 0 0 0 0 2 0 2 1 2463 11.2100 0 3 3 3 3 0 0 2 1 3464 11.2100 1 3 3 3 3 3 2 3 3 3465 11.2100 2 3 3 3 3 3 0 3 3 3466 11.2100 2 3 3 3 3 3 2 3 3 3467 11.2100 0 3 3 2 3 3 2 3 3 3468 11.2100 3 3 3 3 3 3 3 3 3 3469 11.2100 0 3 3 3 3 3 1 3 3 3470 11.2100 1 3 3 3 3 3 2 3 3 3471 11.2100 0 3 3 3 3 1 0 3 3 3472 11.2100 0 3 3 3 3 3 1 3 3 3473 11.2100 0 3 3 3 3 3 0 3 3 3474 11.2100 0 3 3 3 3 3 1 3 3 3475 11.2100 0 3 3 3 2 1 0 2 2 3476 11.2100 0 3 0 3 3 3 2 2 3 3477 11.2100 1 3 3 3 3 3 1 3 3 3478 - 11.2100 0 3 3 3 3 3 3 3 3 3494 - 11.2100 1 0 0 0 0 1 2 2 0 0495 - 11.2100 0 2 0 0 0 1 1 1 3 3496 - 11.2100 0 1 1 0 3 0 N 1 2 3497 11.2100 0 1 1 1 2 1 0 3 2 1498 11.2100 0 3 3 3 3 3 1 3 3 3499 11.2100 1 0 1 2 2 3 3 3 3 3500 11.2100 1 0 0 0 0 1 1 3 3 0501 11.2100 2 0 1 0 1 1 2 3 0 0502 11.2100 0 3 3 3 3 3 0 3 3 3503 11.2100 3 1 0 0 0 3 3 3 3 3504 11.2100 0 1 0 0 3 1 0 3 3 3505 11.2100 0 3 1 2 3 1 0 2 2 3506 11.2100 0 3 3 3 3 3 0 3 3 3507 11.2100 0 3 3 3 1 2 0 3 3 3508 11.2100 2 3 3 2 3 0 0 3 3 3479 - 11.2100 1 3 3 3 3 3 3 3 3 3480 11.2100 1 3 3 3 3 3 2 3 3 3481 11.2100 0 1 2 0 2 1 1 3 3 3482 11.2100 1 3 3 3 3 2 0 3 3 3483 11.2100 0 3 2 3 3 2 0 3 3 3484 11.2100 0 3 3 3 3 2 0 3 3 3485 11.2100 0 3 3 3 3 2 1 3 3 3486 > 11.2100 1 3 2 0 3 0 0 3 3 3487 11.2100 1 3 3 3 3 3 3 3 3 3488 11.2100 2 3 3 3 3 1 2 3 3 3489 11.2100 1 3 3 3 3 3 3 3 3 3490 11.2100 1 3 3 0 3 2 3 3 3 3491 - 11.2100 2 3 3 0 3 2 2 3 3 3492 - 11.2100 2 3 3 1 3 1 0 3 3 3493 11.2100 0 0 3 0 2 3 3 3 3 3509 11.2100 2 0 3 0 3 3 1 3 2 3510 11.2100 3 0 2 0 3 3 3 3 3 3511 11.2100 2 0 2 0 3 3 1 3 3 3512 11.2100 2 2 0 0 3 3 0 3 3 3513 11.2100 2 2 1 1 3 3 1 3 3 3514 11.2100 2 1 0 1 2 2 2 3 3 3515 11.2100 0 0 2 0 1 3 0 3 2 3516 11.2100 0 0 3 0 3 0 0 3 2 2517 11.2100 1 3 3 3 0 3 2 3 3 3518 11.2100 3 3 3 3 3 2 2 3 3 3519 > 11.2100 0 3 1 1 1 0 0 0 1 1520 > 11.2100 0 3 1 3 3 2 0 3 3 3521 > 11.2100 0 3 0 0 3 2 0 3 3 3522 > 11.2100 0 3 2 3 3 0 1 3 3 3523 11.2100 1 3 3 3 3 3 0 3 3 3524 11.2100 0 3 3 2 3 3 1 3 3 3525 11.2100 2 3 3 3 3 3 2 3 3 3526 11.2100 0 3 3 3 3 3 2 3 3 3527 11.2100 0 2 3 3 3 3 1 3 3 3528 11.2100 0 3 3 3 3 3 1 3 3 3529 11.2100 0 3 3 3 3 3 2 3 3 3530 11.2100 0 3 3 2 2 2 0 2 3 3531 11.2100 0 2 3 3 3 0 0 1 3 3532 11.2100 0 3 3 3 3 2 1 3 3 3533 11.2100 0 3 3 3 3 3 2 3 3 3534 11.2100 0 3 3 3 3 2 1 3 3 3535 11.2100 0 3 3 3 3 3 1 3 3 3536 11.2100 0 0 0 0 0 1 0 2 3 0537 11.2100 0 0 0 0 0 0 0 0 0 0538 11.2100 0 0 0 0 0 1 0 3 1 2539 < 11.2100 2 2 3 3 3 3 3 3 3 3540 < 11.2100 0 3 3 3 3 3 3 3 3 3541 11.2100 1 3 2 0 3 2 1 3 3 3542 11.2100 3 2 3 2 3 3 3 3 3 3543 11.2100 2 0 2 0 3 3 3 3 3 2544 11.2100 3 3 3 3 3 3 3 3 3 3545 11.2100 3 0 2 0 3 3 3 3 3 3546 11.2100 3 0 2 0 3 3 2 3 2 1547 11.2100 2 0 2 0 3 3 3 3 2 3548 11.2100 2 0 1 3 3 3 3 3 2 2549 11.2100 0 3 3 3 3 3 2 3 3 3550 11.2100 3 0 1 1 3 3 3 3 3 3551 11.2100 1 3 3 3 3 3 3 3 3 3552 11.2100 1 3 3 3 3 3 3 3 3 3554 11.2100 1 3 3 3 3 1 0 3 2 3555 11.2100 1 2 1 0 3 3 3 3 3 3556 11.2100 1 0 0 0 2 3 3 3 3 3557 11.2100 3 0 2 0 3 3 3 3 3 2558 11.2100 0 1 0 0 0 2 1 3 3 3559 11.2100 0 0 0 0 0 0 0 0 0 0560 11.2100 1 0 1 0 3 3 3 3 3 3561 11.2100 0 3 1 1 3 2 2 3 3 3562 11.2100 1 1 3 2 3 3 3 3 3 3563 11.2100 3 0 2 0 3 3 3 3 3 3564 < 11.2100 0 0 2 0 3 3 3 3 3 3565 < 11.2100 3 3 3 2 3 3 3 3 3 3566 > 11.2100 3 0 2 1 3 3 3 3 3 3567 < 11.2100 0 0 0 1 2 3 2 3 3 3568 < 11.2100 0 0 3 3 3 3 3 3 3 3569 > 11.2100 0 0 1 0 0 3 0 3 2 2570 > 11.2100 3 0 3 0 3 3 3 3 3 3571 $ 11.2100 3 1 2 1 3 3 3 3 3 3572 $ 11.2100 3 1 2 1 3 3 3 3 3 2573 $ 11.2100 0 0 0 0 0 0 1 1 2 1574 $ 11.2100 0 2 0 0 1 1 2 3 3 2575 $ 11.2100 0 0 0 0 0 3 3 3 3 3576 $ 11.2100 3 0 2 0 3 3 3 3 3 3577 $ 11.2100 3 0 2 0 3 3 3 3 3 3578 $ 11.2100 2 0 0 0 2 3 3 3 2 1579 $ 11.2100 3 1 1 0 3 3 3 3 3 3580 $ 11.2100 2 2 1 0 3 3 3 3 2 3581 $ 11.2100 2 0 1 0 3 2 1 3 3 3582 > 11.2100 2 3 3 3 3 2 1 3 3 3583 & 11.2100 0 0 0 0 0 0 0 0 0 0584 & 11.2100 3 2 3 0 3 3 3 3 3 3585 & 11.2100 3 2 3 0 3 3 3 3 3 3586 & 11.2100 0 3 3 3 3 3 3 3 3 3587 > 11.2100 0 0 0 0 0 0 0 1 N N588 > 11.2100 1 2 2 3 3 3 2 3 3 3589 > 11.2100 0 3 2 3 3 3 2 3 3 3590 > 11.2100 0 0 1 1 1 3 3 3 3 3591 > 11.2100 3 3 3 3 3 3 3 3 3 3592 > 11.2100 0 1 0 0 0 3 3 3 3 3593 > 11.2100 0 3 1 2 3 1 3 3 3 3594 > 11.2100 3 1 3 1 3 3 3 3 3 3595 > 11.2100 0 3 3 3 3 3 1 3 3 3596 > 11.2100 0 3 0 3 3 1 0 3 3 3597 > 11.2100 3 3 3 3 3 3 3 3 3 3598 > 11.2100 1 3 3 3 3 3 3 3 3 3599 > 11.2100 1 3 3 3 3 3 3 3 3 3600 > 11.2100 1 0 1 0 3 3 3 3 2 3601 : 11.2100 2 0 1 1 3 3 2 3 3 3602 : 11.2100 0 0 0 0 0 0 0 1 2 0603 : 11.2100 0 3 0 3 3 2 0 3 3 3604 ; 11.2100 0 3 3 3 3 3 3 3 3 3605 ; 11.2100 3 0 3 2 3 3 3 3 3 3606 ; 11.2100 0 0 0 0 0 0 0 0 0 0607 ; 11.2100 3 1 3 2 3 3 3 3 3 3608 ; 11.2100 0 3 3 3 3 3 0 3 3 3609 > 11.2100 1 0 0 1 0 3 1 3 3 3610 > 11.2100 0 0 0 0 0 3 2 3 3 3611 > 11.2100 0 1 0 0 0 0 0 0 0 0612 > 11.2100 0 0 0 0 0 1 0 1 1 3613 > 11.2100 0 0 2 3 1 2 2 0 3 3614 > 11.2100 3 3 3 3 3 3 3 3 3 3615 > 11.2100 3 0 1 0 3 3 3 3 3 3616 > 11.2100 0 3 0 0 2 1 1 3 3 3617 11.2100 0 0 0 0 0 2 0 1 0 1618 11.2100 0 2 2 1 3 2 0 3 3 3619 11.2100 0 0 0 0 1 1 0 1 1 3620 11.2100 0 0 0 0 3 2 0 3 3 3621 11.2100 0 0 1 1 3 1 0 3 3 3622 } 11.2100 2 0 3 2 3 3 3 3 3 3623 } 11.2100 0 0 0 0 0 0 0 1 1 2624 11.2100 3 3 3 3 3 3 3 3 3 3625 11.2100 3 3 3 3 3 3 3 3 3 3626 11.2100 2 3 3 3 3 3 3 3 3 3627 11.2100 0 3 3 3 3 3 0 3 3 3629 11.2100 3 0 3 0 3 3 3 3 2 3630 11.2100 1 3 3 3 3 3 0 3 3 3631 11.2100 2 1 2 0 3 3 2 3 3 3632 11.2100 2 3 3 3 3 3 0 3 3 3633 11.2100 2 2 3 0 3 3 2 3 3 3634 11.2100 3 3 3 2 3 3 3 3 3 3635 11.2100 2 3 3 2 3 3 3 3 3 3636 11.2100 1 3 3 3 3 3 0 3 3 3637 11.2100 1 3 3 3 3 3 2 3 3 3638 11.2100 0 2 1 0 1 3 0 0 1 0639 11.2100 2 3 3 3 3 3 0 3 3 3640 11.2100 3 3 3 3 3 3 0 3 3 3641 11.2100 2 3 3 3 3 3 3 3 3 3642 11.2100 3 3 3 2 3 3 3 3 3 3643 11.2100 2 3 3 3 3 3 1 3 3 3644 11.2100 2 3 3 3 3 3 2 3 3 3645 11.2100 0 0 0 0 1 2 0 3 1 2646 11.2100 2 3 3 3 3 3 2 3 3 3647 11.2100 1 0 2 1 3 1 0 3 3 3648 11.2100 2 0 0 0 2 2 0 3 3 3649 11.2100 2 0 0 0 0 2 0 3 0 2650 11.2100 2 3 3 3 3 2 3 3 3 3651 11.2100 2 0 0 0 2 2 1 3 3 2652 11.2100 3 2 3 3 3 3 3 3 3 3653 11.2100 2 3 3 3 3 3 2 3 3 3654 11.2100 1 0 1 0 1 3 2 3 3 3655 11.2100 1 3 3 3 3 3 1 3 3 3656 11.2100 0 0 1 0 1 2 3 3 3 3657 11.2100 2 0 0 0 1 3 2 3 3 3658 11.2100 0 0 1 0 2 3 1 1 3 3659 11.2100 2 0 0 0 1 1 1 3 3 3660 11.2100 0 0 0 0 0 2 1 3 3 3661 11.2100 2 2 3 0 3 2 3 3 2 3662 11.2100 1 3 3 3 3 3 1 3 3 3663 > 11.2100 1 0 0 0 0 0 0 1 1 0664 > 11.2100 1 0 1 0 3 1 2 3 3 3665 > 11.2100 0 0 1 0 1 2 0 3 3 3666 & 11.2100 3 3 3 3 3 3 0 3 3 3667 & 11.2100 3 3 3 3 3 3 3 3 3 3668 > 11.2100 0 2 3 0 3 2 1 3 3 3669 > 11.2100 0 0 0 0 1 1 0 2 3 3670 > 11.2100 0 3 3 3 3 1 1 3 3 3671 > 11.2100 0 0 1 0 1 2 1 2 3 3672 > 11.2100 0 0 1 0 2 1 0 2 3 3673 > 11.2100 0 0 1 0 0 0 0 0 1 3674 & 11.2100 3 3 3 3 3 3 0 3 3 3675 & 11.2100 0 3 3 3 3 3 0 3 3 3676 $ 11.2100 3 0 0 0 1 3 3 3 2 3677 $ 11.2100 2 1 2 0 1 3 1 3 3 3678 $ 11.2100 0 3 3 3 3 3 2 3 3 3679 $ 11.2100 0 2 3 3 3 2 3 3 3 3680 > 11.2100 0 2 2 2 1 0 1 0 N 3681 $ 11.2100 0 0 0 0 0 0 0 0 0 0682 11.2100 0 3 2 3 3 3 1 3 3 3683 11.2100 0 3 3 3 3 3 1 3 3 3684 11.2100 0 0 0 0 2 1 0 3 3 3685 11.2100 0 3 3 3 3 3 0 3 3 3686 11.2100 0 3 3 2 3 2 0 2 2 3687 11.2100 0 3 3 3 3 1 1 3 3 3688 11.2100 0 0 0 0 0 1 1 1 3 3689 11.2100 0 3 3 3 3 3 1 3 3 3690 11.2100 0 3 3 3 3 2 0 3 3 3691 11.2100 0 2 1 0 1 1 0 2 2 3692 11.2100 0 1 0 0 2 0 0 0 1 3693 11.2100 0 3 3 3 3 3 2 3 3 3694 11.2100 0 1 3 0 3 2 0 3 3 3695 11.2100 2 3 3 2 3 3 1 3 3 3696 11.2100 0 2 3 1 3 3 2 3 3 3697 11.2100 1 3 3 3 3 3 2 3 3 3698 11.2100 2 3 3 3 3 3 2 3 3 3699 11.2100 0 3 2 2 2 3 3 3 3 3700 11.2100 0 3 3 3 3 2 1 3 3 3701 11.2100 0 3 0 0 1 3 3 3 3 3702 11.2100 0 3 1 1 3 3 1 3 3 3703 11.2100 0 0 0 0 0 3 3 3 3 3704 11.2100 0 2 1 1 3 3 1 3 3 3705 11.2100 0 3 1 1 3 3 3 3 3 3706 11.2100 0 3 3 3 3 3 2 3 3 3707 11.2100 1 3 3 3 3 3 1 3 3 3708 11.2100 0 3 1 1 3 3 3 3 3 3709 11.2100 0 3 3 3 3 3 0 3 3 3710 11.2100 0 3 2 3 3 3 2 3 3 3711 11.2100 0 2 1 0 2 0 0 1 0 0712 11.2100 0 2 1 0 0 3 3 3 3 3713 11.2100 3 3 0 3 3 1 3 1 3 3714 11.2100 0 3 3 3 3 3 2 3 3 3715 11.2100 0 0 1 0 1 2 3 1 2 1716 11.2100 3 2 3 3 3 3 3 3 3 3717 11.2100 0 3 3 1 3 3 0 3 1 3718 11.2100 3 0 3 0 3 3 3 3 3 3719 11.2100 0 2 3 2 0 3 1 3 2 3720 11.2100 1 3 3 3 3 3 2 3 3 3721 11.2100 0 0 0 0 0 0 0 0 0 0722 . 11.2100 0 3 3 3 3 3 0 3 3 3723 . 11.2100 0 3 3 3 3 3 2 3 3 3724 . 11.2100 0 1 1 0 1 2 0 3 3 2725 ; 11.2100 2 3 3 3 3 3 3 3 3 3726 ; 11.2100 0 3 3 3 2 1 0 2 2 3727 . 11.2100 0 3 3 3 3 1 1 2 2 3728 , 11.2100 1 0 1 0 1 1 3 3 2 3729 ; 11.2100 2 3 3 3 3 3 3 3 3 3730 > 11.2100 3 3 3 3 3 3 3 3 3 3731 > 11.2100 2 0 1 0 1 3 3 3 3 3732 11.2100 3 1 3 0 3 3 2 3 3 3733 > 11.2100 0 0 2 0 2 0 0 0 0 1734 > 11.2100 0 0 2 0 1 0 0 1 0 1735 11.2100 3 3 3 3 3 3 3 3 3 3736 11.2100 2 3 3 0 3 3 3 3 3 3737 11.2100 0 0 2 0 2 0 0 1 2 1738 11.2100 3 3 3 3 3 3 1 3 3 3739 11.2100 0 0 1 0 2 0 0 0 2 2740 11.2100 3 3 3 0 3 2 3 3 3 3741 11.2100 1 0 0 0 1 3 3 3 2 3742 11.2100 0 1 1 0 3 3 3 3 3 3743 11.2100 1 0 0 0 0 1 3 0 0 1744 11.2100 1 3 0 3 3 0 0 0 3 3745 11.2100 0 2 0 2 3 3 2 3 3 3746 11.2100 0 1 0 0 1 2 1 3 3 3747 11.2100 3 0 0 0 1 3 2 3 1 3748 11.2100 3 0 0 0 3 3 3 3 2 3749 11.2100 0 1 0 1 2 3 2 3 3 3750 11.2100 3 0 0 0 2 3 3 3 3 3751 11.2100 3 0 1 0 1 3 2 3 3 3752 11.2100 1 0 0 0 2 3 3 3 3 3753 11.2100 0 0 0 0 0 1 1 0 0 0754 11.2100 2 0 0 0 1 3 1 3 1 3755 11.2100 1 3 3 3 3 3 3 3 3 3756 11.2100 3 0 1 0 3 3 2 3 3 3757 11.2100 2 0 0 0 1 3 2 3 3 3758 11.2100 0 0 0 0 0 1 0 3 3 3759 11.2100 2 0 0 0 2 3 3 3 2 3760 11.2100 2 0 0 0 0 3 1 3 2 2761 11.2100 3 0 0 0 2 3 2 3 3 3762 11.2100 0 3 3 0 3 3 3 3 3 3763 11.2100 1 3 3 3 3 3 2 3 3 3764 11.2100 2 3 2 0 3 3 0 3 3 3765 11.2100 0 3 3 3 3 1 0 3 3 3766 11.2100 0 3 1 1 3 2 0 3 3 3767 11.2100 0 3 3 3 3 3 2 3 3 3768 11.2100 0 3 3 3 3 3 3 3 3 3769 11.2100 0 3 3 2 2 1 0 3 3 3770 11.2100 0 3 3 3 3 3 2 3 0 3771 11.2100 0 3 3 3 3 3 3 3 3 3772 11.2100 0 3 3 3 3 3 3 3 3 3773 11.2100 2 3 3 1 3 3 3 3 3 3774 . 11.2100 0 3 3 3 3 3 3 3 3 3775 11.2100 0 3 3 3 3 3 1 3 3 3776 11.2100 0 1 0 0 2 0 0 0 0 3777 . 11.2100 0 3 3 3 3 3 1 3 3 3778 . 11.2100 0 3 3 3 3 3 3 3 3 3779 . 11.2100 0 3 3 3 3 3 1 3 3 3780 11.2100 0 0 0 0 0 0 0 0 0 0781 11.2100 3 3 3 3 3 3 3 3 3 3782 11.2100 1 0 0 0 1 3 2 3 0 1783 11.2100 1 0 0 0 0 3 3 3 2 2784 11.2100 1 0 0 0 0 3 1 3 3 2785 11.2100 0 0 0 0 0 2 2 3 3 3786 11.2100 2 1 2 0 3 3 0 3 3 3787 11.2100 2 0 1 0 1 3 1 3 2 3788 11.2100 3 2 3 3 3 3 2 3 3 3789 11.2100 3 0 1 0 2 3 3 3 3 3790 11.2100 0 0 2 0 2 3 1 3 3 3791 11.2100 2 0 1 0 2 3 2 3 3 3792 11.2100 1 3 3 3 3 3 3 3 3 3793 11.2100 3 0 1 0 1 3 1 3 2 3794 { 11.2100 0 0 0 0 1 2 0 3 0 3795 11.2100 1 3 3 3 3 3 3 3 3 3796 11.2100 0 3 3 3 3 3 1 2 3 3797 11.2100 0 1 1 0 1 0 0 1 0 2798 11.2100 3 3 3 3 3 3 3 3 3 3799 11.2100 3 1 0 0 3 3 3 3 3 3800 11.2100 3 0 0 0 3 3 3 3 3 3801 11.2100 1 3 3 2 3 3 2 3 3 3802 11.2100 2 1 1 0 2 3 3 3 3 3803 11.2100 0 0 0 0 2 0 0 3 0 2804 11.2100 0 0 0 0 0 0 0 0 0 0805 11.2100 3 0 1 0 2 3 3 3 3 3806 11.2100 2 0 1 0 2 3 0 3 3 3807 11.2100 0 0 0 0 0 0 0 0 0 0808 11.2100 3 0 0 0 3 3 3 3 3 3809 11.2100 0 0 2 0 3 3 2 3 3 1810 11.2100 2 3 3 3 3 3 3 3 3 3811 11.2100 3 0 0 0 0 3 2 3 2 3812 11.2100 3 0 0 0 0 3 0 3 3 3813 11.2100 3 0 0 0 0 3 3 3 2 3814 11.2100 2 0 0 0 0 2 0 1 0 3815 11.2100 3 3 3 3 3 3 3 3 3 3816 11.2100 3 0 0 0 1 3 3 3 1 3817 11.2100 2 0 0 0 0 3 2 3 2 0818 11.2100 1 3 3 3 3 3 2 3 3 3819 , 11.2100 1 3 3 3 3 3 1 3 3 3820 > 11.2100 0 0 0 0 0 0 0 0 0 0821 . 11.2100 0 1 2 0 3 2 0 3 1 3822 > 11.2100 3 3 3 2 3 2 1 3 3 3823 . 11.2100 3 3 3 3 3 3 1 3 3 3824 . 11.2100 3 0 1 0 1 3 1 3 3 3825 11.2100 0 3 2 3 3 3 0 3 3 3826 11.2100 0 3 3 0 0 0 0 0 1 3827 11.2100 0 3 1 3 0 0 0 0 3 3828 11.2100 2 3 3 3 3 3 3 3 3 3829 11.2100 1 3 3 3 3 2 1 3 3 3830 11.2100 1 3 3 3 3 2 0 3 3 3831 11.2100 3 3 3 3 3 3 3 3 3 3835 11.2100 0 0 0 0 0 1 0 1 0 0836 11.2100 3 3 3 3 3 3 3 3 3 3837 11.2100 0 0 0 0 0 0 0 3 0 0838 11.2100 2 0 3 3 3 3 3 3 3 3839 . 11.2100 2 0 3 3 3 3 3 3 3 3840 . 11.2100 2 0 3 3 3 3 3 3 3 3841 , 11.2100 2 0 0 0 0 3 2 3 3 3842 11.2100 3 0 3 0 3 3 3 3 3 3843 11.2100 3 3 3 2 3 3 3 3 3 3844 11.2100 0 3 3 2 3 3 0 3 3 3845 11.2100 2 0 2 0 3 3 3 3 3 2846 11.2100 0 0 0 0 0 3 1 3 3 3847 11.2100 0 1 1 0 3 3 3 3 3 3848 . 11.2100 0 0 0 0 2 3 0 3 3 3849 . 11.2100 0 0 0 0 2 3 0 3 3 3850 . 11.2100 3 0 2 0 3 3 3 3 3 3851 . 11.2100 1 0 0 0 1 3 0 3 2 3852 . 11.2100 1 0 1 0 1 3 2 3 3 3853 . 11.2100 0 0 0 0 0 0 0 1 0 0854 B 11.2100 0 3 2 2 3 3 1 3 3 3855 B 11.2100 0 0 0 0 0 0 0 2 0 3856 > 11.2100 0 0 0 0 0 0 0 0 2 3857 > 11.2100 0 3 3 3 3 2 0 3 3 3858 11.2100 1 3 3 1 3 3 0 3 3 3859 11.2100 0 3 3 3 3 3 0 3 3 3860 11.2100 0 0 2 2 1 3 2 3 3 3862 11.2100 3 0 0 0 2 3 3 3 3 3863 11.2100 3 0 0 0 2 3 3 3 3 3864 11.2100 2 0 0 0 1 3 3 3 3 3865 11.2100 3 0 0 0 0 3 2 3 2 3866 11.2100 3 0 0 0 0 3 0 3 3 3867 11.2100 2 0 1 0 2 3 1 3 3 3868 11.2100 1 3 3 3 3 3 1 3 3 3869 11.2100 3 0 0 0 1 3 2 3 2 3870 11.2100 3 0 1 0 1 3 1 3 2 3871 11.2100 3 0 0 0 1 3 1 3 3 3872 11.2100 0 3 3 3 3 3 2 3 3 3873 11.2100 0 3 3 3 3 3 1 3 3 3874 11.2100 2 2 3 1 3 3 3 3 3 3875 11.2100 2 0 2 0 3 3 1 3 3 3876 11.2100 3 0 1 0 0 3 1 3 2 3877 11.2100 3 1 2 0 3 3 0 3 3 3878 11.2100 3 0 1 2 3 3 1 3 1 3879 11.2100 3 2 0 1 3 3 0 3 2 3880 . 11.2100 0 0 1 0 2 3 0 3 0 3881 . 11.2100 3 0 0 0 2 2 0 3 2 0882 . 11.2100 2 0 0 0 1 3 1 3 3 3883 . 11.2100 3 0 0 0 3 3 1 3 2 3884 . 11.2100 3 0 1 0 3 3 1 3 2 3885 . 11.2100 0 3 3 2 3 3 1 3 3 3886 . 11.2100 0 2 2 3 3 3 0 3 3 3887 A 11.2100 0 0 0 0 1 1 0 1 2 3888 A 11.2100 1 0 2 0 3 0 0 2 2 3889 11.2100 2 1 1 0 3 3 0 3 2 3890 11.2100 1 3 2 1 3 3 0 3 3 3891 11.2100 3 0 1 0 2 3 0 3 1 3892 11.2100 0 3 3 3 3 3 3 3 3 3893 11.2100 3 0 1 0 3 3 1 3 3 3896 11.2100 0 0 2 0 1 0 0 1 2 3897 11.2100 2 3 3 3 3 3 0 3 3 3898 11.2100 0 0 3 3 3 3 1 3 3 3899 11.2100 0 0 0 0 0 0 0 0 0 0900 11.2100 0 0 0 0 0 3 1 3 3 3901 11.2100 0 0 0 0 0 3 0 3 3 3902 11.2100 3 3 3 3 3 3 1 3 3 3903 11.2100 1 0 2 0 3 3 0 3 3 3__________________________________________________________________________ *DAMPING OFFLQ. NO TO POOR SMARTWEED GERMINATION. @ VEINAL CHLOROSISCB. = POOR SMARTWEED GERMINATION (POOR GERMINATIONSW ) POOR SW AND CA GERMINATION. - POOR GERMINATIONCB,SJ. DAMPING OFFIM,WB. FREQUENT DAMPING OFFIM,WB. < DAMPING OFFIM,WB. POOR GERMINATIONCB. > DAMPING OFFIM,WB. POOR GERMINATIONWB. $ DAMPING OFFIM,WB. POOR GERMINATIONCB,WB. & DAMPING OFFIM,WB POOR GERMINATIONCB > DAMPING OFFIM,WB. POOR GERMINATIONCB,WB. : DAMPING OFF IM,WB. ; DAMPING OFFIM. POOR GERMINATIONWB. { DAMPING OFFIM.POOR GERMINATIONWB. , DAMPING OFF IM,WB. POOR GERMINATION WB. . DAMPING OFFIM. A DAMPING OFF MG,CB,VL,IM,WB. POOR GERMINATIONWB. B DAMPING OFF IM,WB. POOR GERMINATION IM,WB. C POOR GERMINATIONRJ, DAMPING OFFDB. D CHLOROSISCB

POST-EMERGENT HERBICIDE EXAMPLES

The post-emergence herbioidal activity of compounds of this invention was demonstrated by greenhouse testing, and the results are shown in the following Table B. The post-emergent herbicidal activity index used in Table B is as follows:

______________________________________Plant Response Index______________________________________ 0-24% inhibition 025-49% inhibition 150-74% inhibition 275-99% inhibition 3100% inhibition 4Species not planted -- or a blankSpecies planted, no data N______________________________________

Where appropriate, footnotes are shown at the end of the table.

As was the case with the pre-emergence data, some of the compounds initially received ratings for plant response directly as percent inhibition in ten percent increments. Where this is the case, the percentage have generally been converted according to the scale above.

POST-EMERGENCE ACTIVITY ON WEEDS

Top soil was placed in pans having holes in the bottom and compacted to a depth of 0.95 to 1.27 cm. from the top of the pan. A predetermined number of seeds of each of several dicotyledonous and monocotyledonous annual plant species and/or vegetative propagules for the perennial plant species were placed on the soil and pressed into the soil surface. The seeds and/or vegetative propagules were covered with soil and leveled. The pans were then placed on a bench in the greenhouse and watered as needed for germination and growth. After the plants reached the desired age (9-14 days), each pan (except the control pans) was removed to a spraying chamber and sprayed by means of an atomizer. The spray solution or suspension contained about 0.4% by volume of an emulsifying agent and a sufficient, amount of the candidate chemical to give an application rate of the active ingredient of 11.2 kg/ha while applying a total amount of solution or suspension equivalent to 1870 L/Ha (200 gallons/acre). The pans were returned to the greenhouse and watered as before and the injury to the plants as compared to those in control pans was observed at approximately 10-14 days (usually 14 days) and in some instances observed again at 24-28 days (usually 25 days) after spraying. These latter observations are designated by a "pound" sign (#) following the column of example numbers in the Table. The plant species used in this set of tests were the same as those used in the first set of pre-emergence tests, and the plant identifying codes are the same as those shown for Table A.

TABLE B__________________________________________________________________________Herbicide Primary Post, spectrums 25 and 90 Y A S D B M C V I W C C P R R e n e o y o o e n i a o e h hEx. Rate n b j b g g b l m b t l s q jNo. kg/ha s g g r r l u e u w h q w g g__________________________________________________________________________1 11.2100 2 -- 4 4 3 4 2 4 3 1 12 11.2100 0 1 2 3 1 4 1 4 2 0 03 11.2100 1 0 4 3 2 3 0 4 3 0 24 11.2100 1 0 3 2 2 1 1 3 1 0 05 11.2100 2 4 4 4 3 4 4 4 4 4 N6 11.2100 1 1 4 4 4 4 4 4 3 0 07 11.2100 1 2 4 3 3 4 2 4 4 2 18 11.2100 2 0 4 4 4 4 3 -- 4 0 09 11.2100 1 0 0 3 1 4 0 4 2 0 010 11.2100 3 4 4 4 4 4 2 4 4 4 411 11.2100 2 4 4 4 4 4 3 4 4 2 212 11.2100 3 4 4 4 4 4 3 4 4 3 313 11.2100 0 2 4 2 4 3 3 4 3 415 11.2100 0 0 2 2 0 0 0 1 1 0 016 11.2100 2 3 4 3 3 3 1 4 4 2 317 11.2100 0 0 0 0 0 1 0 0 0 0 018 11.2100 0 0 0 2 1 3 2 0 0 0 019 11.2100 0 0 1 2 0 0 0 1 0 0 020 11.2100 0 0 4 4 3 4 1 4 2 0 021 11.2100 1 0 3 3 1 4 1 4 3 0 222 11.2100 0 0 3 2 1 3 1 4 2 0 N23 11.2100 0 0 0 0 0 1 N 0 0 0 024 11.2100 0 0 1 4 2 3 0 4 3 0 025 11.2100 0 0 3 4 2 4 1 4 3 0 126 11.2100 0 0 0 3 2 3 0 1 0 0 027 11.2100 0 0 3 3 2 4 2 4 N 0 028 11.2100 0 1 2 4 1 3 4 4 2 0 029 11.2100 0 0 1 1 0 3 1 1 1 0 030 11.2100 0 0 2 0 1 4 N 4 0 0 031 11.2100 0 1 3 3 2 3 0 4 3 1 032 11.2100 0 1 1 1 1 1 1 3 3 0 033 11.2100 0 1 2 3 3 3 1 4 4 1 034 11.2100 0 0 3 3 1 4 1 4 2 0 035 11.2100 0 0 3 3 3 4 3 3 1 0 N36 11.2100 0 0 1 2 0 0 0 1 0 0 037 11.2100 0 0 0 3 4 4 3 4 N 0 N38 11.2100 1 -- 1 3 4 3 4 4 0 0 039 11.2100 0 0 1 3 3 1 0 2 0 0 140 11.2100 1 1 2 3 2 2 0 3 2 0 041 11.2100 1 0 2 3 2 3 2 3 2 0 042 11.2100 2 1 3 3 1 4 1 3 2 1 043 11.2100 3 -- 4 4 3 4 2 4 4 1 144 11.2100 0 0 1 3 3 3 1 3 2 0 N45 11.2100 2 2 2 2 1 3 1 3 3 0 046 11.2100 2 0 3 3 3 3 2 3 3 2 1 11.2100 1 1 3 4 2 4 4 4 4 3 047 11.2100 1 3 4 3 3 4 1 4 4 1 N48 11.2100 1 -- 3 3 3 3 1 4 2 0 149 11.2100 0 0 0 2 1 2 0 2 1 0 050 11.2100 0 4 4 4 2 4 1 4 4 3 151 11.2100 0 1 1 1 0 1 0 0 0 0 152 11.2100 0 0 1 1 1 2 0 0 0 0 053 11.2100 0 2 3 4 3 4 2 4 N 1 354 11.2100 0 -- 3 2 2 2 0 4 1 0 055 11.2100 0 0 1 2 2 1 0 4 1 N 056 11.2100 1 0 3 3 3 3 3 3 1 1 157 11.2100 0 0 0 3 2 1 0 3 0 0 058 11.2100 0 1 2 3 3 4 2 4 N 1 059 11.2100 0 0 1 2 2 1 0 2 0 0 060 11.2100 2 0 3 3 3 3 0 4 4 2 061 11.2100 0 0 0 1 1 1 0 4 1 0 063 + 11.2100 0 0 1 3 3 3 2 4 N 1 064 11.2100 0 -- 3 3 3 3 0 4 1 0 065 11.2100 3 1 4 3 3 4 1 4 4 4 066 11.2100 2 2 1 2 2 3 1 2 N 0 N67 11.2100 1 -- 3 3 3 3 3 4 1 0 068 11.2100 1 0 0 1 0 1 0 1 0 1 069 + 11.2100 0 0 3 3 3 3 0 4 N 1 070 11.2100 0 0 0 0 0 1 0 0 0 0 071 11.2100 1 0 2 3 3 3 2 4 N 1 072 11.2100 0 0 0 0 0 0 0 1 0 0 073 11.2100 0 0 0 0 0 0 0 3 0 0 074 11.2100 0 0 0 0 0 0 0 0 0 0 075 + 11.2100 0 0 1 2 1 1 0 4 N 0 076 + 11.2100 0 0 1 1 1 1 0 4 N 0 077 11.2100 1 1 1 3 3 4 2 4 4 0 078 11.2100 0 0 0 1 1 2 1 3 2 0 079 11.2100 2 1 3 4 3 3 3 4 N 1 080 11.2100 0 0 3 3 3 3 1 3 N 0 081 11.2100 0 0 3 4 4 4 1 4 N 1 082 11.2100 0 -- 2 3 3 3 1 4 0 0 083 11.2100 0 1 2 4 3 3 3 4 N 1 084 11.2100 0 0 3 3 2 3 0 2 0 0 085 11.2100 2 0 2 3 3 1 0 4 3 1 086 11.2100 0 0 2 3 3 2 1 3 1 0 087 11.2100 1 1 3 3 0 4 0 3 3 0 088 11.2100 3 3 3 4 3 4 2 4 N 3 289 11.2100 1 1 3 3 1 3 0 3 3 1 190 11.2100 0 1 3 3 1 3 0 4 4 1 191 11.2100 0 1 2 1 0 3 0 3 2 0 2 11.2100 0 2 3 3 1 2 4 3 2 3 092 11.2100 2 3 4 4 3 4 3 4 4 4 N93 11.2100 0 2 4 3 2 3 0 4 4 2 094 11.2100 1 2 3 2 3 2 0 2 1 4 11.2100 1 0 3 2 1 1 N 3 2 0 1 11.2100 0 0 2 1 3 2 0 3 2 4 11.2100 0 2 3 2 3 2 0 2 1 2 11.2100 2 2 4 2 3 3 0 2 2 3 11.2100 1 2 3 2 3 2 0 2 2 4 11.2100 2 3 3 2 4 2 1 4 0 4 11.2100 0 4 4 4 4 4 1 4 3 4 11.2100 2 2 4 1 3 2 0 3 0 3 < 11.2100 1 4 4 3 4 2 2 4 2 3 11.2100 2 2 3 1 3 2 1 2 0 3 11.2100 2 3 3 3 3 2 0 3 2 3 .about. 11.2100 2 4 4 4 4 3 2 4 2 4 11.2100 2 4 4 4 4 3 2 4 1 4 11.2100 0 3 4 4 4 3 2 4 1 4 11.2100 2 4 4 4 4 2 1 4 3 495 11.2100 3 4 4 4 4 4 3 4 4 3 196 11.2100 1 3 4 4 2 4 -- 4 4 2 397 11.2100 0 1 3 4 1 3 1 4 2 0 098 11.2100 0 0 1 3 1 3 0 3 1 0 099 11.2100 1 3 3 3 2 3 1 4 4 2 1100 11.2100 0 1 3 4 0 3 N 4 3 0 0101 11.2100 0 2 3 3 2 2 0 4 3 3 1102 11.2100 0 2 3 4 1 4 0 4 0 1 0103 11.2100 0 0 1 2 0 2 0 2 3 0 N104 11.2100 0 3 4 4 3 4 3 -- 4 1 0105 11.2100 1 4 4 4 3 4 2 4 4 3 2106 11.2100 3 3 4 4 4 4 1 4 N 3 N107 11.2100 0 0 3 3 1 2 0 4 2 0 1108 11.2100 1 1 3 3 2 3 0 4 4 2 2109 11.2100 2 3 3 4 3 3 1 4 N 3 0110 11.2100 0 0 3 3 2 3 1 4 4 1 0111 11.2100 1 3 4 4 4 4 4 4 N 4 3112 11.2100 1 3 3 3 2 3 1 4 4 2 0113 11.2100 0 3 3 4 2 4 2 4 3 2 0114 11.2100 0 2 3 4 3 4 4 -- 4 3 0115 11.2100 2 1 3 4 4 4 3 4 1 1 1116 11.2100 2 0 3 4 4 4 1 4 3 1 0117 11.2100 3 0 4 4 4 4 3 4 2 1 2118 11.2100 0 0 3 4 3 3 2 4 0 1 0119 11.2100 1 0 4 4 4 4 3 4 1 0 0120 11.2100 1 0 3 4 3 3 2 3 0 0 0121 11.2100 0 0 3 3 4 4 4 4 4 0 0122 11.2100 3 0 4 4 4 4 4 4 3 1 0123 11.2100 4 3 4 4 4 4 4 4 4 3 4124 11.2100 0 1 4 4 4 4 3 -- 4 1 1125 11.2100 0 1 2 4 3 4 1 2 1 0 1126 11.2100 0 0 3 4 4 4 0 4 2 1 0127 11.2100 2 2 4 4 4 3 3 4 3 2 2128 11.2100 1 0 4 4 4 4 3 4 N 0 1129 11.2100 2 0 3 4 4 4 4 4 N 1 2130 11.2100 3 0 4 4 4 4 3 N 4 2 1131 11.2100 2 0 4 4 4 4 4 4 3 1 4132 11.2100 1 2 0 3 1 3 0 4 0 0 0133 11.2100 3 1 4 4 4 4 4 4 4 2 3134 11.2100 1 1 3 4 4 4 4 4 4 1 1135 11.2100 1 0 3 4 4 4 4 4 3 0 1136 11.2100 0 0 1 3 3 3 1 3 N 0 0137 11.2100 2 0 4 4 4 4 4 4 3 1 1138 11.2100 1 0 3 4 4 4 4 4 4 1 2139 11.2100 0 0 2 3 3 2 2 4 2 0 2140 11.2100 0 0 4 4 4 4 4 4 4 1 1141 11.2100 2 2 4 4 4 4 4 4 2 3 0142 11.2100 2 0 3 4 4 4 3 4 1 1 1143 11.2100 2 0 3 4 4 4 3 4 2 1 0144 11.2100 1 1 4 4 4 4 4 -- 4 2 0145 11.2100 3 1 3 4 4 4 4 4 4 2 2146 11.2100 1 4 3 4 4 4 1 4 4 1 1147 11.2100 0 0 1 1 0 1 1 4 0 0 0148 11.2100 2 0 1 4 2 2 0 4 3 0 0149 11.2100 3 2 3 4 3 4 1 4 4 2 2150 11.2100 2 0 3 4 4 4 3 4 3 0 2151 11.2100 1 1 3 3 3 4 2 4 4 0 0152 11.2100 0 2 3 4 4 4 1 4 4 1 3153 11.2100 0 1 3 3 1 3 1 4 3 1 0154 11.2100 0 2 3 4 3 4 1 4 4 2 3155 11.2100 1 3 4 4 3 4 2 4 4 1 0156 11.2100 2 1 4 4 4 4 4 4 4 2 2157 11.2100 0 1 3 3 4 4 1 4 4 1 2158 11.2100 2 0 4 4 4 4 4 4 4 1 1159 11.2100 1 0 1 3 0 2 0 N 1 0 0160 11.2100 1 4 4 4 2 4 1 4 4 3 1161 11.2100 3 4 4 4 4 4 0 4 4 4 4162 11.2100 3 2 4 4 3 4 4 4 4 3 3163 11.2100 1 2 3 4 3 4 1 4 4 2 2164 11.2100 3 3 4 4 4 4 4 4 4 3 N165 11.2100 0 0 3 3 4 4 3 4 4 1 N166 11.2100 2 3 4 4 3 4 3 4 4 1 N167 11.2100 3 2 4 4 4 4 -- 4 4 3 2168 11.2100 0 0 3 4 4 4 3 4 3 1 0169 11.2100 1 1 3 2 0 3 1 -- 3 1 0170 11.2100 2 0 3 3 3 4 3 -- 1 0 0171 11.2100 1 0 3 1 1 3 3 -- 3 0 N172 11.2100 0 0 0 0 0 0 0 1 2 0 0173 11.2100 0 0 0 0 0 1 0 0 0 0 0174 11.2100 0 0 0 1 1 0 0 1 3 0 0175 11.2100 0 0 0 3 2 3 0 4 0 0 2176 11.2100 1 0 2 4 3 4 4 4 3 0 0177 11.2100 2 0 3 3 3 3 0 4 N 2 1178 11.2100 0 0 2 3 0 3 0 3 1 0 0179 11.2100 1 1 3 3 3 3 1 4 N 1 0180 11.2100 1 2 3 3 3 4 3 -- 3 1 3181 11.2100 3 1 3 3 3 3 1 -- 3 1 0182 11.2100 1 1 3 3 2 4 1 4 4 1 N183 11.2100 2 1 4 4 3 4 -- 4 4 1 N184 11.2100 0 1 3 3 3 3 0 4 3 1 --185 11.2100 2 3 4 4 4 4 1 4 -- 3 2186 11.2100 1 1 4 3 3 4 2 4 2 1 0187 11.2100 0 2 3 4 3 4 2 4 N 1 0188 11.2100 0 1 3 4 3 4 2 4 N 1 0189 11.2100 0 1 3 3 1 3 0 4 N 1 1190 11.2100 2 3 4 3 2 4 1 4 4 2 3191 11.2100 0 2 3 4 1 4 0 4 N 1 1192 11.2100 0 3 4 3 3 4 3 -- 4 0 0193 11.2100 1 1 3 4 3 3 1 3 3 1 1194 11.2100 1 3 4 4 3 4 2 4 4 3 2195 11.2100 1 3 4 3 4 4 1 4 4 2 2196 + 11.2100 0 1 3 3 2 4 2 4 3 1 1197 11.2100 2 3 3 3 3 3 2 4 3 1 3198 11.2100 0 1 3 4 3 4 1 4 4 2 1199 11.2100 0 1 3 4 2 4 0 4 N 1 1200 11.2100 0 0 3 2 1 3 -- 4 3 0 N201 11.2100 1 1 3 4 3 4 2 4 3 1 2202 11.2100 0 1 3 3 1 4 1 4 1 1 N203 = 11.2100 0 0 1 1 0 0 0 4 1 0 0204 11.2100 0 0 1 3 2 1 0 2 2 0 0205 11.2100 2 1 3 4 4 4 3 4 4 0 2206 < 11.2100 2 4 2 4 4 3 3 2 3 4207 11.2100 1 1 1 1 2 3 1 1 0 0 0208 11.2100 0 0 1 0 2 2 0 2 1 0 0209 11.2100 0 0 1 1 2 3 1 2 0 0 0 11.2100 0 0 2 1 2 3 1 2 0 0 0210 11.2100 1 0 0 1 1 0 0 1 0 0 1211 11.2100 1 1 1 1 1 3 1 3 1 0 1212 11.2100 0 0 0 0 0 0 N 0 0 0 0213 11.2100 0 0 0 0 0 0 0 0 0 0 N214 11.2100 0 0 0 0 0 0 0 0 0 0 N215 11.2100 0 -- 0 3 1 2 0 N 1 0 0216 11.2100 0 -- 0 0 0 0 0 0 0 0 0217 11.2100 1 0 3 1 2 3 0 4 2 0 0218 11.2100 1 0 3 3 1 3 0 4 1 1 1219 11.2100 0 0 2 3 0 3 0 2 0 0 0220 11.2100 0 0 3 3 2 3 0 4 1 0 0221 11.2100 0 0 0 0 0 0 0 N 0 0 0222 11.2100 0 0 0 1 1 0 0 0 0 0 0223 11.2100 1 1 1 2 1 2 1 4 3 1 0224 11.2100 0 0 0 0 1 0 1 3 1 0 0225 11.2100 0 0 1 2 1 2 0 2 2 0 0226 11.2100 0 0 3 3 0 4 0 4 1 0 0227 11.2100 1 -- 3 2 1 2 0 3 2 0 0228 11.2100 0 -- 1 1 0 1 0 2 1 0 0229 11.2100 0 -- 2 1 0 1 0 1 2 0 0230 11.2100 0 0 0 1 0 1 0 2 1 0 0231 11.2100 0 0 1 3 0 2 0 2 3 0 0232 11.2100 1 1 2 3 1 3 -- 4 4 1 0233 11.2100 0 1 0 2 1 3 0 3 1 0 0234 11.2100 0 1 0 3 1 3 2 4 3 0 0235 11.2100 0 0 2 3 1 3 0 4 3 1 0236 11.2100 0 0 0 1 1 1 0 N 4 1 0237 11.2100 0 2 1 1 0 3 0 N 4 2 0238 11.2100 0 1 0 2 1 0 2 4 4 0 1239 11.2100 1 0 3 3 1 3 0 4 3 1 0240 11.2100 1 0 1 3 1 1 1 N 4 0 0241 11.2100 0 0 0 1 0 0 0 3 2 0 0242 11.2100 0 0 0 1 0 0 0 0 2 0 0243 11.2100 0 0 0 3 1 3 0 1 2 0 0244 11.2100 0 0 0 1 0 0 0 3 0 0 0245 11.2100 0 0 2 3 2 2 1 4 0 0 0246 11.2100 0 1 3 3 3 3 0 4 3 0 0247 11.2100 0 0 1 3 0 3 0 3 0 0 0248 11.2100 0 3 1 3 1 3 1 4 3 1 2249 11.2100 0 0 0 0 0 0 0 0 0 0 0250 11.2100 1 1 3 3 2 4 1 4 3 2 0251 11.2100 0 1 2 3 2 2 0 4 4 2 1252 11.2100 0 0 0 2 0 2 0 2 1 0 0253 11.2100 0 1 0 2 0 4 0 2 0 0 0254 11.2100 0 0 2 3 2 3 0 1 1 0 0255 11.2100 0 0 0 1 0 0 0 2 0 0 0256 11.2100 0 0 0 0 1 0 0 1 0 0 0257 11.2100 0 0 0 1 0 0 0 3 0 0 0258 11.2100 0 0 0 0 0 1 0 3 0 0 0259 11.2100 0 0 0 1 0 0 0 1 0 0 0260 11.2100 1 1 1 1 0 2 0 3 3 0 0261 11.2100 0 0 1 4 2 4 0 4 4 0 0262 11.2100 0 0 3 4 3 4 1 4 4 0 0263 11.2100 0 1 3 4 2 3 1 4 4 0 0264 11.2100 0 0 1 3 2 4 0 4 4 0 0265 11.2100 0 0 3 3 2 4 0 4 3 0 1266 11.2100 0 0 0 2 1 3 0 -- 3 0 0267 11.2100 0 4 4 4 4 4 4 -- 4 2 0268 11.2100 0 1 3 4 3 4 2 -- 3 1 2269 11.2100 1 0 2 3 3 3 -- 4 3 0 1270 11.2100 3 1 4 4 4 4 4 4 4 2 0271 11.2100 0 0 3 4 2 3 0 4 2 1 0272 11.2100 2 1 3 4 4 4 2 -- 4 0 0273 11.2100 0 0 1 1 0 2 0 -- 3 0 0274 11.2100 1 3 4 4 3 4 4 4 4 1 1275 11.2100 0 3 4 4 4 4 4 -- 4 0 3276 11.2100 2 0 3 3 3 3 1 4 3 0 1277 11.2100 0 0 2 1 0 3 3 -- 1 0 N278 11.2100 0 0 1 2 1 3 2 -- 3 0 0279 11.2100 0 0 3 2 1 2 0 4 3 1 N280 11.2100 2 0 3 4 1 3 2 4 4 0 0281 11.2100 0 0 0 0 0 0 0 0 0 0 N282 11.2100 1 1 3 3 3 4 0 4 3 1 0283 11.2100 1 1 3 3 3 4 0 4 4 0 0284 11.2100 1 2 2 2 4 4 2 4 3 4285 11.2100 0 0 3 2 1 4 1 4 3 0 1286 11.2100 0 0 0 3 0 1 1 1 0 0 0287 11.2100 0 0 1 3 2 3 1 4 4 0 1288 11.2100 1 1 3 4 3 4 2 4 4 1 0289 = 11.2100 0 0 1 3 3 4 1 4 4 0 1290 11.2100 0 0 0 2 1 1 0 4 3 0 0291 + 11.2100 0 0 1 2 3 4 2 4 N 0 1292 + 11.2100 0 0 0 1 2 2 1 3 N 0 0293 11.2100 2 0 4 4 4 4 4 4 N 0 0294 11.2100 0 0 1 3 1 3 0 3 N 0 0295 = 11.2100 1 0 3 4 3 4 4 4 4 0 1296 = 11.2100 0 0 1 4 4 4 4 4 4 0 1297 = 11.2100 0 0 2 4 3 4 4 4 3 0 1298 = 11.2100 0 0 0 2 1 3 1 3 3 0 0299 ( 11.2100 2 0 2 4 4 3 1 4 N 0 1300 = 11.2100 0 0 0 1 1 1 0 3 1 0 2301 = 11.2100 0 0 1 4 3 4 3 4 2 0 0302 = 11.2100 3 0 1 4 3 3 2 4 0 0 0303 = 11.2100 1 0 3 4 4 4 2 4 0 0 1304 = 11.2100 3 0 3 4 4 4 3 4 1 0 1305 = 11.2100 2 0 2 3 3 4 4 4 4 0 0306 = 11.2100 2 0 2 4 3 2 1 3 N 0 1307 ( 11.2100 1 0 1 3 4 3 3 4 N 0 1308 ( 11.2100 3 0 3 4 3 4 4 4 N 0 3309 ( 11.2100 0 0 3 4 4 4 0 4 0 0 0310 ( 11.2100 1 0 2 4 4 3 4 4 N 0 0311 ( 11.2100 0 0 2 4 4 4 3 4 1 0 0312 ( 11.2100 0 0 2 4 4 4 2 4 N 0 1313 11.2100 2 0 3 0 2 4 4 4 2 4314 11.2100 3 0 2 0 2 4 3 4 4 4315 11.2100 0 0 2 0 2 4 3 4 2 4316 11.2100 0 0 0 0 0 4 2 4 2 4317 11.2100 0 0 0 0 0 2 2 1 1 1318 11.2100 0 0 0 0 0 0 0 1 1 1319 11.2100 0 0 0 0 0 2 1 2 2 3320 11.2100 0 0 0 0 0 4 3 3 2 2321 11.2100 0 0 0 0 0 0 0 1 0 1322 11.2100 0 0 1 0 0 2 0 2 2 3323 11.2100 0 2 2 0 2 2 0 2 2 3324 11.2100 0 3 2 1 3 3 1 3 2 4325 11.2100 0 0 1 0 2 3 2 3 2 4326 11.2100 2 0 2 0 3 4 4 4 0 4327 11.2100 2 0 2 0 3 4 4 4 4 4328 11.2100 2 1 3 0 2 2 2 3 1 2329 11.2100 0 0 0 0 0 2 2 3 2 2330 11.2100 1 0 2 0 2 2 2 4 2 4331 11.2100 2 1 3 0 3 3 3 4 3 4332 11.2100 0 0 1 0 1 4 3 3 3 4333 11.2100 0 0 2 0 2 4 3 4 4 4334 11.2100 0 0 0 0 1 3 2 3 4 3335 11.2100 3 2 4 1 4 4 3 4 3 4336 11.2100 0 0 0 0 0 2 0 4 0 4337 11.2100 2 0 4 4 4 4 4 4 3 1 1338 = 11.2100 0 0 2 1 0 1 0 4 3 0 0339 = 11.2100 0 2 3 1 0 1 0 4 2 0 2340 11.2100 2 1 3 3 3 4 2 4 N 2 N341 11.2100 0 0 0 0 0 0 0 0 0 0 0342 11.2100 0 0 0 0 0 0 0 2 0 0 0343 11.2100 0 3 4 3 4 3 3 4 3 4344 = 11.2100 0 0 2 3 1 3 0 4 3 1 1345 + 11.2100 0 0 0 1 0 0 0 1 N 0 0346 + 11.2100 0 0 0 0 0 0 0 4 N 0 0347 + 11.2100 0 0 0 0 0 0 0 1 N 0 0348 + 11.2100 0 0 1 1 1 0 0 4 N 0 0349 + 11.2100 0 0 0 1 0 0 1 3 N 0 0350 + 11.2100 0 0 0 1 0 1 0 2 N 0 0351 11.2100 0 0 0 1 0 0 0 0 N 0 0352 11.2100 0 0 1 3 3 4 1 4 N 0 0353 11.2100 0 0 0 0 0 0 0 2 N 0 0354 11.2100 0 0 0 0 0 0 0 0 N 0 0355 11.2100 0 0 0 2 1 3 0 2 N 0 0356 11.2100 0 0 2 3 3 3 2 4 N 0 0357 + 11.2100 0 0 1 1 0 0 0 3 N 0 0358 + 11.2100 0 0 0 1 1 0 0 1 N 0 0359 + 11.2100 0 0 0 0 0 0 0 0 N 0 0360 + 11.2100 0 0 0 2 2 1 0 1 N 0 0361 + 11.2100 0 0 0 0 0 0 0 1 N 0 0362 + 11.2100 0 0 0 0 0 0 0 1 N 0 0363 + 11.2100 0 0 0 1 0 0 0 1 N 0 0364 = 11.2100 0 0 0 1 1 0 1 0 0 0 0365 = 11.2100 0 0 0 1 1 1 1 3 1 0 0366 = 11.2100 0 0 0 1 1 1 1 3 2 0 0367 = 11.2100 0 0 0 0 1 0 0 2 2 0 0368 = 11.2100 0 0 0 1 1 0 1 1 1 0 0369 = 11.2100 0 0 0 0 0 0 0 0 0 0 0370 = 11.2100 0 0 0 1 0 1 0 4 3 0 0371 = 11.2100 0 0 0 0 0 0 0 1 0 0 0372 = 11.2100 1 0 1 2 1 3 0 4 3 0 0373 = 11.2100 0 0 0 0 0 0 0 1 N 0 0374 = 11.2100 1 0 1 0 0 2 N 4 N 0 0375 = 11.2100 0 0 0 0 0 0 0 1 N 0 1376 = 11.2100 0 0 0 0 0 0 0 0 N 0 1377 = 11.2100 0 0 0 0 0 0 0 1 N 0 0378 = 11.2100 0 0 0 0 1 0 0 3 N 0 0379 = 11.2100 0 0 1 0 0 0 1 0 N 0 1380 = 11.2100 0 0 0 0 0 0 0 0 N 0 0381 = 11.2100 1 0 3 3 3 3 1 4 N 0 0382 = 11.2100 2 0 2 4 4 3 3 4 N 0 0383 = 11.2100 0 0 2 0 2 1 0 4 N 0 2384 = 11.2100 0 0 1 2 3 3 0 4 N 0 0385 = 11.2100 2 0 1 1 3 3 3 4 N 0 0386 ( 11.2100 0 0 0 3 3 3 1 3 N 0 0387 ( 11.2100 0 0 2 4 3 4 1 4 N 0 0388 ( 11.2100 0 0 0 4 3 4 0 4 1 0 0389 ( 11.2100 0 0 0 0 0 0 0 2 0 0 0390 ( 11.2100 1 0 1 2 2 3 2 4 N 0 0391 ( 11.2100 0 0 0 0 0 0 0 3 N 0 0392 11.2100 0 0 0 0 3 0 0 1 3 3393 11.2100 0 0 0 0 3 3 2 3 2 4394 11.2100 0 0 0 0 2 2 1 2 2 4395 11.2100 0 0 0 0 0 0 3 2 2 1396 11.2100 0 0 0 0 0 0 0 0 2 1397 11.2100 0 0 0 0 0 0 0 0 0 0398 11.2100 0 0 0 0 2 0 0 2 1 4399 = 11.2100 2 0 3 4 3 4 3 4 N 1 2400 = 11.2100 1 0 3 4 3 4 0 4 N 1 3401 = 11.2100 0 0 3 2 0 1 0 4 N 0 2402 ( 11.2100 0 0 3 3 2 3 1 4 N 0 3403 11.2100 0 0 3 0 3 3 2 3 3 4404 11.2100 2 0 3 0 3 3 2 4 3 4405 11.2100 0 2 2 3 2 2 1 3 2 4406 11.2100 2 2 3 2 3 3 2 3 2 4407 = 11.2100 0 0 2 3 0 3 0 4 N 0 0408 ( 11.2100 0 0 3 3 2 4 1 4 N 0 0409 11.2100 1 1 2 0 3 3 1 3 2 4410 11.2100 1 0 1 0 2 2 1 3 3 4411 11.2100 0 2 1 0 2 2 1 3 3 4412 11.2100 2 2 3 0 3 3 2 3 3 4413 11.2100 0 0 1 0 1 1 2 3 2 4414 11.2100 2 2 2 0 2 2 2 4 3 4415 11.2100 0 0 2 0 3 2 1 3 2 4417 11.2100 0 0 1 0 2 2 2 2 2 3418 11.2100 0 0 1 0 0 2 2 2 2 4419 11.2100 0 0 1 0 0 4 3 4 2 2420 ( 11.2100 0 0 0 1 0 1 0 3 N 0 0421 11.2100 1 0 0 1 0 1 0 3 N 0 0422 11.2100 1 0 0 0 0 2 2 2 2 3423 11.2100 0 0 1 0 1 2 3 2 2 3424 11.2100 0 0 0 0 0 2 2 2 2 2425 11.2100 0 0 0 1 0 2 1 2 2 2426 11.2100 0 0 0 0 0 2 3 3 2 4427 11.2100 1 0 0 0 0 2 3 2 2 4428 11.2100 1 0 1 0 3 2 3 2 2 4429 11.2100 1 0 0 0 0 1 2 3 3 4430 11.2100 0 0 0 0 0 0 1 1 2 3431 11.2100 0 0 1 0 1 0 3 1 1 3432 11.2100 1 0 1 0 1 2 2 4 3 4433 11.2100 1 0 0 0 0 1 2 2 1 2434 11.2100 0 0 0 0 0 0 1 1 2 3435 11.2100 2 0 0 0 2 2 2 2 3 4436 11.2100 0 0 0 0 2 2 2 2 1 2437 11.2100 0 0 0 0 0 0 0 0 2 0438 11.2100 1 0 0 0 0 2 2 3 2 4439 11.2100 0 0 0 0 0 0 0 0 4 3440 11.2100 0 0 0 0 0 3 2 2 2 4441 11.2100 0 0 0 0 0 2 2 1 1 3442 11.2100 0 0 0 0 0 1 1 4 2 3443 11.2100 0 0 0 0 0 2 2 0 2 3444 11.2100 1 1 0 2 2 2 2 1 2 4445 11.2100 0 0 0 0 0 1 1 1 2 4446 11.2100 1 3 3 2 4 4 2 4 4 4447 11.2100 2 0 2 0 2 3 3 4 2 4448 11.2100 0 0 0 0 1 2 2 2 2 4449 11.2100 0 0 0 0 2 2 2 2 0 2450 11.2100 0 0 2 0 2 4 2 3 3 4451 11.2100 0 0 1 0 1 0 0 1 1 2452 11.2100 0 0 1 0 1 0 1 0 2 0453 11.2100 0 0 0 0 2 2 2 2 0 3454 11.2100 0 0 0 0 2 0 1 0 1 2455 11.2100 1 0 0 0 2 3 2 2 2 4456 11.2100 0 0 0 0 0 2 1 2 2 2457 11.2100 2 3 3 1 3 4 3 3 0 4458 11.2100 1 0 1 0 2 2 2 0 2 4459 11.2100 0 0 0 0 0 2 3 3 2 3460 11.2100 3 0 3 1 3 0 4 4 4 3461 11.2100 2 0 0 0 1 2 2 3 1 2462 11.2100 0 0 0 0 0 0 0 2 2 2463 11.2100 2 0 1 0 1 2 0 1 0 3464 11.2100 0 2 3 0 3 3 2 4 3 4465 11.2100 0 1 3 0 3 4 2 4 2 4466 11.2100 2 0 3 0 3 3 2 3 2 4467 11.2100 0 0 2 0 3 3 2 4 2 4468 11.2100 2 0 2 0 3 4 2 4 2 4469 11.2100 0 2 3 1 3 4 2 4 3 4470 11.2100 1 2 3 0 3 4 3 4 3 4471 11.2100 0 2 2 0 2 2 1 3 4 4472 11.2100 0 2 3 0 3 3 2 4 3 4473 11.2100 0 0 2 1 3 3 3 4 2 4474 11.2100 0 0 2 0 3 3 2 4 2 4475 11.2100 0 0 0 0 2 3 2 4 1 1476 11.2100 0 4 2 4 3 3 2 4 2 3477 11.2100 1 0 2 0 2 3 2 4 2 3478 11.2100 0 0 0 0 1 2 0 4 2 4479 11.2100 0 0 2 0 3 2 0 4 2 4480 11.2100 0 4 4 4 4 4 3 4 3 4481 11.2100 0 2 3 2 4 4 1 4 3 4482 11.2100 0 2 3 2 3 4 2 4 3 4483 11.2100 0 2 3 2 3 3 2 4 2 4484 11.2100 0 3 3 4 4 4 2 4 3 4485 11.2100 0 2 3 1 3 4 2 4 3 2486 ! 11.2100 0 3 4 2 4 3 2 4 3 4487 11.2100 0 0 0 0 0 2 2 3 2 2488 11.2100 0 0 0 0 3 3 2 3 2 4489 11.2100 0 0 2 0 3 3 2 2 2 2490 11.2100 0 0 2 0 3 2 2 2 1 2491 11.2100 0 0 0 0 2 2 0 1 2 2492 11.2100 0 0 0 0 2 0 0 3 0 0493 11.2100 0 0 2 0 2 3 3 4 2 4494 11.2100 0 2 0 2 2 4 2 4 3 4495 11.2100 0 0 0 0 2 3 2 2 0 2496 11.2100 0 0 0 2 2 2 1 2 0 4497 11.2100 0 2 0 0 2 3 2 4 3 4498 11.2100 0 0 2 0 3 3 2 3 2 4499 11.2100 0 0 2 0 3 4 3 3 2 4500 11.2100 0 2 0 0 0 3 3 4 1 2501 11.2100 2 0 0 0 2 3 3 4 2 4502 11.2100 1 2 2 2 4 3 2 4 2 3503 11.2100 2 0 2 2 3 3 2 3 3 4504 11.2100 0 0 3 0 0 3 2 4 2 3505 11.2100 0 2 3 2 3 3 1 3 2 3506 11.2100 0 0 3 1 2 2 0 3 3 4507 11.2100 0 0 3 2 3 2 0 4 4 4508 11.2100 0 0 0 0 0 2 0 2 2 2509 11.2100 2 0 3 0 0 3 0 4 3 4510 11.2100 2 1 3 0 4 4 1 4 1 3511 11.2100 0 0 1 0 2 3 0 4 3 3512 11.2100 0 0 0 1 2 3 1 4 2 3513 11.2100 0 2 2 2 3 2 4 4 3 4514 11.2100 0 2 3 3 3 3 3 3 3 4515 11.2100 2 0 3 0 2 3 2 4 3 4516 11.2100 0 0 3 0 2 4 2 4 1 4517 11.2100 0 4 4 4 4 4 3 4 4 4518 11.2100 0 3 3 2 4 3 2 4 4 4519 11.2100 0 0 2 0 2 2 0 2 0 N520 11.2100 0 1 2 0 2 2 1 1 0 1521 11.2100 0 2 3 2 2 2 2 4 1 4522 11.2100 0 2 2 3 2 2 2 4 1 4523 11.2100 0 3 4 3 3 3 0 4 3 4524 11.2100 0 2 4 2 4 4 2 4 4 4525 11.2100 0 4 4 4 4 4 2 3 3 4526 11.2100 0 4 4 0 4 4 2 4 4 4527 11.2100 0 3 4 3 4 3 2 4 3 4528 11.2100 0 4 4 4 4 4 1 4 4 4529 11.2100 0 4 4 4 4 4 0 4 3 4530 11.2100 0 3 3 0 3 3 0 3 3 4531 11.2100 0 1 3 2 3 3 3 4 2 4532 11.2100 0 4 4 4 4 3 2 4 3 4533 11.2100 0 3 4 3 3 3 1 4 1 3534 11.2100 0 3 4 3 4 3 2 4 3 4535 11.2100 0 3 4 3 4 4 3 4 2 4536 11.2100 0 0 0 0 0 3 1 3 2 3537 11.2100 0 0 0 0 0 0 0 0 1 2538 11.2100 0 2 4 1 3 3 1 4 2 3539 11.2100 0 2 4 3 4 4 3 4 3 4540 11.2100 0 3 4 2 4 4 2 4 3 4541 11.2100 2 2 4 1 3 4 2 4 3 4542 11.2100 2 0 3 1 4 4 2 4 2 3543 11.2100 2 0 3 2 4 3 1 4 2 4544 11.2100 0 3 4 3 4 4 3 4 3 4545 11.2100 2 2 3 2 4 3 3 4 2 3546 11.2100 2 3 4 3 4 4 3 4 3 2547 11.2100 0 2 3 2 3 4 3 4 2 2548 11.2100 0 2 4 2 4 4 4 4 4 4549 11.2100 1 4 4 4 4 2 3 4 4 4550 11.2100 0 0 4 1 3 4 4 4 2 3551 11.2100 0 4 4 4 4 3 3 4 4 4552 11.2100 1 3 4 3 4 3 3 4 4 4554 11.2100 0 2 2 2 1 1 0 3 0 3555 11.2100 0 2 2 2 4 4 4 4 2 4556 11.2100 1 0 2 0 2 4 4 4 3 4557 11.2100 0 2 4 2 4 4 2 4 3 3558 11.2100 2 3 4 1 3 3 1 4 3 3559 11.2100 0 0 2 0 2 2 0 0 2 2560 11.2100 2 2 4 2 4 4 2 4 3 4561 11.2100 0 1 3 0 2 3 1 4 2 3562 11.2100 2 3 3 3 4 3 2 4 3 4563 11.2100 1 1 3 1 3 3 4 4 3 4564 11.2100 0 2 3 0 3 4 3 4 2 3565 11.2100 0 4 4 2 4 3 4 4 3 4566 ! 11.2100 0 4 4 3 4 4 4 4 3 4567 11.2100 0 3 3 0 4 4 4 4 2 3568 11.2100 2 3 4 4 4 3 3 4 4 4569 ! 11.2100 0 0 3 0 3 3 2 3 2 4570 ! 11.2100 3 4 4 3 4 4 3 4 3 4571 % 11.2100 2 3 4 4 4 4 4 4 3 3572 % 11.2100 2 1 3 0 3 4 2 4 3 4573 % 11.2100 0 0 2 0 0 2 3 4 2 2574 % 11.2100 2 1 2 0 1 4 4 4 3 2575 % 11.2100 0 0 2 0 0 4 4 4 3 3576 % 11.2100 0 0 3 0 3 3 3 4 1 2577 % 11.2100 2 2 4 0 3 4 4 4 2 3578 % 11.2100 0 0 3 0 3 4 4 4 1 2579 % 11.2100 0 0 3 2 4 4 3 4 2 3580 % 11.2100 2 0 4 2 4 3 4 4 0 3581 % 11.2100 0 1 3 0 0 2 3 3 2 3582 .vertline. 11.2100 0 3 3 3 3 2 4 4 4 4583 .about. 11.2100 0 0 0 0 0 0 0 0 N 0584 .about. 11.2100 2 2 4 3 4 4 4 4 3 3585 .about. 11.2100 2 4 4 3 4 3 3 4 3 3586 .about. 11.2100 2 3 3 4 3 3 4 4 3 3587 .vertline. 11.2100 0 0 2 0 2 2 0 3 2 3588 .vertline. 11.2100 2 3 3 3 4 3 2 4 3 4589 .vertline. 11.2100 1 4 4 4 4 3 4 4 4 4590 .vertline. 11.2100 1 2 3 0 2 4 4 4 4 3591 < 11.2100 0 4 4 4 4 3 3 4 3 3592 < 11.2100 1 1 3 1 2 2 3 4 3 3593 < 11.2100 0 4 3 4 3 3 3 4 4 4594 < 11.2100 2 2 4 2 3 3 4 4 3 4595 11.2100 2 2 3 3 3 3 3 4 3 2596 11.2100 1 3 4 4 4 4 4 4 3 4597 11.2100 1 4 4 4 4 4 4 4 2 4598 11.2100 0 4 4 4 4 3 4 4 4 4599 11.2100 2 3 4 4 4 4 3 4 3 4600 11.2100 2 3 3 2 3 4 4 4 3 2601 11.2100 1 0 4 1 4 4 3 4 3 3602 11.2100 0 0 3 1 3 2 3 4 2 2603 11.2100 0 0 3 4 3 4 1 4 3 4604 { 11.2100 0 4 4 4 4 3 4 3 3 4605 { 11.2100 1 4 4 3 4 3 4 4 3 3606 { 11.2100 0 0 2 0 2 2 2 2 0 0607 { 11.2100 1 3 3 3 4 3 4 4 3 4608 { 11.2100 1 4 4 4 4 4 2 4 4 4609 11.2100 0 0 1 0 1 4 3 3 2 3610 11.2100 1 0 3 0 1 4 3 4 2 3611 11.2100 0 0 0 0 0 2 0 2 1 1612 11.2100 0 0 0 0 0 2 0 3 1 3613 11.2100 0 0 2 0 1 2 0 2 0 2614 11.2100 0 3 2 3 3 2 2 3 0 4615 11.2100 0 0 3 0 2 3 4 4 2 4616 11.2100 0 0 2 0 2 3 3 3 0 4617 11.2100 0 0 0 0 1 2 0 1 1 2618 11.2100 0 2 2 0 3 3 1 3 2 4619 11.2100 0 0 2 0 2 2 1 0 1 2620 11.2100 0 3 3 3 3 3 1 3 2 4621 11.2100 0 2 2 1 3 3 1 3 1 4622 11.2100 0 0 4 1 3 3 3 4 1 3623 11.2100 0 0 1 0 1 0 2 1 0 2624 11.2100 1 3 4 3 4 4 4 4 3 4625 11.2100 0 2 3 3 3 4 4 4 3 4626 11.2100 0 2 4 3 3 3 4 4 3 4627 11.2100 0 2 3 4 4 3 0 4 3 4629 11.2100 3 2 4 1 4 3 2 4 3 4630 11.2100 0 2 3 1 4 4 0 4 3 4631 11.2100 0 0 3 2 3 4 0 4 3 4632 11.2100 0 2 4 2 3 4 0 4 3 4633 11.2100 2 0 0 1 3 4 0 4 3 4634 11.2100 2 1 3 2 4 4 0 4 3 4635 11.2100 1 2 3 2 4 3 2 4 4 4636 11.2100 0 4 4 3 4 3 0 4 4 4637 11.2100 2 4 4 3 4 4 2 4 4 4638 11.2100 0 0 3 1 3 3 0 4 3 3639 11.2100 0 2 2 2 0 3 0 4 2 4640 11.2100 0 4 4 3 4 3 0 4 3 4641 11.2100 1 4 4 4 4 3 2 4 4 4642 11.2100 1 2 4 2 4 3 2 4 3 4643 11.2100 1 3 4 4 4 4 2 4 4 4644 11.2100 2 4 4 4 4 4 2 4 4 4645 11.2100 0 0 2 0 2 4 1 4 3 4646 11.2100 2 4 4 3 4 3 3 4 3 4647 11.2100 1 2 2 0 2 2 0 4 2 4648 11.2100 0 1 4 3 2 2 0 4 3 4649 11.2100 2 0 4 0 2 4 1 4 1 4650 11.2100 0 4 4 4 4 3 1 4 3 4651 11.2100 0 2 2 2 1 4 1 3 3 3652 11.2100 0 3 4 3 4 3 1 4 3 4653 11.2100 2 2 4 2 4 4 1 4 3 4654 11.2100 3 0 3 2 3 4 3 4 3 4655 11.2100 2 4 4 4 4 3 3 4 4 4656 11.2100 0 0 2 2 2 3 3 3 3 3657 11.2100 1 3 3 2 3 3 3 4 3 4658 11.2100 2 2 3 1 2 4 4 4 3 4659 11.2100 1 0 2 0 2 3 3 4 3 4660 11.2100 0 0 2 0 3 3 4 3 2 4661 11.2100 2 3 3 3 4 3 2 4 2 4662 11.2100 2 4 4 4 4 3 4 4 3 4663 ! 11.2100 0 0 2 0 1 2 2 4 2 2664 ! 11.2100 0 0 2 0 1 2 3 3 2 2665 ! 11.2100 0 3 3 3 3 3 2 4 3 4666 .about. 11.2100 1 4 4 4 4 4 3 4 3 4667 .about. 11.2100 0 2 4 3 4 3 2 4 3 4668 ! 11.2100 0 3 4 2 3 3 2 4 2 2669 ! 11.2100 0 0 3 0 3 2 2 4 3 4670 ! 11.2100 0 3 4 3 4 4 2 4 3 4671 ! 11.2100 0 1 3 0 4 4 2 4 2 4672 ! 11.2100 0 0 3 0 2 2 2 4 3 4673 ! 11.2100 0 0 3 0 3 2 2 4 2 3674 .about. 11.2100 1 4 4 4 4 3 4 4 3 3675 .about. 11.2100 1 4 4 4 4 3 3 4 3 4676 % 11.2100 2 0 2 0 2 4 4 4 3 4677 % 11.2100 0 1 4 1 3 3 4 4 2 3678 % 11.2100 2 4 4 4 4 4 3 4 3 4679 % 11.2100 2 3 3 2 3 3 2 4 1 4680 .vertline. 11.2100 0 1 3 0 3 2 2 3 N N681 % 11.2100 0 0 2 0 0 0 0 2 0 2682 11.2100 0 3 3 3 4 3 3 4 3 4683 11.2100 1 3 3 2 3 4 3 4 3 4684 11.2100 0 0 0 0 1 1 0 3 2 2685 11.2100 0 3 4 3 3 3 2 4 3 4686 11.2100 0 3 4 2 3 4 1 3 1 4687 11.2100 0 4 4 4 4 3 2 4 2 4688 11.2100 0 0 2 0 2 3 3 4 2 4689 11.2100 1 4 4 4 4 4 2 4 4 4690 11.2100 1 4 4 4 4 3 2 4 4 4691 ! 11.2100 0 1 2 0 2 2 0 3 1 2692 ! 11.2100 0 0 2 0 2 2 2 4 1 2693 11.2100 0 4 4 4 4 4 4 4 4 4694 11.2100 0 2 3 2 4 4 2 4 2 3695 11.2100 0 4 3 2 3 3 3 4 3 3696 11.2100 0 2 3 2 3 4 2 4 3 4697 11.2100 0 4 4 4 4 4 4 4 3 4698 11.2100 0 3 4 4 4 4 3 4 4 4699 < 11.2100 2 1 2 3 2 4 4 4 4 4700 < 11.2100 0 2 4 3 4 2 2 4 3 4701 < 11.2100 0 0 2 1 2 3 4 4 3 3702 < 11.2100 2 1 3 2 4 3 3 4 3 4703 11.2100 0 0 2 0 2 2 2 3 2 2704 11.2100 2 0 2 2 3 4 2 4 2 2705 11.2100 2 1 3 2 3 3 3 4 3 4706 11.2100 2 4 4 4 4 3 4 3 3 3707 11.2100 0 1 2 0 1 3 3 4 2 4708 11.2100 1 2 3 0 3 3 4 4 2 3709 11.2100 0 1 1 0 2 3 1 3 1 3710 11.2100 0 2 3 2 2 4 3 4 2 4711 11.2100 0 2 3 2 4 2 2 3 2 4712 11.2100 2 0 3 1 3 4 3 4 2 4713 < 11.2100 2 4 2 3 4 2 3 4 1 4714 11.2100 2 4 4 4 4 4 3 4 3 4715 < 11.2100 2 0 3 2 2 4 3 4 4 4716 < 11.2100 2 3 4 3 4 3 4 4 2 4717 11.2100 0 0 2 0 1 2 0 2 2 4718 11.2100 0 0 2 0 2 4 2 4 3 4719 .vertline. 11.2100 0 3 4 3 3 3 2 4 4 3720 < 11.2100 2 4 3 3 3 3 2 4 3 4721 11.2100 0 0 0 0 0 0 0 1 1 0722 11.2100 0 0 2 0 1 3 1 1 1 3723 11.2100 0 0 3 1 2 4 3 4 3 4724 11.2100 0 0 1 0 0 3 1 1 1 3725 .about. 11.2100 2 4 4 4 4 3 3 4 4 4726 % 11.2100 0 4 4 4 4 3 2 3 2 4727 .vertline. 11.2100 0 3 3 3 3 2 2 4 2 3728 .vertline. 11.2100 0 0 3 0 2 3 4 4 3 4729 .about. 11.2100 2 4 4 4 4 3 3 4 4 4730 11.2100 2 3 4 3 4 4 4 4 3 4731 .vertline. 11.2100 2 0 3 2 3 3 2 4 2 4732 11.2100 0 0 2 2 2 3 2 4 1 4733 < 11.2100 0 0 2 1 2 2 2 4 3 4734 < 11.2100 0 0 2 0 1 2 3 4 2 2735 < 11.2100 2 0 3 3 3 3 2 4 2 4736 11.2100 2 1 3 1 3 3 3 4 3 4737 < 11.2100 2 0 2 0 2 3 3 4 2 2738 < 11.2100 2 0 4 2 2 4 2 4 3 4739 < 11.2100 0 0 2 0 2 2 2 4 3 4740 11.2100 2 3 3 3 4 4 4 4 3 4741 11.2100 2 0 4 0 4 4 2 4 3 4742 11.2100 0 3 4 4 4 4 3 4 4 4743 11.2100 1 0 3 0 2 4 4 4 0 2744 11.2100 1 0 2 0 3 3 2 4 3 4745 11.2100 0 0 4 0 2 3 3 4 3 4746 11.2100 0 0 3 3 4 2 3 4 3 4747 11.2100 1 0 2 0 2 4 4 4 1 3748 11.2100 1 0 2 0 2 4 4 4 2 4749 11.2100 0 0 4 1 4 4 4 4 3 4750 11.2100 2 0 2 0 2 3 4 4 3 4751 11.2100 2 0 2 0 2 4 4 4 1 4752 11.2100 2 0 2 0 2 3 3 4 0 4753 11.2100 0 0 3 0 2 4 4 4 2 2754 11.2100 1 0 2 0 3 4 4 4 3 4755 { 11.2100 1 4 4 4 4 3 2 4 3 4756 { 11.2100 1 0 2 0 3 4 4 3 4 4757 11.2100 2 0 2 0 2 4 4 4 2 4758 { 11.2100 0 0 2 0 2 1 0 2 2 2759 { 11.2100 2 0 2 0 3 4 4 4 3 3760 11.2100 1 0 1 0 1 3 3 4 2 3761 11.2100 2 0 2 0 2 4 3 4 0 4762 11.2100 1 0 2 0 2 2 2 0 2 4763 11.2100 0 0 3 1 3 3 2 4 2 4764 11.2100 0 0 1 0 2 2 1 3 0 3765 11.2100 0 3 3 3 3 3 3 4 0 4766 11.2100 0 2 3 1 2 2 2 3 0 3767 11.2100 0 3 3 3 2 2 2 4 0 4768 11.2100 2 4 3 3 2 4 3 4 1 3769 11.2100 0 0 2 0 2 2 2 0 0 0770 11.2100 2 3 4 3 4 3 2 4 0 4771 11.2100 1 3 3 3 3 3 2 4 2 4772 11.2100 1 3 4 3 4 3 3 4 2 4773 11.2100 1 2 3 2 2 3 2 4 1 4774 11.2100 1 3 3 3 2 3 2 4 1 4775 11.2100 0 3 2 3 2 3 2 4 1 4776 11.2100 0 0 2 2 3 3 2 3 1 3777 11.2100 1 4 4 3 3 3 2 4 1 3778 11.2100 2 1 1 1 2 3 3 4 0 4779 11.2100 0 0 1 0 1 2 2 3 2 4780 11.2100 0 0 1 0 0 0 0 0 0 1781 { 11.2100 0 4 4 4 4 4 2 4 3 4782 { 11.2100 2 0 2 0 2 4 3 4 2 2783 11.2100 0 0 1 1 1 4 4 4 3 3784 11.2100 0 0 1 0 1 4 3 4 2 3785 11.2100 0 0 1 0 0 3 3 4 2 3786 11.2100 0 0 1 0 0 3 1 4 1 3787 11.2100 2 0 1 0 0 4 3 3 2 4788 11.2100 0 0 2 0 2 4 3 4 2 3789 11.2100 2 0 2 0 2 4 4 4 1 4790 11.2100 0 0 1 0 1 2 1 1 0 1791 11.2100 1 0 2 0 2 4 4 4 2 4792 11.2100 2 3 3 3 3 4 3 4 4 4793 11.2100 0 0 2 0 2 4 3 2 0 2794 11.2100 0 0 0 0 2 1 0 3 1 1795 11.2100 1 2 4 3 4 4 2 4 2 4796 11.2100 0 1 4 2 3 2 1 2 0 2797 11.2100 0 0 2 0 2 0 0 2 0 2798 11.2100 2 2 3 3 3 3 3 4 1 4799 11.2100 1 0 1 0 3 3 4 4 2 2800 11.2100 1 0 2 0 2 4 3 4 2 3801 11.2100 2 3 3 3 2 3 2 4 2 4802 11.2100 2 1 3 0 2 2 3 3 1 3803 11.2100 0 0 0 0 1 1 0 2 1 2804 11.2100 0 0 2 0 2 2 2 2 1 1805 11.2100 2 0 2 0 2 4 4 4 2 3806 11.2100 2 0 2 0 2 4 4 4 0 4807 11.2100 0 0 3 0 2 0 0 2 1 2808 11.2100 2 0 3 0 2 3 4 4 1 4809 11.2100 0 0 3 0 3 3 3 4 1 4810 11.2100 2 0 3 2 4 3 2 3 0 4811 11.2100 2 0 2 0 2 4 3 4 2 4812 11.2100 2 0 2 0 2 3 3 4 2 3813 11.2100 2 0 2 0 2 4 4 4 2 3814 11.2100 2 0 2 0 2 3 3 2 1 4815 11.2100 2 0 2 1 3 3 3 3 0 4816 11.2100 3 0 2 0 2 4 3 4 2 4817 11.2100 1 2 2 2 2 2 4 3 2 3818 11.2100 2 4 3 3 2 3 3 4 2 4819 11.2100 0 1 3 1 3 3 1 4 1 3820 11.2100 0 0 1 0 0 0 0 0 1 0821 11.2100 0 0 0 0 2 2 1 1 0 2822 11.2100 2 3 2 1 2 2 2 2 0 3823 11.2100 1 1 0 0 2 3 2 1 2 3824 11.2100 0 0 1 0 0 3 3 4 2 3825 11.2100 1 2 2 2 0 2 2 3 1 3826 11.2100 0 0 2 0 0 1 0 0 1 0827 11.2100 0 0 0 0 0 1 0 0 1 2828 11.2100 2 3 3 2 4 3 3 4 3 4829 11.2100 0 2 0 0 2 3 2 4 2 4830 11.2100 0 1 0 0 2 1 2 4 2 3831 11.2100 1 3 1 2 3 3 3 4 2 3835 11.2100 0 0 0 0 0 0 1 1 1 0836 11.2100 2 3 3 3 3 4 4 4 3 3837 11.2100 0 0 2 0 2 3 2 1 1 2838 11.2100 1 0 4 4 4 3 3 4 3 4839 11.2100 0 0 3 1 2 4 4 4 2 3840 11.2100 2 0 3 0 3 4 4 4 2 4841 11.2100 2 0 3 0 2 3 4 4 2 4842 11.2100 2 0 3 0 3 4 4 4 3 3843 11.2100 0 0 2 0 2 4 4 4 2 4844 11.2100 2 4 3 2 2 2 4 4 2 4845 11.2100 2 0 3 0 4 4 4 4 2 4846 11.2100 1 0 0 0 0 2 3 3 0 0847 11.2100 1 2 2 1 3 3 4 4 1 2848 11.2100 2 3 2 2 2 3 3 4 1 4849 11.2100 0 0 1 0 2 4 4 4 1 4850 11.2100 2 0 3 1 2 4 4 4 1 3851 11.2100 0 0 2 0 0 3 2 2 0 2852 11.2100 2 0 2 0 1 3 2 3 0 3853 11.2100 0 0 0 0 0 1 1 0 0 2854 11.2100 0 3 2 2 3 4 3 4 3 4855 11.2100 0 0 0 0 0 1 0 0 1 1856 11.2100 0 0 0 0 0 2 0 0 1 0857 11.2100 1 1 3 2 4 2 1 4 1 4858 11.2100 1 0 0 0 1 2 1 1 1 2859 11.2100 0 2 3 2 3 3 2 4 1 4860 11.2100 0 0 0 0 1 3 2 3 2 3862 11.2100 3 0 2 0 2 4 4 4 2 4863 11.2100 3 0 1 0 2 4 4 4 3 4864 11.2100 2 0 2 0 2 4 4 4 2 3865 11.2100 2 0 2 0 2 4 4 4 2 4866 11.2100 2 0 0 0 2 3 3 4 3 4867 11.2100 0 0 0 0 2 4 3 4 2 3868 11.2100 1 2 3 2 3 2 2 4 0 4869 11.2100 2 0 0 0 2 4 3 4 2 3870 11.2100 2 0 0 0 2 4 4 4 2 3871 11.2100 2 0 1 0 2 3 3 3 2 3872 11.2100 2 2 3 2 2 2 2 4 0 4873 11.2100 2 3 3 3 3 3 2 4 0 4874 11.2100 1 0 2 1 2 4 3 4 0 4875 11.2100 2 0 1 0 2 4 3 2 2 3876 11.2100 1 0 0 0 2 4 2 3 2 4877 11.2100 0 0 1 0 1 2 0 0 1 3878 11.2100 2 0 2 0 2 4 4 4 2 4879 11.2100 2 1 2 2 2 2 2 4 0 3880 11.2100 2 0 2 0 2 3 3 3 0 3881 11.2100 0 0 1 0 2 3 3 2 1 2882 11.2100 3 0 0 1 2 4 4 3 1 4883 11.2100 0 0 2 0 0 2 2 2 0 2884 11.2100 2 0 0 0 2 3 4 3 2 4885 11.2100 1 2 2 0 2 3 2 4 1 4886 11.2100 0 0 2 0 1 1 2 1 0 2887 11.2100 0 0 0 0 1 2 2 2 1 1888 11.2100 0 0 1 0 0 3 1 0 0 2889 11.2100 0 0 0 0 0 2 2 1 2 2890 11.2100 1 0 0 1 2 3 2 1 0 2891 11.2100 0 0 2 0 2 4 4 3 2 4892 11.2100 0 0 2 2 3 2 2 4 1 4893 11.2100 2 0 0 0 2 4 4 4 1 4896 11.2100 0 0 0 0 0 2 0 2 0 2897 11.2100 1 0 0 0 2 2 1 2 0 2898 11.2100 2 0 3 1 2 4 4 4 2 4899 11.2100 0 0 0 0 0 1 0 0 0 1900 11.2100 1 0 2 0 1 3 3 4 1 3901 11.2100 0 0 1 0 0 4 3 4 1 3902 11.2100 2 2 3 2 3 2 2 3 2 4903 11.2100 0 0 1 0 2 3 2 3 1 3__________________________________________________________________________ + NO SMARTWEED GERMINATION = POOR SMARTWEED GERMINATION (POOR GERMINATIONSW ! DAMPING OFF IM, WB % DAMPING OFF IM, WB .about. DAMPING OFF IM, WB POOR GERMINATIONCB .vertline. DAMPING OFF IM, WB POOR GERMINATIONCB < DAMPING OFF IM, WB { DAMPING OFF IM, WB E CUPPINGMG.

PRE-EMERGENCE ACTIVITY ON WEEDS AND CROPS

In another set of tests, the pre-emergence activity of compounds of this invention was tested on weeds in the presence of crop plants. In these tests the following procedure was used:

Topsoil is sieved to pass through a 1/2 inch (1.27 cm) screen. Fertilizer is added to the topsoil in some of the tests, while in testing other compounds the fertilizer is omitted. The mixture is then sterilized.

The topsoil mixture is placed in an aluminum pan compacted to a depth of about 1.27 cm. from the top of the pan. On the top of the soil is placed a predetermined number of seeds of each of several monocotyledonous and dicotyledonous plant species and where noted vegetative propagules of various perennial plant species. The soil required to level fill a pan after seeding or adding vegetative propagules is weighed into another pan. A known amount of the active ingredient is dissolved or suspended in acetone or a suitable organic solvent as a 1% solution or suspension and applied to the cover soil using a sprayer at the desired rate. The spray is thoroughly mixed with this cover soil, and the herbicide/soil mixture is used as a cover layer for the previously prepared pan. Untreated soil is used as a cover layer for control pans. Alternatively, the pans may be covered with the soil layer and the spray solution uniformly applied to the soil surface. When this latter method is used, the statement "surface application" accompanies the test data. In Table C below the amount of active ingredient applied is a kg/ha shown in the Table. After treatment, the pans are moved to a greenhouse bench. Moisture is supplied to each pan as needed for germination and growth. Growth of each species is observed and corrective measures (greenhouse fumigation, insecticide treatment, and the like) are applied as needed.

Approximately 10-14 days (usually 11 days) after seeding and treating, the pans are observed and the results recorded. In some instances, a second observation is made (usually 24-28 days after seeding and treating, although this time interval is at the discretion of the observer), and these observations are indicated in the following tables by a "pound" sign (#) immediately following the Example number.

The pre-emergence data for weeds in the presence of crop plants is shown in the following Table C. In these tests, the plants are identified according to the following column headings:

______________________________________SOBE Soybean VELE VelvetleafSUBE Sugarbeet DOBR Downy BromeWHEZ Wheat PRMI Proso MilletRICE Rice BYGR BarnyardgrassGRSO Grain Sorghum LACG Large CrabgrassCOBU Cocklebur GRFT Green FoxtailWIBW Wild Buckwheat CORN CornNOGL Morningglory COTZ CottonHESE Hemp Sesbania RAPE Oilseed RapeCOLQ Common Lambsquarters JIWE JimsonweedPESW Pennsylvania Smartweed______________________________________ TABLE C Herbicide Secondary Pre, spectrums 26, 88, 91, and 93 S C R C W M H J V W R G C D P B L G S C P C o o a o i o e i e h i r o o r y a r u o e o Ex. Rate b t p b b g s w l e c s r b m g c f b l s c No. CP kg/ha e z e u w l e e e z e o n r i r g t e q w w 7 5.6050 100 90 100 95 100 100 45 98 95 100 100 100 100 100 100 100 100 100 5.6050 95 95 100 100 95 100 80 95 90 100 98 100 100 100 100 100 100 100 1.1210 55 80 40 95 90 100 10 90 90 95 25 98 100 100 100 100 100 100 1.1210 20 30 98 90 100 100 10 95 20 90 10 100 98 100 95 100 100 100 0.5605 10 0 100 40 95 100 0 85 25 50 20 80 85 100 85 100 100 100 0.5605 90 25 N 60 100 100 10 90 25 65 20 95 60 100 95 100 100 100 0.2803 0 N 25 N 90 80 0 45 N 30 30 70 95 100 100 90 85 100 0.2803 N 0 100 60 98 95 0 85 0 15 30 85 80 100 80 100 100 100 0.1401 N 0 N 20 55 70 0 50 25 20 N 75 N 45 N 85 100 100 0.1401 25 0 25 85 95 95 0 10 0 30 0 25 N 100 95 95 95 100 0.0701 0 0 0 95 55 90 0 0 0 0 0 10 95 45 100 60 90 100 0.0701 N 50 95 30 85 60 0 20 25 10 0 15 80 100 70 95 95 100 0.0350 15 40 85 50 0 0 0 0 0 0 40 0 40 100 50 40 100 100 0.0350 0 0 N 0 90 90 0 10 0 0 0 0 0 85 0 90 100 100 0.0175 0 N 0 N 30 60 0 0 0 0 0 N 0 20 N 70 90 90 0.0175 0 0 N 0 N N 0 30 0 0 0 N 0 0 0 35 N 85 0.0087 N 0 9 5 0 40 35 0 0 0 0 0 0 0 0 N 45 100 100 0.0087 0 0 N 0 0 40 0 0 0 0 0 0 0 0 35 60 100 100 0.0044 5 0 0 0 0 0 0 0 0 0 0 0 0 0 0 65 0 80 0.0044 N 0 0 0 0 N 0 0 0 N 0 0 0 0 N 60 95 30 13 - 5.6050 98 90 100 N 100 95 100 100 100 90 85 95 90 95 100 100 100 100 - 1.1210 100 60 80 N 100 90 100 100 100 35 30 85 20 90 100 95 100 100 - 0.2803 60 35 80 N 100 85 90 100 100 0 80 0 0 35 55 45 95 80 - 0.0701 20 25 80 N 100 85 95 95 80 0 0 0 20 0 0 0 50 0 - 0.0175 40 25 60 N 100 30 50 100 30 0 0 0 0 0 0 0 40 0 - 0.0087 0 30 0 N 95 0 75 90 50 0 20 0 0 0 0 0 0 0 105 5.6050 95 98 100 95 100 100 85 90 85 95 100 100 100 100 100 100 100 100 1.1210 95 50 100 60 100 100 75 90 80 70 100 100 100 100 100 100 100 100 0.5605 40 70 100 60 100 95 55 90 60 75 95 90 100 100 100 100 100 100 0.2803 40 50 95 N 90 85 20 85 60 25 95 70 100 100 100 100 100 100 0.1401 10 70 100 60 95 40 15 50 60 15 75 50 95 80 100 95 100 100 0.0701 15 0 85 30 95 0 0 10 25 40 60 0 95 80 90 75 100 100 0.0350 5 35 15 25 35 0 0 15 5 5 45 15 85 50 95 35 80 100 0.0175 0 N 25 0 80 0 0 0 0 15 50 0 35 80 20 40 100 75 151 5.6050 75 15 100 80 100 100 45 95 60 45 100 100 100 100 98 100 100 100 1.1210 35 20 100 40 99 95 20 50 25 35 45 65 90 100 95 98 100 100 0.5605 20 10 100 30 95 70 15 30 30 20 40 70 90 60 95 95 100 100 0.2803 0 30 100 0 90 55 0 20 0 15 25 35 60 95 20 95 100 100 0.1401 15 25 65 20 75 35 10 10 0 0 10 25 0 25 0 80 100 95 0.0701 10 10 95 20 35 20 0 15 0 0 25 20 0 0 0 90 100 95 0.0350 0 0 95 0 40 15 0 10 0 0 0 0 0 0 0 60 100 100 0.0175 0 0 95 0 0 15 0 10 0 0 0 0 0 0 0 40 98 45 153 5.6050 90 30 100 50 100 100 30 40 65 50 100 50 100 100 100 100 100 100 1.1210 40 0 100 20 100 95 0 20 20 0 60 30 70 100 80 100 100 100 0.5605 40 0 95 10 60 70 0 0 0 0 N 0 0 100 80 70 100 100 0.2803 0 0 100 0 30 20 0 0 0 0 0 0 0 100 0 0 100 100 0.1401 0 0 100 N 0 0 0 0 0 0 0 0 0 0 N 0 100 90 0.0701 N 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 80 80 156 * 5.6050 95 75 100 95 100 100 60 95 95 100 95 100 100 100 100 100 100 N * 5.6050 90 85 100 95 95 10035 95 95 100 85 90 100 100 100 100 100 N * 1.1210 40 50 95 95 95 95 10 75 45 35 55 75 95 100 95 100 100 N * 1.1210 40 0 80 70 90 90 0 60 35 60 35 0 90 100 100 100 100 N * 0.5605 60 35 100 95 100 95 0 85 30 35 80 100 90 100 95 100 100 N * 0.5605 55 35 85 35 0 30 25 0 90 90 30 0 95 90 95 100 100 N * 0.2803 10 0 45 25 N 20 0 0 0 10 0 0 N 35 85 90 100 N * 0.2803 40 0 100 95 90 95 0 35 75 65 30 100 85 100 95 100 100 N * 0.1401 0 0 100 95 95 45 0 20 0 0 80 85 30 100 95 100 100 N * 0.1401 0 0 20 0 0 0 0 0 80 45 0 0 80 N 90 95 80 N * 0.0701 0 0 0 0 0 0 0 0 0 0 0 0 0 0 85 0 0 N * 0.0701 30 0 95 60 70 25 0 10 0 15 0 20 30 100 70 100 100 N * 0.0350 0 0 0 25 70 45 0 0 0 5 30 50 0 50 25 95 100 N * 0.0350 0 0 0 0 40 0 0 0 0 0 0 0 0 40 40 60 N N 157 * 5.6050 40 10 100 100 100 100 35 90 95 95 98 100 100 100 100 100 100 N * 1.1210 80 0 100 95 100 100 30 30 85 40 90 100 100 100 100 100 100 N * 0.5605 15 35 100 100 100 100 0 40 80 65 90 100 95 100 100 100 100 N * 0.2803 35 40 98 90 100 90 0 40 30 25 90 95 90 100 100 100 100 N * 0.1401 20 0 95 80 95 85 0 35 25 10 30 80 80 80 95 100 100 N * 0.0701 0 0 90 80 85 70 0 25 0 0 10 20 45 100 95 95 100 N 199 * 5.6050 90 10 100 100 100 100 55 95 90 90 100 100 100 100 100 100 100 N * 5.6050 40 90 N 100 100 90 35 80 60 85 80 N 95 100 95 100 100 N * 1.1210 25 30 100 100 90 85 0 80 25 45 N 100 90 95 100 100 100 N * 1.1210 60 10 100 98 100 95 20 85 55 35 85 90 95 100 95 100 100 N * 0.5605 20 45 100 95 95 80 0 60 30 25 80 100 90 100 100 100 100 N * 0.5605 60 35 95 95 90 75 15 40 50 45 75 50 90 100 95 95 100 N * 0.2803 20 20 100 100 90 70 0 40 40 10 75 10 90 100 100 100 100 N * 0.2803 40 0 35 50 90 40 0 30 0 0 0 10 60 90 30 95 100 N * 0.1401 20 0 0 40 35 0 0 0 0 30 0 0 0 0 0 60 80 N * 0.1401 0 0 90 90 85 35 0 25 10 0 25 30 80 100 90 100 100 N * 0.0701 0 0 95 70 70 0 0 0 0 0 0 0 0 0 30 100 100 N * 0.0701 0 0 N N 25 0 0 0 0 15 0 0 0 N 0 10 70 N * 0.0350 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 40 N * 0.0350 0 0 95 30 85 0 0 0 0 0 0 0 0 0 60 100 100 N * 0.0175 0 0 80 60 50 0 0 0 0 0 0 0 0 0 0 90 100 N * 0.0175 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 N 296 5.6050 0 10 100 70 60 100 95 100 95 20 50 40 30 0 0 90 20 70 1.1210 0 0 50 50 0 85 50 20 70 0 0 0 0 0 0 N 0 N 0.5605 0 0 40 0 0 100 0 0 10 0 0 0 0 0 0 0 0 30 0.2803 0 0 0 0 0 70 0 0 0 0 0 0 0 0 0 0 0 0 0.1401 0 0 0 0 0 70 0 0 0 0 0 0 0 0 0 0 0 0 0.0701 0 0 0 0 0 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0351 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 299 5.6050 75 90 100 100 100 100 100 100 100 40 100 95 85 90 80 90 0 90 1.1210 70 60 95 99 45 100 95 95 90 0 55 55 50 0 0 0 0 0 0.5605 20 15 80 85 75 100 95 100 100 0 45 35 20 0 0 25 0 30 0.2803 0 0 60 40 25 95 85 98 99 0 40 0 0 0 0 0 0 0 0.1401 0 0 45 0 10 95 90 85 90 0 25 0 0 0 0 0 0 0 0.0701 10 0 45 0 0 90 55 0 25 0 0 0 10 0 0 0 0 0 0.0351 20 0 25 35 N 90 0 0 0 0 0 0 0 25 0 0 0 0 305 @ 5.6050 25 90 100 100 100 100 100 100 100 35 95 55 70 90 85 95 100 100 @ 1.1210 60 85 90 100 98 100 95 100 90 55 85 85 70 85 90 0 90 40 @ 0.5605 20 95 60 30 90 100 100 100 100 25 35 15 10 40 0 0 25 0 @ 0.2803 25 0 75 0 90 100 50 95 65 0 60 10 5 0 0 0 0 0 @ 0.1401 20 0 70 0 85 80 90 90 35 20 0 30 20 0 0 0 0 0 @ 0.0701 20 40 30 0 0 90 30 70 35 0 50 0 0 0 0 0 0 0 @ 0.0351 N N 25 35 N 0 90 100 N 20 40 N N 40 N 0 N 20 314 5.6050 50 70 100 95 100 100 100 100 100 80 100 65 50 95 65 85 0 0 1.1210 70 0 95 90 100 100 100 100 95 60 45 85 65 0 0 25 0 0 0.5605 10 30 95 40 100 95 100 100 80 0 45 0 0 0 30 0 0 0 0.2803 20 0 85 0 75 65 80 40 30 0 0 0 15 0 0 0 0 0 0.1401 25 0 85 0 80 70 95 30 30 0 0 0 0 0 0 0 0 0 0.0701 0 0 0 0 30 0 60 0 30 0 25 0 0 35 0 0 0 0 0.0351 N 0 0 0 35 0 65 0 50 0 0 0 0 40 0 0 0 0 0.0175 0 0 0 N 0 0 50 0 0 0 0 0 20 0 0 0 0 0 0.0087 0 0 0 0 35 0 60 N 0 0 0 0 0 0 0 0 0 0 327 5.6050 5 95 100 100 100 100 100 100 100 90100 100 95 100 100 100 100 100 5.6050 55 100 100 100 100 100 100 100100 85 95 98 90 100 98 100 100 100 1.1210 30 90 100 90 100 100 100 100 100 55 90 95 50 100 45 95 95 100 1.1210 10 95 100 100 100 95 100 100 100 35 95 60 45 85 95 75 100 95 0.2803 10 80 100 85 60 90 90 95100 20 30 35 15 40 0 70 50 95 0.2803 0 25 95 55 90 85 95 90 100 0 45 0 25 0 35 30 95 70 0.0701 20 20 85 10 N 100 100 95 100 15 35 0 15 0 0 0 40 45 0.0701 20 35 45 60 100 55 45 95 90 0 45 0 20 0 0 0 100 35 0.0175 0 35 30 0 85 0 0 50 60 0 40 0 5 0 45 0 100 0 0.0175 25 30 45 N 40 80 95 55 100 0 25 0 10 0 0 0 0 0 0.0087 15 N 40 0 N 30 90 50 100 0 N 0 20 0 0 0 0 0 0.0087 0 10 0 0 90 0 N 90 95 0 0 0 0 0 0 0 0 0 329 ( 5.6050 100 90 95 N 100 90 100 100 100 20 90 50 50 99 100 98 N 100 ( 1.1210 60 20 90 N 100 95 100 100 100 20 50 50 80 90 95 95 N 100 ( 0.2803 80 15 60 N 100 60 100 100 100 0 60 0 30 90 95 85 N 100 ( 0.0701 80 0 20 N 80 20 90 95 30 0 30 0 20 50 30 80 N 99 ( 0.0175 0 0 0 N 60 0 0 60 0 0 0 0 0 N N 0 N 0 ( 0.0087 0 0 0 N N 0 0 0 0 0 N 0 0 N N 0 N 20 331 ( 5.6050 99 75 100 N 100 100 100 100 100 60 80 99 99 50 100 98 N 100 ( 1.1210 100 30 95 N 100 80 100 100 100 70 40 70 85 75 99 85 N 100 ( 0.2803 60 N 50 N 100 50 100 100 100 30 N 40 50 60 100 50 N 75 ( 0.0701 20 0 40 N 70 65 50 80 60 0 N 0 20 0 0 0 N 50 ( 0.0175 N 0 0 N 90 0 0 0 0 0 N 0 40 0 N 0 N 0 ( 0.0087 N 0 0 N 0 0 N0 0 0 0 0 10 0 0 0 N 0 332 5.6050 30 35 95 100 100 95 100 100 100 0 50 0 0 95 35 20 90 15 1.1210 0 35 80 90 100 85 100 100 100 0 50 0 0 0 55 40 0 35 0.2803 0 15 80 45 100 35 90 100 90 0 45 0 0 N N 0 N 0 0.0701 0 0 30 0 90 30 0 80 30 0 0 0 0 0 0 0 25 20 0.0351 0 0 60 N 50 0 30 35 60 0 0 0 0 0 0 0 0 0 402 5.6050 100 65 75 85 100 90 100 100 100 90 45 80 75 100 95 98 100 100 1.1210 75 45 45 0 100 95 100 95 95 30 25 85 65 98 90 95 100 100 0.5605 25 45 0 0 100 80 85 25 50 25 35 55 60 95 80 95 100 95 0.2803 N 0 3515 100 35 90 N 30 25 N 65 20 75 35 90 100 90 0.1401 30 0 0 0 90 25 90 45 35 0 40 15 25 020 80 0 90 0.0701 40 0 0 0 45 0 60 55 0 0 35 25 5 0 20 35 0 75 0.0351 50 0 0 0 0 0 40 60 0 0 0 0 0 0 0 0 0 20 0.0175 50 0 0 0 0 0 0 20 0 0 0 0 0 0 0 0 0 0 446 5.6050 100 95 100 90 100 100 100 100 100 90 95 90 95 100 100 100 100 100 1.1210 100 80 100 90 100 100 100 100 100 0 95 50 100 100 100 100 100 100 0.2803 100 50 80 60 100 100 100 100 100 0 55 30 98903095 100 95 0.0701 80 0 0 100 100 65 100 100 100 30 45 20 25 85 35 80 70 20 0.0175 35 25 0 30 90 3080 30 40 0 60 0 20 45 10 0 50 0 0.0087 N 0 0 N 45 25 50 0 75 N 20 25 15 40 20 0 20 0 464 = 5.6050 100 100 100 95 100 100 100 100 100 80 95 95 100 100 100 100 100 100 = 1.1210 95 100 100 30 100 100 100 100 100 10 95 90 95 95 100 95 100 100 = 0.2803 90 15 70 20 100 100 100 100 100 10 90 40 20 30 100 90 100 90 = 0.0701 0 0 0 0 100 65 80 100 90 0 80 0 0 0 40 35 80 90 = 0.0175 30 0 0 10 100 10 0 25 0 N 0 0 0 N0 0 30 45 = 0.0087 15 10 0 0 95 0 0 25 20 0 N 0 0 0 25 0 0 586 / 5.6050 100 100 100 100 100 100 100 100 100 80 90 90 90 100 90 95 100 100 1.1210 100 95 100 100 100 100 100 100 100 40 70 85 90 65 85 90 100 100 0.2803 60 70 75 85 100 90 100 100 100 0 50 20 70 35 40 4595 50 0.0701 20 45 60 65 95 80 95 95 85 0 30 30 25 20 0 20 95 35 0.0175 N 0 0 55 75 0 75 50 0 0 0 0 40 20 0 10 45 15 0.0087 0 0 30 0 45 0 70 65 0 0 0 0 0 0 0 0 25 0 639 5.6050 70 60 100 10 100 90 100 95 100 65 35 15 0 90 30 90 100 90 1.1210 75 40 95 0 100 100 100 85 100 30 25 30 10 85 0 90 95 40 0.2803 35 10 75 20 100 75 35 40 100 0 0 0 25 0 0 55 95 40 0.0701 10 0 0 0 95 60 0 95 95 0 20 0 0 0 0 0 0 0 0.0175 0 35 0 0 0 0 20 0 0 0 0 0 20 25 0 0 35 0 642 - 5.6050 100 50 100 N 100 100 100 100 100 95 90 95 65 95 100 100 100 100 - 1.1210 90 30 95 N 100 100 95 100 100 35 30 25 10 55 100 95 100 100 - 0.2803 35 0 80 N 100 90 90 100 95 0 0 0 0 0 85 85 100 95 - 0.0701 0 N 0 N 100 0 70 75 30 0 30 30 20 0 45 30 75 55 - 0.0175 0 0 0 N 25 0 0 0 0 0 0 0 0 0 0 0 0 0 - 0.0087 0 30 0 N 0 25 0 0 30 0 30 N 0 0 0 0 30 0 644 5.6050 95 75 90 N 100 95 100 100 100 90 80 95 95 100 100 100 100 100 1.1210 20 40 80 N 100 100 100 100 100 25 25 80 60 95 90 95 100 95 0.2803 55 35 35 N 100 85 98 90 100 15 45 55 50 95 95 90 100 85 0.0701 0 0 0 N 70 10 85 55 60 0 40 35 20 30 80 20 60 15 0.0175 0 0 0 N 0 0 0 10 0 0 0 0 0 0 0 0 30 0 0.0087 0 0 0 N 0 0 0 0 0 0 0 0 0 0 0 0 N 0 701 < 5.6050 75 85 100 80 100 90 100 100 100 20 80 10 25 35 30 15 50 90 < 1.1210 0 20 90 80 100 80 90 100 90 30 35 35 20 35 30 0 65 50 < 0.2803 30 15 40 90 100 0 25 90 30 0 30 30 30 50 0 25 65 0 < 0.0701 35 N 20 50 80 0 0 20 0 40 35 N 40 25 0 0 45 0 < 0.0175 N 15 0 N 50 0 0 25 0 0 N 0 30 0 35 0 30 0 < 0.0087 N N 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 705 5.6050 90 85 100 100 100 100 100 100 100 50 45 55 55 80 35 90 95 100 1.1210 5 60 100 75 100 100 100 100 100 0 35 5 5 30 5 40 90 50 0.2803 0 25 60 40 100 50 100 100 100 0 40 0 20 0 0 0 0 0 0.0701 0 0 40 60 100 20 100 100 100 0 20 0 0 0 0 0 0 0 0.0175 10 0 0 0 95 0 90 100 0 0 0 0 0 0 0 0 0 0 0.0087 0 0 0 0 75 0 0 40 0 0 0 0 0 0 0 0 0 0 786 5.6050 95 80 100 65 100 100 100 100 100 25 90 90 95 50 100 100 100 100 1.1210 50 15 85 0 95 90 95 80 100 0 45 20 70 0 100 90 95 90 0.2803 0 15 60 0 45 25 45 30 100 0 35 10 35 0 85 50 80 40 0.0701 N N 0 0 85 0 25 20 30 0 0 0 0 0 55 0 65 0 0.0175 N 0 0 0 40 0 0 0 0 0 0 0 0 0 0 0 0 0 *POOR PESW EMERGENCE @ PANS DRY ON 4/13/87 = RICE VARIABLE THROUGHOUT TES (NO DATA FOR LACG AND COBU DUE TO POOR EMERGENCE COBU EMERGENCE AND RICE GROWTH VARIABLE NO DATA FOR COBU DUE TO POOR EMERGENCE Greenhouse temp. flucuations Oct. 10,11,17,18 < POOR SOBE PLANTS THROUGHOUT TEST

POST-EMERGENCE ACTIVITY ON WEEDS AND CROPS

Compounds of this invention were tested for herbicidal activity on weed plants in the presence of crop plants according to the following procedure.

Topsoil is sieved through a screen having 1.27 cm openings. In some of the tests the soil was mixed with fertilizer, while in other tests the fertilizer was omitted. This mixture is sterilized and then placed in pans having holes in the bottom. The soil mixture is compacted to a depth of 1.27 cm. from the top of the pan. A predetermined number of seeds of each of several dicotyledonous and monocotyledonous annual plant species and/or vegetative propagules for the perennial plant species are placed on the soil and pressed into the soil surface. The seeds and/or vegetative propagules are covered and the pans are then placed on a greenhouse bench and watered as needed. After the plants reach the desired stage, 10 to 14 days, 1 to 3 true leaf stage, each pan (except the control pans) is removed to a spraying chamber and sprayed by means of an atomizer, operating at a spray pressure of 170.3 kPa (10 psig) at the application rates noted in Table D. In the spray solution is an amount of an emulsifying agent mixture to give a spray solution or suspension which contains about 0.4% by volume of the emulsifier. The spray solution or suspension contains a sufficient amount of the candidate chemical in order to give application rates of the active ingredient corresponding to those shown in Table D below while applying a total amount of solution or suspension equivalent to 1870 L/Ha (200 gallons/acre). The pans are returned to the greenhouse and watered as below and the injury to the plants as compared to the control pans is observed at approximately 10-14 days (usually 11 days) and in some instances observed again at 24-28 days (usually 25 days) after spraying. These latter observations are designated by a "pound" sign (#) following the column of example numbers in the Table.

In the following Table D the legends used to identify the plant species are the same as those used in the proceeding Table C.

TABLE D Herbicide Secondary Post, spectrums 26, 88, 91, and 93 S C R C W M H J V W R G C D P B L G S C P C o o a o i o e i e h i r o o r y a r u o e o Ex. Rate b t p b b g s w l e c s r b m g c f b l s c No. kg/ha e z e u w l e e e z e o n r i r g t e q w w 7 5.6050 70 75 80 100 95 99 50 30 60 90 25 60 90 95 90 100 50 100 1.1210 90 100 90 90 90 95 35 30 50 99 10 20 90 100 95 90 50 99 0.5605 80 N 100 100 90 100 25 30 40 95 10 15 50 100 95 95 60 95 0.2803 60 100 90 95 100 100 20 5 25 70 0 25 50 95 99 95 35 100 0.1401 65 75 100 N 100 80 20 N 15 95 10 10 35 100 80 95 50 100 0.0701 50 100 95 95 99 75 10 0 25 70 5 5 60 50 70 95 30 95 0.0350 50 N 95 80 100 70 5 N 30 75 10 30 0 60 75 65 25 90 0.0175 25 50 100 N 85 30 10 0 15 40 0 5 5 50 50 65 30 50 0.0087 30 35 80 35 50 0 5 0 15 45 0 0 0 50 20 20 25 0 13 ) 5.6050 95 99 100 95 100 100 100 100 100 20 25 70 50 30 80 90 99 100 ) 1.1210 95 99 100 100 100 100 100 100 100 20 10 50 80 20 50 75 100 100 ) 0.2803 90 99 100 100 100 100 90 99 100 10 10 25 65 10 30 40 65 100 ) 0.0701 65 90 80 80 100 95 75 100 60 5 0 30 50 10 20 20 50 95 ) 0.0175 40 85 70 40 100 50 70 100 40 5 5 10 35 0 N 10 40 75 ) 0.0044 20 50 30 10 75 30 65 90 30 0 0 5 5 0 0 0 60 20 105 5.6050 99 80 100 100 100 100 100 60 99 100 95 95 100 100 100 100 100 N 5.6050 95 100 100 100 100 100 95 95 100 100 95 100 100 100 100 100 100 100 5.6050 90 100 100 100 100 100 70 80 100 90 100 100 100 100 100 100 100 100 1.1210 85 100 100 95 100 100 70 90 95 95 65 100 100 85 100 100 100 100 1.1210 80 100 100 100 100 100 25 60 95 100 85 100 95 95 100 100 100 100 1.1210 85 80 100 100 100 95 75 50 80 100 85 85 100 100 100 100 100 N 1.1210 100 100 95 100 100 100 100 100 100 95 45 100 100 90 95 100 100 100 0.5605 75 99 100 100 95 95 100 25 60 80 70 40 90 60 100 99 100 100 0.5605 70 95 100 100 100 100 25 75 95 80 50 95 100 95 95 100 100 100 0.5605 85 95 100 100 100 100 65 85 90 95 70 100 100 100 100 100 100 100 0.2803 75 80 N 100 N 100 25 90 85 80 10 75 90 80 95 100 100 100 0.2803 75 95 100 100 90 100 45 75 80 90 25 75 100 95 95 100 100 100 0.2803 75 75 100 100 80 95 20 20 60 60 50 10 75 95 100 90 100 100 0.0175 20 60 90 100 75 50 20 0 20 50 0 5 0 50 40 95 100 95 0.0087 30 60 90 100 70 60 10 0 10 50 0 5 20 10 60 95 95 N 0.0087 80 80 35 N 90 60 95 95 45 5 10 15 50 5 10 30 45 45 151 5.6050 90 100 100 100 100 100 65 70 95 45 70 50 95 100 100 100 100 100 5.6050 95 100 100 100 95 100 40 40 75 50 95 100 95 100 100 95 100 100 1.1210 90 100 100 100 95 100 35 25 55 65 60 75 75 50 100 100 N 100 1.1210 90 100 100 100 100 100 30 60 40 50 80 85 25 100 95 95 95 100 0.5605 85 100 95 100 100 100 25 25 30 70 25 60 10 85 95 100 100 100 0.5605 85 100 100 100 95 95 70 45 75 75 50 60 65 60 100 N 95 100 0.2803 70 90 N 100 100 100 45 15 35 60 60 95 50 50 80 N N 100 0.2803 70 95 100 80 80 95 25 20 15 35 25 30 5 80 95 80 100 95 0.1401 70 80 90 80 80 95 0 0 5 25 25 20 0 60 75 75 100 90 0.1401 70 95 100 95 100 95 25 25 35 35 10 75 45 10 75 50 100 90 0.0701 65 70 100 95 75 95 10 5 10 25 0 60 0 60 N 60 100 95 0.0701 70 90 N 95 95 100 35 20 30 55 0 40 25 60 25 35 N 95 0.0350 25 90 95 10 55 70 0 20 10 25 0 70 0 80 95 35 25 50 0.0350 60 70 100 75 95 80 25 15 25 25 0 25 10 10 20 N N 70 0.0175 25 60 90 20 65 60 0 30 0 40 0 156 0 90 50 0 70 35 0.0175 25 90 N 90 90 80 N 35 10 15 0 65 10 25 40 0 N 80 153 5.6050 40 70 95 90 95 90 25 20 25 65 30 5 20 25 85 75 35 80 1.1210 45 65 100 85 95 100 15 15 25 55 50 35 50 70 95 70 95 95 0.5605 20 65 100 80 85 85 10 10 25 25 25 0 N 75 95 50 90 80 0.2803 30 40 95 60 50 70 0 20 0 35 20 20 0 40 75 35 95 50 0.1401 10 70 95 50 80 90 0 5 10 10 0 5 0 15 60 20 90 30 0.0701 15 40 60 35 50 55 15 0 0 20 0 0 25 15 75 20 70 0 0.0350 10 55 70 15 45 50 0 0 15 30 30 0 0 25 10 40 75 0 5.6050 99 100 100 100 100 100 60 45 75 85 90 70 99 99 100 100 100 100 1.1210 90 75 85 100 100 100 30 30 45 95 70 50 85 90 100 100 100 100 0.5605 90 80 90 100 100 100 30 35 65 60 20 25 75 80 95 99 95 100 0.2803 75 65 100 100 95 100 15 20 60 95 10 20 65 50 100 99 100 100 0.1401 45 70 75 100 80 80 15 20 30 65 10 20 40 40 70 95 90 99 0.0701 50 70 65 75 80 90 10 10 20 30 10 25 20 40 30 70 70 70 0.0350 35 40 60 65 80 60 5 5 15 60 0 10 10 20 10 75 90 75 0.0175 30 30 50 50 40 25 0 0 25 60 0 10 10 0 20 65 35 10 0.0087 20 10 25 25 70 5 0 0 10 20 0 10 0 5 0 50 70 25 157 5.6050 99 100 95 100 100 100 70 40 65 95 90 50 95 100 100 100 100 N 1.1210 95 95 100 100 100 80 50 25 35 60 40 20 50 70 99 100 100 100 0.5605 65 70 95 95 100 100 50 40 30 99 15 40 20 95 100 100 100 N 0.2803 70 25 95 50 95 100 10 20 25 60 20 50 10 N 95 99 90 N 0.1401 50 50 N 60 80 90 20 20 20 70 0 20 10 70 80 80 N N 0.0701 35 10 85 55 N 35 N N 30 40 0 0 25 100 60 30 75 35 0.0350 20 50 40 60 65 40 10 0 5 35 0 20 10 75 75 60 50 N 199 * 5.6050 95 100 99 100 100 100 60 25 70 95 70 90 99 100 100 99 100 N * 1.1210 95 99 100 90 100 100 20 30 60 70 30 75 95 98 100 95 100 N * 0.5605 90 98 98 100 100 100 5 20 30 30 40 40 80 98 100 100 100 N * 0.2803 70 75 98 100 90 90 10 10 20 50 10 20 80 50 98 85 100 N * 0.1401 50 65 65 95 75 75 5 0 10 30 0 10 20 50 70 65 90 N * 0.0701 N 70 75 95 75 75 0 10 10 25 0 5 20 60 N N 70 N * 0.0350 30 50 35 60 65 45 0 0 10 50 0 5 20 10 50 20 30 N 296 5.6050 90 100 100 100 100 100 100 100 100 85 75 95 99 65 70 100 100 100 1.1210 75 100 90 100 85 100 100 100 100 60 65 80 70 10 75 95 85 95 0.5605 80 100 85 100 95 100 100 100 100 40 50 65 80 20 20 95 70 75 0.2803 35 99 55 100 70 90 100 100 100 20 25 60 40 10 10 75 75 70 0.1401 40 75 70 100 95 100 100 100 90 15 20 30 40 10 15 50 60 70 0.0701 20 80 20 75 70 100 100 100 65 10 5 25 85 0 15 40 55 40 0.0351 20 45 15 60 75 95 100 100 70 10 10 50 70 0 5 20 25 50 0.0175 15 25 35 60 70 55 100 100 60 10 5 25 30 0 0 10 5 30 0.0087 5 35 25 60 70 80 60 100 40 0 15 15 25 0 5 5 5 35 299 5.6050 85 100 99 100 95 100 100 95 100 75 70 95 70 15 20 100 40 100 1.1210 N 100 99 100 95 100 100 95 100 45 35 75 45 5 5 95 40 90 0.5605 70 100 60 100 90 100 100 80 95 30 35 75 70 10 15 90 75 90 0.2803 60 95 40 100 75 100 100 100 95 15 25 60 40 10 5 75 30 65 0.1401 45 85 35 100 75 100 95 95 95 20 25 55 45 0 5 75 40 60 0.0701 30 50 25 100 75 100 80 85 80 N 40 25 5 10 0 20 N 60 0.0351 N 25 15 75 65 100 30 95 75 5 10 15 10 0 0 10 N 45 0.0175 10 40 10 90 25 100 70 95 60 0 5 5 0 0 0 0 0 25 305 + 5.6050 95 100 95 100 80 100 100 100 100 40 30 30 80 50 5 50 70 50 + 1.1210 30 95 75 100 80 100 100 100 99 20 10 25 50 10 0 25 60 70 + 0.5605 45 100 75 100 75 100 100 100 100 20 10 20 20 10 10 25 25 40 + 0.2803 20 90 60 100 50 100 100 75 95 10 5 30 50 10 0 5 60 35 + 0.1401 10 75 60 90 60 100 60 95 75 10 0 10 40 10 5 10 20 45 + 0.0701 15 70 35 99 10 95 75 95 75 5 0 15 20 0 0 5 10 10 + 0.0351 10 45 20 75 N 20 75 100 70 0 0 0 0 0 0 0 10 10 314 5.6050 60 100 100 100 75 100 100 95 100 50 20 30 95 10 40 95 40 75 1.1210 65 99 95 75 50 100 100 80 100 20 15 10 60 0 25 65 20 60 0.5605 30 100 90 100 30 100 100 90 75 15 10 10 40 0 20 40 0 10 0.2803 50 85 85 100 20 100 100 80 95 10 10 20 60 0 25 20 0 60 0.1401 50 95 70 70 10 100 100 100 100 15 5 10 35 0 15 10 0 10 0.0701 10 90 65 60 25 90 100 95 55 10 5 5 15 0 5 0 0 25 0.0351 20 10 50 60 0 80 75 95 45 10 5 10 10 0 5 0 0 0 0.0175 15 15 60 60 0 50 95 80 25 0 0 0 0 0 0 0 0 0 0.0087 5 5 10 45 0 65 70 75 25 0 0 5 15 0 0 0 0 0 327 ) 5.6050 75 100 100 100 100 100 100 100 100 70 75 75 100 80 75 100 100 100 1.1210 90 100 100 100 100 100 100 100 100 100 85 85 80 70 70 100 100 100 ) 1.1210 35 100 100 100 100 100 100 100 100 75 65 60 50 75 70 100 100 100 0.2803 90 100 100 100 100 100 100 100 100 65 40 60 70 55 35 90 90 90 ) 0.2803 25 100 95 95 100 100 95 100 100 35 10 40 75 60 50 90 100 80 0.0701 50 100 100 100 100 100 95 100 100 30 25 60 45 20 15 80 45 80 ) 0.0701 20 99 75 80 95 100 75 95 100 10 N 20 65 40 20 40 50 60 0.0175 35 100 70 45 85 90 98 95 95 5 5 20 70 5 5 70 65 65 ) 0.0175 10 65 25 65 60 70 35 99 100 0 15 10 5 10 35 0 40 40 0.0087 15 100 25 75 45 80 100 90 40 5 0 25 40 0 5 50 25 55 ) 0.0044 0 35 5 25 30 25 20 95 50 0 10 0 0 40 0 0 50 25 329 5.6050 50 95 85 30 60 60 85 100 75 25 35 25 25 25 35 10 95 99 1.1210 50 95 80 40 75 35 75 99 99 20 40 10 20 25 35 0 60 85 0.2803 60 100 85 50 40 50 75 100 100 20 25 20 30 0 25 0 60 80 0.0701 25 60 70 65 65 30 70 99 60 5 10 0 35 0 0 0 40 80 331 5.6050 99 100 100 100 100 95 95 100 100 25 15 35 75 30 35 35 75 100 0.2803 95 100 80 99 100 99 100 100 100 45 45 60 100 55 60 95 95 100 0.1401 65 60 100 100 80 75 10 0 25 60 10 10 50 95 95 95 100 N 0.1401 60 70 100 95 95 95 10 75 50 95 0 45 85 90 95 95 100 100 0.1401 75 100 100 100 90 100 55 85 80 90 10 95 90 90 95 95 100 95 0.0701 95 100 30 65 100 90 100 100 80 30 20 25 65 5 20 65 55 90 0.0701 75 65 100 80 85 90 25 85 75 90 5 90 90 80 75 95 95 90 0.0701 40 35 80 80 90 85 5 25 40 55 0 30 40 85 80 65 90 85 0.0701 45 75 100 100 75 70 10 0 25 90 0 5 60 80 75 95 100 99 0.0350 35 60 100 70 80 65 10 0 20 60 0 5 0 90 60 100 100 75 0.0350 50 30 N 80 90 80 10 60 40 70 10 40 40 95 80 70 100 85 0.0350 70 75 100 80 75 100 20 65 60 80 5 65 75 50 55 90 N 95 0.0175 35 55 80 70 75 80 15 70 70 80 0 60 70 50 60 70 100 75 0.0175 90 80 20 95 90 70 100 100 50 10 10 15 65 0 5 55 55 60 0.0175 20 30 100 60 85 70 5 25 35 60 0 10 50 60 80 35 95 60 1.1210 85 99 95 95 99 75 100 99 100 35 50 30 75 40 40 60 95 100 0.2803 75 99 70 75 100 75 99 100 100 40 60 50 80 20 40 50 40 100 0.0701 70 99 80 60 80 70 75 95 95 10 5 10 30 0 30 10 80 70 0.0175 60 50 50 50 50 20 65 70 25 10 20 10 0 0 25 0 20 80 0.0087 35 30 25 20 20 25 70 50 65 0 5 0 35 0 0 0 20 40 332 5.6050 95 100 100 100 100 100 100 100 100 60 50 80 90 30 40 99 75 100 1.1210 75 100 100 100 100 100 100 100 100 20 75 70 65 25 70 70 70 90 0.2803 65 100 100 100 100 100 100 100 100 10 30 50 60 30 50 65 50 70 0.0701 65 100 99 50 N 100 100 100 95 0 60 40 40 0 30 40 40 75 0.0175 50 85 75 65 85 70 80 95 30 0 20 10 20 0 20 0 30 60 402 5.6050 95 100 40 90 100 100 99 100 100 70 45 75 65 70 75 99 99 100 1.1210 90 100 45 70 99 100 99 99 100 40 20 75 50 60 35 99 99 100 0.5605 65 95 35 90 95 95 95 95 95 35 10 55 60 35 10 85 80 100 0.2803 55 95 10 70 90 95 85 95 95 10 15 30 85 50 30 65 95 100 0.1401 65 90 20 75 95 90 75 95 95 20 10 35 25 25 25 75 95 85 0.0701 40 95 20 70 95 75 75 80 95 15 10 30 40 0 15 25 60 80 446 5.6050 99 100 100 100 100 100 100 100 100 90 85 95 95 80 100 100 99 100 1.1210 99 100 100 70 100 100 95 100 100 45 45 75 40 75 70 100 75 100 1.1210 100 100 100 100 100 100 100 100 100 90 95 98 95 100 100 100 100 100 0.2803 99 100 80 60 100 90 90 100 100 2030 75 75 35 60 99 75 100 0.2803 100 100 95 95 100 100 100 100 100 75 65 90 100 75 65 100 100 100 0.0701 95 100 70 95 100 100 100 100 100 25 45 75 80 60 60 95 90 95 0.0701 50 100 70 40 90 60 75 100 80 10 10 10 50 10 5 65 20 20 0.0175 90 100 55 N 100 100 100 100 100 15 20 55 55 20 30 85 90 85 0.0175 30 80 10 10 75 60 65 95 80 10 20 10 10 10 10 10 0 10 0.0087 70 100 25 60 90 85 99 100 95 20 10 55 65 20 15 60 90 70 464 5.6050 95 100 100 100 100 100 100 100 100 75 99 99 100 99 100 100 99 100 1.1210 90 100 100 70 100 100 99 100 100 30 75 80 85 80 75 95 80 100 0.2803 95 95 99 N 100 100 75 100 100 20 50 70 95 10 60 80 40 100 0.0701 60 95 20 N 100 50 70 100 80 10 50 40 60 0 50 60 75 95 0.0175 40 85 0 40 95 30 60 95 95 0 30 30 30 0 50 30 30 70 586 ) 5.6050 75 100 100 N 100 100 100 100 100 20 35 40 70 35 10 98 100 99 ) 1.1210 70 100 99 N 100 100 100 100 100 10 75 65 100 30 20 75 65 95 ) 0.2803 75 90 98 100 99 100 100 100 100 15 35 40 100 40 10 75 99 75 ) 0.0701 50 99 80 N 75 98 100 100 95 10 5 60 98 30 5 75 100 75 ) 0.0175 65 80 50 100 85 80 70 60 50 10 N 25 99 20 10 40 65 65 ) 0.0044 30 50 0 N 30 20 60 60 10 0 0 20 25 10 0 20 65 40 639 ) 5.6050 60 70 85 25 100 75 75 100 65 10 10 40 40 20 20 10 65 65 ) 1.1210 50 65 95 30 99 60 75 100 40 5 5 20 40 0 60 0 80 35 ) 0.2803 80 99 99 30 100 95 75 100 80 0 0 10 210 10 10 0 65 50 ) 0.0701 50 90 95 50 100 65 75 100 100 0 10 20 20 10 N 0 50 50 ) 0.0175 70 65 80 30 90 65 70 99 25 5 0 30 10 10 10 0 25 0 642 ) 5.6050 99 99 100 100 100 100 99 100 100 65 15 80 100 35 75 99 99 100 ) 1.1210 90 99 95 60 100 100 80 100 100 20 20 40 90 30 50 35 100 100 ) 0.2803 90 80 80 35 100 90 75 99 95 10 10 40 65 10 35 30 100 95 ) 0.0701 65 60 40 0 100 40 N 95 80 0 0 20 50 10 20 0 75 65 ) 0.0175 50 20 N 20 75 50 40 75 50 0 0 10 10 0 0 0 65 75 644 ) 5.6050 99 100 100 100 100 99 100 100 100 70 65 100 99 70 100 100 100 100 ) 1.1210 80 99 75 N 100 100 100 100 100 15 20 85 90 60 80 100 100 100 ) 0.2803 75 99 75 95 100 99 99 100 99 5 20 95 95 35 85 99 100 100 ) 0.0701 40 99 5 N 95 35 95 100 80 5 15 40 25 10 75 85 100 75 ) 0.0175 25 90 0 N 80 40 75 100 35 5 20 65 65 0 65 40 75 60 ) 0.0044 30 60 0 50 75 70 65 85 10 5 5 50 65 0 50 50 80 65 701 > 5.6050 70 100 100 100 98 95 100 100 98 20 60 40 100 25 10 40 20 60 > 1.1210 75 100 95 100 100 80 100 100 100 10 40 40 99 10 0 35 0 40 > 0.2803 40 95 75 90 60 65 90 100 60 0 0 35 60 0 0 20 0 30 > 0.0701 35 75 20 35 N 35 N 90 75 0 0 20 65 0 0 0 0 0 > 0.0175 5 65 0 60 25 20 99 65 60 0 N 5 25 0 0 0 0 0 705 ) 5.6050 70 100 100 100 95 100 100 100 100 10 95 30 70 30 35 60 95 90 ) 1.1210 60 100 100 100 80 100 100 100 100 5 20 30 99 10 10 35 75 80 ) 0.2803 35 100 90 80 95 75 100 100 95 0 40 25 65 10 10 20 75 65 ) 0.0701 20 90 50 40 85 95 100 100 40 0 0 25 75 0 0 20 20 35 ) 0.0175 20 90 50 20 40 75 N 100 35 0 0 25 30 0 0 0 20 40 786 ) 5.6050 70 95 75 35 100 50 90 100 50 10 10 35 95 10 25 0 20 50 ! ) 1.1210 75 99 60 40 100 100 100 100 95 5 20 20 60 0 50 0 10 25 ! ) 0.2803 60 75 20 25 100 35 95 100 75 0 10 25 60 10 25 0 25 65 ! ) 0.0701 35 85 0 10 75 25 N 80 50 5 0 25 25 5 10 0 10 10 ! ) 0.0175 5 40 0 0 70 0 N 75 65 0 0 5 10 0 N 0 20 0 ! *POOR PESW EMERGENCE NO SMARTWEED EMERGENCE, VERY POOR WHEAT STANDS. + Poor soybean stands throughout the test. ) Coded comments recorded only a the highest rate observed. > Coded comments recorded only at the highest rate observed; dampingoff ! Damping off Hese and Vele.

As can be seen from the data above, the compounds appear to be safe on certain crops and can thus be used for selective control of weeds in these crops.

The herbicidal compositions of this invention, including concentrates suitable for transportation which require dilution prior to application, and dilute composition suitable for application generally in accordance with concentrations set forth below. Compositions may contain at least one active ingredient and an adjuvant in liquid or solid form. The compositions are prepared by admixing the active ingredient with an adjuvant including diluents, extenders, carriers, and conditioning agents to provide compositions in the form of finely-divided particulate solids, granules, pellets, solutions, dispersions or emulsions. Thus, it is believed that the active ingredient could be used with an adjuvant such as a finely-divided solid, a liquid of organic origin, water, a wetting agent, a dispersing agent, an emulsifying agent or any suitable combination of these.

Suitable wetting agents are believed to include alkyl benzene and alkyl naphthalene sulfonates, sulfated fatty alcohols, amines or acid amides, long chain acid esters of sodium isothionate, esters of sodium sulfosuccinate, sulfated or sulfonated fatty acid esters, petroleum sulfonates, sulfonated vegetable oils, ditertiary acetylenic glycols, polyoxyethylene derivatives of alkylphenols (particularly isooctylphenol and nonylphenol) and polyoxyethylene derivatives of the mono-higher fatty acid ester of hexitol anhydrides (e.g., sorbitan). Preferred dispersants are methyl, cellulose, polyvinyl alcohol, sodium lignin sulfonates, polymeric alkyl naphthalene sulfonates, sodium naphthalene sulfonate, polymethylene bisnaphthalene sulfonate and polyethyleneoxide-polypropyleneoxide copolymers.

Wettable powders are water-dispersible compositions containing one or more active ingredients, an inert solid extender and one or more wetting and dispersing agents. The inert solid extenders are usually of mineral origin such as the natural clays, diatomaceous earth and synthetic minerals derived from silica and the like. Examples of such extenders include kaolinites, attapulgite clay and synthetic magnesium silicate. The wettable powders compositions of this invention usually contain from above 0.5 to 60 parts (preferably from 5-20 parts) of active ingredient, from about 0.25 to 25 parts (preferably 1-15 parts) of wetting agent, from about 0.25 to 25 parts (preferably 1.0-15 parts) of dispersant and from 5 to about 95 parts (preferably 5-50 parts) of inert solid extender, all parts being by weight of the total composition. Where required, from about 0.1 to 2.0 parts of the solid inert extender can be replaced by a corrosion inhibitor or anti-foaming agent or both.

Other formulations include dust concentrates comprising from 0 1 to 60% by weight of the active ingredient on a suitable extender; these dusts may be diluted for application at concentrations within the range of from about 0.1-10% by weight.

Aqueous suspensions or emulsions may be prepared by stirring a nonaqueous solution of a water-insoluble active ingredient and an emulsification agent with water until uniform and then homogenizing to give stable emulsion of very finely-divided particles. The resulting concentrated aqueous suspension is characterized by its extremely small particle size, so that when diluted and sprayed, coverage is very uniform. Suitable concentrations of these formulations contain from about 0.1-60% preferably 5-50% by weight of active ingredient, the upper limit being determined by the solubility limit of active ingredient in the solvent.

Concentrates which are suitable for transportation are usually solutions of active ingredient in water-immiscible or partially water-immiscible solvents together with a surface active agent. Suitable solvents for the active ingredient of this invention include dimethylformamide, dimethylsulfoxide, N-methylpyrrolidone, hydrocarbons, and water-immiscible ethers, esters, or ketones. However, other high strength liquid concentrates may be formulated by dissolving the active ingredient in a solvent then diluting, e.g., with kerosene, to spray concentration.

The concentrate compositions herein generally contain from about 0.1 to 95 parts (preferably 5-60 parts) active ingredient, about 0.25 to 50 parts (preferably 1-25 parts) surface active agent and where required about 4 to 94 parts solvent, all parts being by weight based on the total weight of emulsifiable oil.

Granules are physically stable particulate compositions comprising active ingredient adhering to or distributed through a basic matrix of an inert, finely-divided particulate extender. In order to aid leaching of the active ingredient from the particulate extender, a surface active agent such as those listed hereinbefore can be present in the composition. Natural clays, pyrophyllites, illite, and vermiculite are examples of operable classes of particulate mineral extenders. The preferred extenders are the porous, absorptive, preformed particles such as preformed and screened particulate attapulgite or heat expanded, particulate vermiculite and the finely-divided clays such as kaolin clays, hydrated attapulgite or bentonitic clays. These extenders are sprayed or blended with the active ingredient to form the herbicidal granules.

The granular compositions of this invention may contain from about 0.1 to about 30 parts by weight of active ingredient per 100 parts by weight of clay and 0 to about 5 parts by weight of surface active agent per 100 parts by weight of particulate clay.

The compounds of the present invention appear to show the greatest activity when applied as a postemergence herbicide. Further, when applied as a preplant incorporated, the activity appears to decrease with increasing organic matter in the soil.

The compositions of this invention can also contain other additaments, for example, fertilizers, other herbicides, other pesticides, safeners and the like used as adjuvants or in combination with any of the above-described adjuvants. Chemicals useful in combination with the active ingredients of this invention included, for example, triazines, ureas, carbamates, acetamides, acetanilides, dinitroanilines uracils, acetic acid or phenol derivatives, thiolcarbamates, triazoles, benzoic acids, nitriles, biphenyl ethers and the like such as:

Heterocyclic Nitrogen/Sulfur Derivatives

2-Chloro-4-ethylamino-6-isopropylamino-s-triazine 2-Chloro-4,6-bis(isopropylamino)-s-triazine 2-Chloro-4,6-bis(ethylamino)-s-triazine 3-Isopropyl-1H-2,1,3-benzothiadiazin-4-(3H)-one 2,2 dioxide 3-Amino-1,2,4-triazole 6,7-Dihydrodipyrido(1,2-.alpha.:2',1'-c)-pyrazidiinium salt 5-Bromo-3-isopropyl-6-methyluracil 1,1'-Dimethyl-4,4'-bipyridinium 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-3-quinolinecarboxylic acid Isopropylamine salt of 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid Methyl 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluate and methyl 2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluate

Ureas

N-(4-chlorophenoxy) phenyl-N,N-dimethylurea N,N-dimethyl-N'-(3-chloro-4-methylphenyl) urea 3-(3,4-dichlorophenyl)-1,1-dimethylurea 1,3-Dimethyl-3-(2-benzothiazolyl) urea 3-(p-Chlorophenyl)-1,1-dimethylurea 1-Butyl-3-(3,4-dichlorophenyl)-1-methylurea 2-Chloro-N[(4-methoxy-6-methyl-1,3,5-triazin-2-yl) aminocarbonyl]-benzenesulfonamide Methyl 2-(((((4,6-dimethyl-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl) benzoate Ethyl 2-[methyl 2-(((((4,6-dimethyl-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)]benzoate Methyl-2((4,6-dimethoxy pyrimidin-2-yl)aminocarbonyl)amino sulfonyl methyl) benzoate Methyl 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2yl)amino)carbonyl)amino)sulfonyl) benzoate classic

Carbamates/Thiolcarbamates

2-Chloroallyl diethyldithiocarbamate S-(4-chlorobenzyl)N,N-diethylthiolcarbamate Isopropyl N-(3-chlorophenyl) carbamate S-2,3-dichloroallyl N,N-diisopropylthiolcarbamate S-ethyl-N,N-dipropylthiolcarbamate S-propyl N,N-dipropylthiolcarbamate S-2,3,3-trichloroallyl N,N-diisopropylthiolcarbamate S-ethyl-N,N-diisobutylthiolcarbamate

Acetamides/Acetanilides/Anilines/Amides

2-Chloro-N,N-diallylacetamide N,N-dimethyl-2,2-diphenylacetamide N-(2,4-dimethyl-5-[[(trifluoromethyl)sulfonyl]amino]phenyl]acetamide N-Isopropyl-2-chloroacetanilide 2',6'-Diethyl-N-methoxymethyl-2-chloroacetanilide 2'-Methyl-6'-ethyl-N-(2-methoxyprop-2-yl)-2-chloroacetanilide .alpha.,.alpha.,.alpha.-Trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine N-(1,1-dimethylpropynyl)-3,5-dichlorobenzamide

Acids/Esters/Alcohols

2,2-Dichloropropionic acid 2-Methyl-4-chlorophenoxyacetic acid 2,4-Dichlorophenoxyacetic acid Methyl-2-[4-(2,4-dichlorophenoxy)phenoxy]propionate 3-Amino-2,5-dichlorobenzoic acid 2-Methoxy-3,6-dichlorobenzoic acid 2,3,6-Trichlorophenylacetic acid N-1-naphthylphthalamic acid Sodium 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate 4,6-Dini tro-o-sec-butylphenol Butyl 2-[4-[(5-(trifluoromethyl)-2-pyridinyl)oxy]phenoxy]-propanoate glyphosate

Ethers

2,4-Dichlorophenyl-4-nitrophenyl ether 2-Chloro-.alpha.,.alpha.,.alpha.-trifluoro-p-tolyl-3-ethoxy-4-nitrodiphenyl ether 5-(2-chloro-4-trifluoromethylphenoxy)-N-methylsulfonyl 2-nitrobenzamide 1'-(Carboethoxy) ethyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Acifluorfen Bifenox Chloroxuron Diclofop-methyl Fluazifop-butyl

Miscellaneous

2,6-Dichlorobenzonitrile Monosodium acid methanearsonate Disodium methanearsonate 2-(2-chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone 7-oxabicyclo (2.2.1) heptane, 1-methyl-4-(1-methyl ethyl)-2-(2-methylphenylmethoxy)-,exo- Sethoxydin imazethapyr imazaquin imazapyr

Fertilizers useful in combination with the active ingredients include, for example ammonium nitrate, urea, potash and superphosphate. Other useful additaments include materials in which plant organisms take root and grow such as compost, manure, humus, sand and the like.

Herbicidal formulations of the types described above are exemplified in several illustrative embodiments below.

I. Emulsifiable Concentrates

______________________________________1. Emulsifiable Concentrates Weight Percent______________________________________A. Compound of Example No. 5 11.0 Free acid of complex organic 5.59 phosphate or aromatic or aliphatic hydrophobe base (e.g., GAFAC RE-610, registered trademark of GAF Corp.) Polyoxyethylene/polyoxypropylene 1.11 block copolymer with butanol (e.g., Tergitol XH, registered trademark of Union Carbide Corp.) Phenol 5.34 Monochlorobenzene 76.96 100.00B. Compound of Example No. 6 25.00 Free acid of complex organic 5.00 phosphate of aromatic or aliphatic hydrophobe base (e.g., GAFAC RE-610) Polyoxyethylene/polyoxypropylene 1.60 block copolymer with butanol (e.g., Tergitol XH) Phenol 4.75 Monochlorobenzene 63.65 100.00______________________________________

II. Flowables

______________________________________II. Flowables Weight Percent______________________________________A. Compound of Example No. 5 25.00 Methyl cellulose 0.3 Silica Aerogel 1.5 Sodium lignosulfonate 3.5 Sodium N-methyl-N-oleyl taurate 2.0 Water 67.7 100.00B. Compound of Example No. 5 45.0 Methyl cellulose .3 Silica aerogel 1.5 Sodium lignosulfonate 3.5 Sodium N-methyl-N-oleyl taurate 2.0 Water 47.7 100.00______________________________________

III. Wettable Powders

______________________________________III. Wettable Powders Weight Percent______________________________________A. Compound of Example No. 5 25.0 Sodium lignosulfonate 3.0 Sodium N-methyl-N-oleyl-taurate 1.0 Amorphous silica (synthetic) 71.0 100.00B. Compound of Example 5 80.00 Sodium dioctyl sulfosuccinate 1.25 Calcium lignosulfonate 2.75 Amorphous silica (synthetic) 16.00 100.00C. Compound of Example No. 5 10.0 Sodium lignosulfonate 3.0 Sodium N-methyl-N-oleyl-taurate 1.0 Kaolinite clay 86.0 100.00______________________________________

IV. Dusts

______________________________________IV. Dusts Weight Percent______________________________________A. Compound of Example No. 5 2.0 Attapulgite 98.0 100.00B. Compound of Example No. 5 30.0 Ethylene glycol 1.0 Bentonite 69.0 100.00______________________________________

V. Granules

______________________________________V. Granules Weight Percent______________________________________A. Compound of Example No. 5 15.0 Granular attapulgite (20/40 mesh) 85.0 100.00B. Compound of Example No. 6 30.0 Diatomaceous earth (20/40) 70.0 100.00C. Compound of Example No. 11 1.0 Ethylene glycol 5.0 Methylene blue 0.1 Pyrophyllite 93.9 100.00______________________________________

When operating in accordance with the present invention, effective amounts of the compounds of this invention are applied to the soil containing the seeds, or vegetative propagules or may be incorporated into the soil media in any convenient fashion. The application of liquid and particulate solid compositions to the soil can be carried out by conventional methods, e.g., power dusters, boom and hand sprayers and spray dusters. The compositions can also be applied from airplanes as a dust or a spray because of their effectiveness at low dosages.

The exact amount of active ingredient to be employed is dependent upon various factors, including the plant species and stage of development thereof, the type and condition of soil, the amount of rainfall and the specific compounds employed. In selective preemergence application or to the soil, a dosage of from about 0.02 to about 11.2 kg/ha, preferably from about 0.1 to about 5.60 kg/ha, is usually employed. Lower or higher rates may be required in some instances. One skilled in the art can readily determine from this specification, including the above examples, the optimum rate to be applied in any particular case.

The term "soil" is employed in its broadest sense to be inclusive of all conventional "soils" as defined in Webster's New International Dictionary, Second Edition, Unabridged (1961). Thus, the term refers to any substance or medium in which vegetation may take root and grow, and includes not only earth but also compost, manure, muck, humus, loam, silt, mire, clay, sand, and the like, adapted to support plant growth.

Although the invention is described with respect to specific modifications, the details thereof are not to be construed as limitations, for it will be apparent that various embodiments, changes and modifications may be resorted to without departing from the spirit and scope thereof and it is understood that such equivalent embodiments are intended to be included within the scope of this invention.

Claims

1. A 3-phenoxypyrazole or agronomically acceptable salt thereof wherein:

the phenyl ring has a para nitro substituent; and the pyrazole ring has a methyl, ethyl, halomethyl or haloethyl substituent in the 1-position; a hydrido, halo or nitro substituent in the 4-position; and a chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl or methoxymethyl substituent in the 5-position; and optionally a meta substituent.

2. The 3-phenoxypyrazole or salt of claim 1 wherein the pyrazole ring has a methyl substituent in the 1-position.

3. The 3-phenoxypyrazole or salt of claim 2 wherein the pyrazole ring has a halo substituent in the 4-position.

4. The 3-phenoxypyrazole or salt of claim 3 wherein the pyrazole ring has a chloro or bromo substituent in the 4-position.

5. The 3-phenoxypyrazole or salt of claim 3 wherein the pyrazole ring has a halomethyl or methyl sulfonyl substituent in the 5-position.

6. The 3-phenoxypyrazole or salt of claim 5 wherein the pyrazole ring has a trifluoromethyl, a difluoromethyl or a methylsulfonyl substituent in the 5-position.

7. The 3-phenoxypyrazole or salt of claim 1 wherein the phenyl ring has a meta substituent having a molecular weight of less than about 300 and selected from alkoxy, haloalkoxy, di(alkoxy), alkoxycarbonyl, alkoxycarbonylalkoxy, aminocarbonylalkoxy, alkylsulfonylaminocarbonylalkoxy, alkylamino, hydroxyalkylamino, alkoxyamino, alkoxyalkylamino, hydroxycarbonylalkylamino, and alkoxycarbonylalkyloximino.

8. The 3-phenoxypyrazole or salt of claim 7 wherein said meta substituent has about 10 or less carbon atoms.

9. The 3-phenoxypyrazole or salt of claim 8 wherein the pyrazole ring has a halo substituent in the 4-position.

10. The 3-phenoxypyrazole or salt of claim 9 wherein the pyrazole ring has a chloro or bromo substituent in the 4-position.

11. The 3-phenoxypyrazole or salt of claim 10 wherein the pyrazole ring has a halomethyl or methylsulfonyl substituent in the 5-position.

12. The 3-phenoxypyrazole or salt of claim 11 wherein the pyrazole ring has a difluoromethyl, trifluoromethyl or methylsulfonyl substituent in the 5-position.

13. A herbicidal composition comprising an effective amount of a 3-phenoxypyrazole or agronomically acceptable salt thereof wherein:

the phenyl ring has a para nitro substituent; and the pyrazole ring has a methyl, ethyl, halomethyl or haloethyl substituent in the 1-position; a hydrido, halo or nitro substituent in the 4-position; and a chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl or methoxymethyl substituent in the 5-position; and optionally a meta substituent.

14. The composition of claim 13 wherein the pyrazole ring has a methyl substituent in the 1-position.

15. The composition of claim 14 wherein the pyrazole ring has a halo substituent in the 4-position.

16. The composition of claim 15 wherein the pyrazole ring has a chloro or bromo substituent in the 4-position.

17. The composition of claim 15 wherein the pyrazole ring has a halomethyl or methylsulfonyl substituent in the 5-position.

18. The composition of claim 17 wherein the pyrazole ring has a trifluoromethyl, a difluoromethyl or a methylsulfonyl substituent in the 5-position.

19. The composition of claim 13 wherein the phenyl ring has a meta substituent having a molecular weight of less than about 300 and selected from alkoxy, haloalkoxy, di(alkoxy), alkoxycarbonyl, alkoxycarbonylalkoxy, aminocarbonylalkoxy, alkylsulfonylaminocarbonylalkoxy, alkylamino, hydroxyalkylamino, alkoxyamino, alkoxyalkylamino, hydroxycarbonylalkylamino, and alkoxycarbonylalkyloximino.

20. The composition of claim 19 wherein said meta substituent has about 10 or less carbon atoms.

21. The composition of claim 20 wherein the pyrazole ring has a halo substituent in the 4-position.

22. The composition of claim 21 wherein the pyrazole ring has a chloro or bromo substituent in the 4-position.

23. The composition of claim 22 wherein the pyrazole ring has a halomethyl or methylsulfonyl substituent in the 5-position.

24. The composition of claim 23 wherein the pyrazole ring has a difluoromethyl, trifluoromethyl or methylsulfonyl substituent in the 5-position.

25. The composition of claim 13 wherein said composition is a concentrate

26. The composition of claim 13 wherein said composition is a dilute composition.

27. A method of controlling the growth of undesirable vegetation comprising apply to the plant locus an effective amount of a 3-phenoxypyrazole or agronomically acceptable salt thereof wherein:

the phenyl ring has a para nitro substituent; and the pyrazole ring has a methyl, ethyl, halomethyl or haloethyl substituent in the 1-position; a hydrido, halo or nitro substituent in the 4-position; and a chloro, cyano, halomethyl, haloethyl, methylthio, ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl or methoxymethyl substituent in the 5-position; and optionally a meta substituted.

28. The method of claim 27 wherein the pyrazole ring has a methyl substituent in the 1-position.

29. The method of claim 28 wherein the pyrazole ring has a halo substituent in the 4-position.

30. The method of claim 29 wherein the pyrazole ring has a chloro or bromo substituent in the 4-position.

31. The method of claim 29 wherein the pyrazole ring has a halomethyl or methylsulfonyl substituent in the 5-position.

32. The method of claim 31 wherein the pyrazole ring has a trifluoromethyl, a difluoromethyl or a methylsulfonyl substituent in the 5-position.

33. The method of claim 27 wherein the phenyl ring has a meta substituent having a molecular weight of less than about 300 and selected from alkoxy, haloalkoxy, di(alkoxy), alkoxycarbonyl, alkoxycarbonylalkoxy, aminocarbonylalkoxy, alkylsulfonylaminocarbonylalkoxy, alkylamino, hydroxyalkylamino, alkoxyamino, alkoxyalkylamino, hydroxycarbonylalkylamino, and alkoxycarbonylalkoxyimino.

34. The method of claim 33 wherein said meta substituent has about 10 or less carbon atoms.

35. The method of claim 34 wherein the pyrazole ring has a halo substituent in the 4-position.

36. The method of claim 35 wherein the pyrazole ring has a chloro or bromo substituent in the 4-position.

37. The method of claim 36 wherein the pyrazole ring has a halomethyl or methylsulfonyl substituent in the 5-position.

38. The method of claim 37 wherein the pyrazole ring has a difluoromethyl, trifluoromethyl or methylsulfonyl substituent in the 5-position.