Information
-
Patent Grant
-
5874467
-
Patent Number
5,874,467
-
Date Filed
Wednesday, July 31, 199628 years ago
-
Date Issued
Tuesday, February 23, 199926 years ago
-
CPC
- C07D207/333 - Radicals substituted by oxygen or sulfur atoms
- A01N37/36 - containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof
- A01N37/50 - the nitrogen atom being doubly bound to the carbon skeleton
- A01N43/08 - with oxygen as the ring hetero atom
- A01N43/36 - five-membered rings
- A01N43/40 - six-membered rings
- A01N43/54 - 1,3-Diazines Hydrogenated 1,3-diazines
- A01N43/76 - 1,3-Oxazoles Hydrogenated 1,3-oxazoles
- A01N43/78 - 1,3-Thiazoles Hydrogenated 1,3-thiazoles
- A01N43/80 - five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
- A01N43/88 - six-membered rings with three ring hetero atoms
- C07C249/08 - by reaction of hydroxylamines with carbonyl compounds
- C07C251/38 - to carbon atoms of a saturated carbon skeleton
- C07C251/48 - with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a six-membered aromatic ring
- C07C251/60 - of hydrocarbon radicals substituted by carboxyl groups
- C07C327/58 - Derivatives of thiocarboxylic acids, the doubly-bound oxygen atoms being replaced by nitrogen atoms
- C07D213/53 - Nitrogen atoms
- C07D213/64 - attached in position 2 or 6
- C07D239/34 - One oxygen atom
- C07D239/36 - as doubly bound atom or as unsubstituted hydroxy radical
- C07D261/08 - with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D261/10 - with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D263/32 - with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D271/06 - 1,2,4-Oxadiazoles Hydrogenated 1,2,4-oxadiazoles
- C07D277/24 - Radicals substituted by oxygen atoms
- C07D307/12 - Radicals substituted by oxygen atoms
- C07C2101/02 - with a three-membered ring
- C07C2101/04 - with a four-membered ring
- C07C2101/08 - The ring being saturated
- C07C2101/14 - The ring being saturated
-
US Classifications
Field of Search
US
- 514 269
- 514 274
- 514 344
- 514 345
- 514 359
- 514 369
- 514 406
- 514 640
- 514 538
- 514 567
- 544 218
- 544 219
- 544 285
- 544 286
- 544 287
- 544 309
- 544 316
- 544 319
- 546 286
- 546 287
- 546 300
- 548 127
- 548 129
- 548 132
- 548 136
- 548 182
- 548 225
- 548 243
- 548 3661
- 548 3731
- 558 414
- 564 253
- 564 254
- 564 265
- 560 35
- 562 451
-
International Classifications
- A61K31215
- A61K3119
- C07D22956
- C07D23934
-
Abstract
The present invention relates to phenylacetic acid derivatives of the formula I ##STR1## and their salts. The invention additionally relates to processes and intermediates for preparing these compounds and compositions containing them for controlling animal pests and harmful fungi.
Description
The present invention relates to phenylacetic acid derivatives of the formula I ##STR2## where the substituents and the index have the following meanings: X is NOCH.sub.3, CHOCH.sub.3, CHCH.sub.3 and �sic! CHCH.sub.2 CH.sub.3;
R.sup.1 is hydrogen and �sic! C.sub.1 -C.sub.4 -alkyl;
R.sup.2 is cyano, nitro, trifluoromethyl, halogen, C.sub.1 -C.sub.4 -alkyl and �sic! C.sub.1 -C.sub.4 -alkoxy;
m is 0, 1 or 2, it being possible for the R.sup.2 radicals to be different if m is 2;
R.sup.3 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino;
R.sup.4 is hydrogen, cyano, nitro, hydroxyl, amino, halogen,
C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.2 -C.sub.6 -alkenylthio, C.sub.2 -C.sub.6 -alkenylamino, N--C.sub.2 -C.sub.6 -alkenyl-N--C.sub.1 -C.sub.6 -alkylamino, C.sub.2-C.sub.6 -alkynyl, C.sub.2 -C.sub.6 --alkynyloxy C.sub.2 -C.sub.6 -alkynylthio, C.sub.2 -C.sub.6 -alkynylamino, N--C.sub.2 -C.sub.6 -alkynyl-N--C.sub.1 -C.sub.6 -alkylamino, it being possible for the hydrocarbon radicals of these groups to be partly or completely halogenated or to carry one to three of the following radicals: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkylamino-carbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothio-carbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.1 -C.sub.6 -alkyl-sulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, aryl, aryloxy, aryl-C.sub.1 -C.sub.4 -alkoxy, arylthio, aryl-C.sub.1 -C.sub.4 -alkylthio, hetaryl, hetaryloxy, hetaryl-C.sub.1 -C.sub.4 -alkoxy, hetarylthio, hetaryl-C.sub.1 -C.sub.4 -alkylthio, it being possible for the cyclic radicals in turn to be partly or completely halogenated and/or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkyl-sulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 C.sub.6 -cycloalkyl �sic!, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C6-haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio and C(.dbd.NOR.sup.6)--A.sub.n--R.sup.7 ;
C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, C.sub.3 -C.sub.6 -cycloalkylthio, C.sub.3 -C.sub.6 -cycloalkylamino, N--C.sub.3 -C.sub.6 -cycloalkyl-N--C.sub.1 -C.sub.6 -alkylamino, C.sub.3 -C.sub.6 -cycloalkenyl, C.sub.3 -C.sub.6 -cycloalkenyloxy, C.sub.3 -C.sub.6 -cycloalkenyl-thio C.sub.3 -C.sub.6 -cycloalkenylamino, N--C.sub.3 -C.sub.6 -cycloalkenyl-N--C.sub.1 -C.sub.6 -alkylamino, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylamino, N-heterocyclyl-N--C.sub.1 -C.sub.6 -alkylamino, aryl, aryloxy, arylthio, arylamino, N-aryl-N--C.sub.1 -C.sub.6 -alkylamino, hetaryl, hetaryloxy, hetarylthio, hetarylamino, N-hetaryl-N--C.sub.1 -C.sub.6 -alkylamino, it being possible for the cyclic radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 C.sub.6 -alkylamino-carbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothio-carbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl and hetaryloxy;
R.sup.5 is hydrogen,
C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.10 -alkenyl, C.sub.2 -C.sub.1 -alkynyl, C.sub.1 -C.sub.10 -alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, C.sub.3 -C.sub.10 -alkynyl-carbonyl or C.sub.1 -C.sub.10 -alkylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkyl-aminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkyl-aminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, hetero-cyclyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the cyclic groups in turn to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, amino-carbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkyl-aminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkyl-aminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio or C(.dbd.NOR.sup.6)--A.sub.n--R.sup.7;
aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl or hetarylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkyl-sulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylamino-carbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylamino-thiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy or C(.dbd.NOR.sup.6)--A.sub.n--R.sup.7;
where
A is oxygen, sulfur or nitrogen and where the nitrogen carries hydrogen or C.sub.1 -C.sub.6 -alkyl;
n is 0 or 1;
R.sup.6 is hydrogen or C.sub.1 -C.sub.6 -alkyl and
R.sup.7 is hydrogen or C.sub.1 -C.sub.6 -alkyl,
and their salts.
The invention additionally relates to processes and intermediates for preparing these compounds and compositions containing them for controlling animal pests and harmful fungi.
Phenylacetic acid derivatives for pest control are disclosed in the literature (EP-A 422 597, EP-A 463 488, EP-A 370 629, EP-A 460 575, EP-A 472 300, WO-A 90/07,493, WO-A 92/13,830, WO-A 92/18,487).
It is an object of the present invention to provide novel compounds having improved action.
We have found that this object is achieved by the phenylacetic acid derivatives I defined at the outset. We have additionally found processes and intermediates for their preparation and compositions containing them for controlling animal pests and harmful fungi and their use within this context.
The compounds I are obtainable in various ways by processes known per se in the literature.
Fundamentally, it is insignificant in the synthesis of the compounds I whether the group --C(X)--CO.sub.2 R.sup.1 or the group --CH.sub.2 ON.dbd.C(R.sup.3)--C(R.sup.4).dbd.NOR.sup.5 is constructed first.
The construction of the group --C(X)--CO.sub.2 R.sup.1 is disclosed, for example, in the literature cited at the outset.
The manner of the synthesis of the --CH.sub.2 ON.dbd.C(R.sup.3)--C(R.sup.4).dbd.NOR.sup.5 side chain essentially depends on the nature of the substituents R.sup.3 and R.sup.4.
1. In the case in which R.sup.3 and R.sup.4 are not halogen, the construction of the group --CH.sub.2 ON.dbd.C(R.sup.3)--C(R.sup.4).dbd.NOR.sup.5 in general proceeds by reacting a benzyl derivative of the formula II with a hydroxyimime �sic! of the formula III. ##STR3## L.sup.1 in the formula II is a nucleophilically replaceable leaving group, eg. halogen or sulfonate groups, preferably chlorine, bromine, iodine, mesylate, tosylate or triflate.
The reaction is carried out in a manner known per se in an inert organic solvent in the presence of a base, eg. sodium hydride, potassium hydroxide, potassium carbonate and �sic! triethylamine according to the methods described in Houben-Weyl, Vol. E 14b, p. 370ff and Houben-Weyl, Vol. 10/1, p. 1189ff.
The hydroxyimime �sic! III required is obtained, for example, by reaction of a corresponding dihydroxyimine IV with a nucleophilically substituted reagent VI ##STR4##
L.sup.2 in the formula VI is a nucleophilically replaceable leaving group, eg. halogen or sulfonate groups, preferably chlorine, bromine, iodine, mesylate, tosylate or triflate.
The reaction is carried out in a manner known per se in an inert organic solvent in the presence of a base, eg. potassium carbonate, potassium hydroxide, sodium hydride, pyridine and �sic! triethylamine according to the methods described in Houben-Weyl, Vol. E 14b, p. 307ff, p. 370ff and p. 385ff; Houben-Weyl, Vol. 10/4, p. 55ff, p. 180ff and p. 217ff; Houben-Weyl, Vol. E 5, p. 780ff.
1.1 Alternatively, the compounds I can also be obtained by converting the benzyl derivative II first to a corresponding benzyl oxime of the formula V using the dihydroxyimino derivative IV, V then being reacted with the nucleophilically substituted reagent VI to give I. ##STR5##
The reaction is carried out in a manner known per se in an inert organic solvent in the presence of a base, eg. potassium carbonate, potassium hydroxide, sodium hydride, pyridine and �sic! triethylamine according to the methods described in Houben-Weyl, Vol. 10/1, p. 1189ff; Houben-Weyl, Vol. E 14b, p. 307ff, p. 370ff and p. 385ff; Houben-Weyl, Vol. 10/4, p. 55ff, p. 180ff and p. 217ff; Houben-Weyl, Vol. E 5, p. 780ff.
1.2 In a similar manner, it is also possible to prepare the required hdroxyimime �sic! of the formula III from a carbonyl-hydroxyimine VII by reaction with a hydroxylamine IXa or its salt IXb. ##STR6## Q- in the formula IXb is the anion of an acid, in particular of an inorganic acid, eg. halide such as chloride.
The reaction is carried out in a manner known per se in an inert organic solvent according to the methods described in EP-A 513 580; Houben-Weyl, Vol. 10/4, p. 73ff; Houben-Weyl, Vol. E 14b, p. 369ff and p. 385ff.
1.3 Alternatively, the compounds I can also be obtained by converting the benzyl derivative II first to a corresponding benzyloxyimine of the formula VIII using the carbonylhydroxyimino derivative VII, VIII then being reacted with the hydroxylamine IXa or its salt IXb to give I. ##STR7##
The reaction is carried out in a manner known per se in an inert organic solvent according to the methods described in Houben-Weyl, Vol. E 14b, p. 369ff; Houben-Weyl, Vol. 10/1, p. 1189ff and Houben-Weyl, Vol. 10/4, p. 73ff or EP-A 513 580.
1.4 Another possibility for preparing the compounds I is the reaction of the benzyl derivative II with N-hydroxyphthalimide and subsequent hydrazinolysis to the benzylhydroxylamine IIa and the further reaction of IIa with a carbonyl compound X. ##STR8##
The reaction is carried out in a manner known per se in an inert organic solvent according to the methods described in EP-A 463 488, German Appl. No. 42 28 867.3.
The carbonyl compound X required is obtained, for example, by reaction of a corresponding hydroxyiminocarbonyl compound VIIa with a nucleophilically substituted reagent VI ##STR9## or by reaction of a corresponding dicarbonyl compound XI with a hydroxylamine IXa or its salt IXb ##STR10## The reactions are carried out in a manner known per se in an inert organic solvent according to the methods described in EP-A 513 580, Houben-Weyl, Vol. 10/4, p. 55ff, p. 73ff, p. 180ff and p. 217ff; Houben-Weyl, Vol. E 14b, p. 307ff and 369ff, Houben-Weyl, Vol. E 5, p. 780ff.
1.5 Correspondingly, the compounds I can also be obtained by converting the benzylhydroxylamine IIa first to the corresponding benzyloxyimino derivative of the formula V using the hydroxyimino derivative VIIa, V then being reacted with the nucleophilically substituted reagent VI to give I as described above. ##STR11##
1.6 In a similar manner, the compounds I can also be prepared by converting the benzylhydroxylamine IIa first to the benzyloxyimino derivative VIII using the dicarbonyl derivative of the formula XI and then reacting VIII with the hydroxylamine IXa or its salt IXb to give I as described above. ##STR12##
2. Compounds in which R.sup.3 and/or R.sup.4 are a halogen atom are obtained by methods known per se from the corresponding precursors in which the radical concerned is a hydroxyl group (cf. Houben-Weyl, Vol. E5, p. 631; J. Org. Chem. 36 (1971), 233; J. Org. Chem. 57 (1992), 3245). Preferably, the corresponding reactions to give the halogen derivative are performed in stages I and VIII.
3. Compounds in which R.sup.3 and/or R.sup.4 are bonded to the molecular structure via an O, S or N atom are obtained by methods known per se from the corresponding precursors in which the radical concerned is a halogen atom (cf. Houben-Weyl, Vol. E5, p. 826 ff and 1280 ff, J. Org. Chem. 36 (1971), 233, J. Org. Chem. 46 (1981), 3623). Preferably, the corresponding conversions of the halogen derivative are performed in stages I and VIII.
4. Compounds in which R.sup.3 and/or R.sup.4 are bonded to the molecule via an oxygen atom are in some cases also obtained by methods known per se from the corresponding precursors in which the radical concerned is a hydroxyl group (cf. Houben-Weyl, Vol. E5, p. 826-829, Aust. J. Chem. 27 (1974), 1341-9). Preferably, the corresponding reactions to give the alkoxy derivatives are performed in stages I and VIII.
5. Compounds in which R.sup.3 is not halogen are preferably obtained by first converting a compound X to the corresponding benzoic acid XIII according to the methods described in EP-A 493 711 using a lactone XII and converting XIII via the corresponding halides to the cyanocarboxylic acids XIV, which are converted by way of the Pinner reaction (Angew. Chem. 94 (1982), 1) to the .alpha.-keto esters XV and then to the derivatives I (cf. EP 348 766, DE 37 05 389, EP 178 826, DE 36 23 921). ##STR13## Compounds I in which R.sup.1 is hydrogen are obtained according to this process by hydrolysis of the esters XV and subsequent reaction to give I.
The compounds II are known (EP-A 513 580, EP-A 477 631, EP-A 463 488, EP-A 370 629, EP-A 460 575) or can be prepared by the methods described there.
On account of their C=C and C=N double bonds, the compounds I can be obtained during preparation as E/Z isomer mixtures which can be separated into the individual compounds in a customary manner, eg. by crystallization or chromatography.
If isomer mixtures are obtained during the synthesis, in general, however, a separation is not absolutely necessary, as the individual isomers can in some cases be converted to one another during preparation for application or during application (eg. under the action of light, acid or base). Corresponding conversions can also take place after application, for example during the treatment of plants in the treated plant or in the harmful fungus or animal pest to be controlled.
With reference to the C=X double bond, the E isomers of the compounds I are preferred with respect to their activity (configuration based on the --OCH.sub.3, the --CH.sub.3 or the --CH.sub.2 CH.sub.3 group in relation to the --CO.sub.2 R.sup.1 group).
With reference to the --C(R.sup.3).dbd.NOCH.sub.2 -- double bond, the cis isomers of the compounds I are preferred with respect to their activity (configuration based on the radical R.sup.3 in relation to the --OCH.sub.2 -- group).
In the definitions of the compounds I given at the outset, collective terms were used which are generally representative of the following groups:
halogen: fluorine, chlorine, bromine and iodine;
alkyl: straight-chain or branched alkyl groups having 1 to 4, 6 or 10 carbon atoms, eg. C.sub.1 -C.sub.6 -alkyl such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methyl-propyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methyl-pentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methyl- propyl and 1-ethyl-2-methylpropyl;
alkylamino: an amino group which carries a straight-chain or branched alkyl group having 1 to 6 carbon atoms as mentioned above;
dialkylamino: an amino group which carries two straight-chain or branched alkyl groups which are independent of one another and each have 1 to 6 carbon atoms as mentioned above;
alkylcarbonyl: straight-chain or branched alkyl groups having 1 to 10 carbon atoms, which are bonded to the structure via a carbonyl group (--CO--);
alkylsulfonyl: straight-chain or branched alkyl groups having 1 to 6 or 10 carbon atoms, which are bonded to the structure via a sulfonyl group (--SO.sub.2 --);
alkylsulfoxyl: straight-chain or branched alkyl groups having 1 to 6 carbon atoms, which are bonded to the structure via a sulfoxyl group (--S(.dbd.O)--);
alkylaminocarbonyl: alkylamino groups having 1 to 6 carbon atoms as mentioned above, which are bonded to the structure via a carbonyl group (--CO--);
dialkylaminocarbonyl: dialkylamino groups in each case having 1 to 6 carbon atoms per alkyl radical as mentioned above, which are bonded to the structure via a carbonyl group (--CO--);
alkylaminothiocarbonyl: alkylamino groups having 1 to 6 carbon atoms as mentioned above, which are bonded to the structure via a thiocarbonyl group (--CS--);
dialkylaminothiocarbonyl: dialkylamino groups in each case having 1 to 6 carbon atoms per alkyl radical as mentioned above, which are bonded to the structure via a thiocarbonyl group (--CS--);
haloalkyl: straight-chain or branched alkyl groups having 1 to 6 carbon atoms, it being possible for the hydrogen atoms in these groups to be partly or completely replaced by halogen atoms as mentioned above, eg. C.sub.1 -C.sub.2 -haloalkyl such as chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2, 2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl and pentafluoroethyl;
alkoxy: straight-chain or branched alkyl groups having 1 to 4 or 6 carbon atoms as mentioned above, which are bonded to the structure via an oxygen atom (--O--), eg. C.sub.1 -C.sub.6 -alkoxy such as methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexyloxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy and 1-ethyl-2-methylpropoxy;
alkoxycarbonyl: straight-chain or branched alkyl groups having 1 to 6 carbon atoms, which are bonded to the structure via an oxycarbonyl group (--OC(.dbd.O)--);
haloalkoxy: straight-chain or branched alkyl groups having 1 to 6 carbon atoms, it being possible for the hydrogen atoms in these groups to be partly or completely replaced by halogen atoms as mentioned above, and these groups being bonded to the structure via an oxygen atom;
alkylthio: straight-chain or branched alkyl groups having 1 to 4 or 6 carbon atoms as mentioned above, which are bonded to the structure via a sulfur atom (--S--), eg. C.sub.1 -C.sub.6 -alkylthio such as methylthio, ethylthio, propylthio, 1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio, 1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2-dimethylpropylthio, 1-ethylpropylthio, hexylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and 1-ethyl-2-methylpropylthio;
cycloalkyl: monocyclic alkyl groups having 3 to 6 carbon ring members, eg. cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl;
alkenyl: straight-chain or branched alkenyl groups having 2 to 6 or 10 carbon atoms and a double bond in any desired position, eg. C.sub.2 -C.sub.6 -alkenyl such as ethenyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl;
alkenyloxy: straight-chain or branched alkenyl groups having 2 to 6 carbon atoms and a double bond in any desired position, which are bonded to the structure via an oxygen atom (--O--);
alkenylthio or alkenylamino: straight-chain or branched alkenyl groups having 2 to 6 carbon atoms and a double bond in any desired position, which are bonded to the structure (alkenylthio) via a sulfur atom or (alkenylamino) a nitrogen atom.
alkenylcarbonyl: straight-chain or branched alkenyl groups having 2 to 10 carbon atoms and a double bond in any desired position, which are bonded to the structure via a carbonyl group (--CO--);
alkynyl: straight-chain or branched alkynyl groups having 2 to 10 carbon atoms and a triple bond in any desired position, eg. C.sub.2 -C.sub.6 -alkynyl such as ethynyl, 2-propynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-4-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and 1-ethyl-1-methyl-2-propynyl;
alkynyloxy or alkynylthio and alkynylamino: straight-chain or branched alkynyl groups having 2 to 6 carbon atoms and a triple bond in any desired position, which are bonded to the structure (alkynyloxy) via an oxygen atom or (alkynylthio) via a sulfur atom or (alkynylamino) via a nitrogen atom.
alkynylcarbonyl: straight-chain or branched alkynyl groups having 3 to 10 carbon atoms and a triple bond in any desired position, which are bonded to the structure via a carbonyl group (--CO--);
cycloalkenyl or cycloalkenyloxy, cycloalkenylthio and cycloalkenylamino: monocyclic alkenyl groups having 3 to 6 carbon ring members, which are bonded to the structure directly or (cycloalkenyloxy) via an oxygen atom or (cycloalkenylthio) a sulfur atom or cycloalkenylamino) via a nitrogen atom, eg. cyclopropenyl, cyclobutenyl, cyclopentenyl or cyclohexenyl.
cycloalkoxy or cycloalkylthio and cycloalkylamino: monocyclic alkenyl groups having 3 to 6 carbon ring members, which are bonded to the structure (cycloalkoxy) via an oxygen atom or (cycloalkylthio) a sulfur atom or (cycloalkylamino) via a nitrogen atom, eg. cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl;
heterocyclyl or heterocyclyloxy, heterocyclylthio and heterocyclylamino: three- to six-membered, saturated or partly unsaturated mono- or polycyclic heterocycles, which contain one to three heteroatoms selected from a group consisting of oxygen, nitrogen and sulfur, and which are bonded to the structure directly or (heterocyclyloxy) via an oxygen atom or (heterocyclylthio) via a sulfur atom or (heterocyclylamino) via a nitrogen atom, such as eg. 2-tetrahydrofuranyl, oxiranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazoldinyl �sic!, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl, 2,3-dihydrofur-4-yl, 2,3-dihydrofur-5-yl, 2,5-dihydrofur-2-yl, 2,5-dihydrofur-3-yl, 2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,3-dihydrothien-4-yl, 2,3-dihydrothien-5-yl, 2,5-dihydrothien-2-yl, 2,5-dihydrothien-3-yl, 2,3-dihydropyrrol-2-yl, 2,3-dihydropyrrol-3-yl, 2,3-dihydropyrrol-4-yl, 2,3-dihydropyrrol-5-yl, 2,5-dihydropyrrol-2-yl, 2,5-dihydropyrrol-3-yl, 2,3-dihydroisoxazol-3-yl, 2,3-dihydroisoxazol-4-yl, 2,3-dihydroisoxazol-5-yl, 4,5-dihydroisoxazol-3-yl, 4,5-dihydroisoxazol-4-yl, 4,5-dihydroisoxazol-5-yl, 2,5-dihydroisothiazol-3-yl, 2,5-dihydroisothiazol-4-yl, 2,5-dihydroisothiazol-5-yl, 2,3-dihydroisopyrazol-3-yl, 2,3-dihydroisopyrazol-4-yl, 2,3-dihydroisopyrazol-5-yl, 4,5-dihydroisopyrazol-3-yl, 4,5-dihydroisopyrazol-4-yl, 4,5-dihydroisopyrazol-5-yl, 2,5-dihydroisopyrazol-3-yl, 2,5-dihydroisopyrazol-4-yl, 2,5-dihydroisopyrazol-5-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3-di-hydrooxazol-5-yl, 4,5-dihydrooxazol-3-yl, 4,5-dihydrooxazol-4-yl, 4,5-dihydrooxazol-5-yl, 2,5-dihydrooxazol-3-yl, 2,5-dihydrooxazol-4-yl, 2,5-dihydrooxazol-5-yl, 2,3-dihydrothiazol-2-yl, 2,3-dihydrothiazol-4-yl, 2,3-dihydrothiazol-5-yl, 4,5-dihydrothiazol-2-yl, 4,5-dihydrothiazol-4-yl, 4,5-dihydrothiazol-5-yl, 2,5-dihydrothiazol-2-yl, 2,5-dihydrothiazol-4-yl, 2,5-dihydrothiazol-5-yl, 2,3-dihydroimidazol-2-yl, 2,3-dihydroimidazol-4-yl, 2,3-dihydroimidazol-5-yl, 4,5-dihydroimidazol-2-yl, 4,5-dihydroimidazol-4-yl, 4,5-dihydroimidazol-5-yl, 2,5-dihydroimidazol-2-yl, 2,5-dihydroimidazol-4-yl, 2,5-dihydroimidazol-5-yl, 2-morpholinyl, 3-morpholinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 3-tetrahydropyridazinyl, 4-tetrahydropyridazinyl, 2-tetrahydropyrimidinyl, 4-tetrahydropyrimidinyl, 5-tetrahydropyrimidinyl, 2-tetrahydropyrazinyl, 1,3,5-tetrahydrotriazin-2-yl, 1,2,4-tetrahydrotriazin-3-yl, 1,3-dihydrooxazin-2-yl, 1,3-dithian-2-yl, 2-tetrahydropyranyl, 1,3-dioxolan-2-yl, 3,4,5,6-tetrahydropyridin-2-yl, 4H-1,3-thiazin-2-yl, 4H-3,1-benzothiazin-2-yl, 1,1-dioxo-2,3,4,5-tetrahydrothien-2-yl, 2H-1,4-benzothiazin-3-yl, 2H-1,4-benzoxazin-3-yl, 1,3-dihydrooxazin-2-yl, 1,3-dithian-2-yl,
aryl or aryloxy, arylthio, arylcarbonyl and arylsulfonyl: aromatic mono- or polycyclic hydrocarbon radicals which are bonded to the structure directly or (aryloxy) via an oxygen atom (--O--) or (arylthio) a sulfur atom (--S--), (arylcarbonyl) via a carbonyl group (--CO--) or (arylsulfonyl) via a sulfonyl group (--SO.sub.2 --), eg. phenyl, naphthyl and phenanthrenyl or phenoxy, naphthyloxy and phenanthrenyloxy and the corresponding carbonyl and sulfonyl radicals;
arylamino: aromatic mono- or polycyclic hydrocarbon radicals which are bonded to the structure via a nitrogen atom.
hetaryl or hetaryloxy, hetarylthio, hetarylcarbonyl and hetarylsulfonyl: aromatic mono- or polycyclic radicals which, in addition to carbon ring members, additionally can contain one to four nitrogen atoms or one to three nitrogen atoms and an oxygen or a sulfur atom or an oxygen or a sulfur atom and which are bonded to the structure directly or (hetaryloxy) via an oxygen atom (--O--) or (hetarylthio) a sulfur atom (--S--), (hetarylcarbonyl) via a carbonyl group (--CO--) or (hetarylsulfonyl) via a sulfonyl group (--SO.sub.2 --), eg.
5-membered heteroaryl, containing one to three nitrogen atoms: 5-membered ring heteroaryl groups which, in addition to carbon atoms, can contain one to three nitrogen atoms as ring members, eg. 2-pyrrolyl, 3-pyrrolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-imidazolyl, 4-imidazolyl, 1,2,4-triazol-3-yl and 1,3,4-triazol-2-yl;
5-membered heteroaryl, containing one to four nitrogen atoms or one to three nitrogen atoms and a sulfur or oxygen atom or an oxygen or a sulfur atom: 5-membered ring heteroaryl groups which, in addition to carbon atoms, can contain one to four nitrogen atoms or one to three nitrogen atoms and a sulfur or oxygen atom or an oxygen or sulfur atom as ring members, eg. 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl, 4-isoxazolyl, 5-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl, 5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-3-yl, 1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl, 1,3,4-triazol-2-yl;
benzo-fused 5-membered heteroaryl, containing one to three nitrogen atoms or one nitrogen atom and/or an oxygen or sulfur atom: 5-membered ring heteroaryl groups which, in addition to carbon atoms, can contain one to four nitrogen atoms or one to three nitrogen atoms and a sulfur or oxygen atom or an oxygen or a sulfur atom as ring members, and in which two adjacent carbon ring members or a nitrogen and an adjacent carbon ring member can be bridged by a buta-1,3-diene-1,4-diyl group;
5-membered heteroaryl bonded via nitrogen, containing one to four nitrogen atoms, or benzo-fused 5-membered heteroaryl bonded via nitrogen, containing one to three nitrogen atoms: 5-membered ring heteroaryl groups which, in addition to carbon atoms, can contain one to four nitrogen atoms or one to three nitrogen atoms as ring members, and in which two adjacent carbon ring members or a nitrogen and an adjacent carbon ring member can be bridged by a buta-1,3-diene-1,4-diyl group, these rings being bonded to the structure via one of the nitrogen ring members;
6-membered heteroaryl, containing one to three or one to four nitrogen atoms: 6-membered ring heteroaryl groups which, in addition to carbon atoms, can contain one to three or one to four nitrogen atoms as ring members, eg. 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl and 1,2,4,5-tetrazin-3-yl;
benzo-fused 6-membered heteroaryl, containing one to four nitrogen atoms: 6-membered ring heteroaryl groups in which two adjacent carbon ring members can be bridged by a buta-1,3-diene-1,4-diyl group, eg. quinoline, isoquinoline, quinazoline and quinoxaline,
or the corresponding oxy, thio, carbonyl or sulfonyl groups;
hetarylamino: aromatic mono- or polycyclic radicals which, in addition to carbon ring members, can additionally contain one to four nitrogen atoms or one to three nitrogen atoms and an oxygen or a sulfur atom and which are bonded to the structure via a nitrogen atom.
The statement partly or completely halogenated is intended to express that in the groups characterized in this way the hydrogen atoms can be partly or completely replaced by identical or different halogen atoms as mentioned above.
With respect to their biological action, compounds of the formula I are preferred in which m is 0.
Equally preferred are compounds of the formula I in which R.sup.1 is methyl.
In addition, compounds I are preferred in which R.sup.3 is hydrogen, hydroxyl, cyclopropyl, chlorine, methyl, ethyl, 1-methylethyl, methoxy, methylthio or phenyl.
Compounds I are additionally preferred in which R.sup.3 is methyl.
In addition, compounds I are preferred in which R.sup.3 is methoxy.
Compounds I are additionally preferred in which R.sup.3 is hydroxyl.
In addition, compounds I are preferred in which R.sup.3 is chlorine.
In addition, compounds I are preferred in which R.sup.4 is hydrogen, hydroxyl, cyclopropyl, chlorine, methyl, ethyl, isopropyl, methoxy or methylthio.
Compounds I are additionally preferred in which R.sup.4 is methyl.
In addition, compounds I are preferred in which R.sup.4 is methoxy.
Compounds I are additionally preferred in which R.sup.4 is hydroxyl.
In addition, compounds I are preferred in which R.sup.4 is ethyl.
Compounds I are additionally preferred in which R.sup.4 is isopropyl.
Compounds I are additionally preferred in which R.sup.4 is cyclopropyl.
In addition, compounds I are preferred in which R.sup.4 is unsubstituted or substituted aryl or hetaryl.
In addition, compounds I are preferred in which R.sup.4 is unsubstituted or substituted pyridyl, pyrimidyl, pyrazinyl, pyridazinyl or triazinyl.
In addition, compounds I are preferred in which R.sup.4 is unsubstituted or substituted furyl, thienyl or pyrrolyl.
In addition, compounds I are preferred in which R.sup.4 is unsubstituted or substituted oxazolyl, thiazolyl, isoxazolyl, isothiazolyl, pyrazolyl or imidazolyl.
In addition, compounds I are preferred in which R.sup.4 is unsubstituted or substituted oxdiazolyl �sic!, thiadiazolyl or triazolyl.
Compounds I are additionally preferred in which R.sup.4 is phenyl, which is unsubstituted or carries one or two of the following groups: nitro, cyano, hydroxyl, amino, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylaminocarbonyl or di-C.sub.1 -C.sub.4 -alkylaminocarbonyl.
Compounds I are additionally preferred in which R.sup.5 is hydrogen, C.sub.1 -C.sub.6 -alkyl, arylalkyl, hetarylalkyl, aryloxyalkyl, hetaryloxyalkyl, aryl or hetaryl.
In addition, compounds I are preferred in which R.sup.5 is C.sub.1 -C.sub.6 -alkyl.
Compounds I are additionally preferred in which R.sup.5 is methyl or ethyl.
In addition, compounds I are preferred in which R.sup.5 is arylalkyl or hetarylalkyl.
Compounds I are additionally preferred in which R.sup.5 is aryloxyalkyl or hetaryloxyalkyl.
Compounds I are additionally preferred in which R.sup.5 is aryl or hetaryl.
In addition, compounds of the formula I are preferred in which X is NOCH.sub.3.
In addition, compounds of the formula I are preferred in which X is CHOCH.sub.3.
In addition, compounds of the formula I are preferred in which X is CHCH.sub.3 or CHCH.sub.2 CH.sub.3.
The compounds I compiled in the following tables are particularly preferred with respect to their use.
TABLE 1______________________________________Compounds of the general formula I.1 in which (R.sup.2).sub.m is hydrogenandthe combination of the substituents R.sup.3, R.sup.4 and R.sup.5 for acompound ineach case corresponds to one line of Table A______________________________________ ##STR14## I.1______________________________________
TABLE 2______________________________________Compounds of the general formula I.1 in which (R.sup.2).sub.m ischlorineand the combination of the substituents R.sup.3, R.sup.4 and R.sup.5 forcompound in each case corresponds to one line of Table A.______________________________________
TABLE 3______________________________________Compounds of the general formula I.2 in which (R.sup.2).sub.m is hydrogenandthe combination of the substituents R.sup.3, R.sup.4 and R.sup.5 for acompound ineach case corresponds to one line of Table A.______________________________________ ##STR15## I.2______________________________________
TABLE 4______________________________________Compounds of the general formula I.2 in which (R.sup.2).sub.m ischlorineand the combination of the substituents R.sup.3, R.sup.4 and R.sup.5 forcompound in each case corresponds to one line of Table A.______________________________________
TABLE 5______________________________________Compounds of the general formula I.3 in which (R.sup.2).sub.m is hydrogenandthe combination of the substituents R.sup.3, R.sup.4 and R.sup.5 for acompound ineach case corresponds to one line of Table A.______________________________________ ##STR16## I.3______________________________________
TABLE 6______________________________________Compounds of the general formula I.3 in which (R.sup.2).sub.m ischlorineand the combination of the substituents R.sup.3, R.sup.4 and R.sup.5 forcompound in each case corresponds to one line of Table A.______________________________________
TABLE 7______________________________________Compounds of the general formula I.4 in which (R.sup.2).sub.m is hydrogenandthe combination of the substituents R.sup.3, R.sup.4 and R.sup.5 for acompound ineach case corresponds to one line of Table A.______________________________________ ##STR17## I.4______________________________________
TABLE 8______________________________________Compounds of the general formula I.4 in which (R.sup.2).sub.m ischlorineand the combination of the substituents R.sup.3, R.sup.4 and R.sup.5 forcompound in each case corresponds to one line of Table A.______________________________________
TABLE A______________________________________No. R.sup.3 R.sup.4 R.sup.5______________________________________1 CH.sub.3 CH.sub.3 H2 CH.sub.3 CH.sub.3 CH.sub.33 CH.sub.3 CH.sub.3 C.sub.2 H.sub.54 CH.sub.3 CH.sub.3 n-C.sub.3 H.sub.75 CH.sub.3 CH.sub.3 i-C.sub.3 H.sub.76 CH.sub.3 CH.sub.3 Cyclopropyl7 CH.sub.3 CH.sub.3 n-C.sub.4 H.sub.98 CH.sub.3 CH.sub.3 s-C.sub.4 H.sub.99 CH.sub.3 CH.sub.3 i-C.sub.4 H.sub.910 CH.sub.3 CH.sub.3 t-C.sub.4 H.sub.911 CH.sub.3 CH.sub.3 n-C.sub.5 H.sub.1112 CH.sub.3 CH.sub.3 i-C.sub.5 H.sub.1113 CH.sub.3 CH.sub.3 neo-C.sub.5 H.sub.1114 CH.sub.3 CH.sub.3 Cyclopentyl15 CH.sub.3 CH.sub.3 n-C.sub.6 H.sub.1316 CH.sub.3 CH.sub.3 Cyclohexyl17 CH.sub.3 CH.sub.3 n-C.sub.8 H.sub.1718 CH.sub.3 CH.sub.3 CH.sub.2 CH.sub.2 Cl19 CH.sub.3 CH.sub.3 (CH.sub.2).sub.4 Cl20 CH.sub.3 CH.sub.3 CH.sub.2 CN21 CH.sub.3 CH.sub.3 CH.sub.2 CH.sub.2 CN22 CH.sub.3 CH.sub.3 (CH.sub.2).sub.3 CN23 CH.sub.3 CH.sub.3 (CH.sub.2).sub.4 CN24 CH.sub.3 CH.sub.3 (CH.sub.2).sub.6 CN25 CH.sub.3 CH.sub.3 Cyclohexylmethyl26 CH.sub.3 CH.sub.3 2-Cyclohexyleth-1-yl27 CH.sub.3 CH.sub.3 Cyclopropylmethyl28 CH.sub.3 CH.sub.3 2-Cyclopropyleth-1-yl29 CH.sub.3 CH.sub.3 2-Methoxyeth-1-yl30 CH.sub.3 CH.sub.3 2-Ethoxyeth-1-yl31 CH.sub.3 CH.sub.3 2-Isopropoxyeth-1-yl32 CH.sub.3 CH.sub.3 3-Methoxyprop-1-yl33 CH.sub.3 CH.sub.3 3-Ethoxyprop-1-yl34 CH.sub.3 CH.sub.3 3-Isopropoxyprop-1-yl35 CH.sub.3 CH.sub.3 4-Methoxybut-1-yl36 CH.sub.3 CH.sub.3 4-Isopropoxybut-1-yl37 CH.sub.3 CH.sub.3 Propen-3-yl38 CH.sub.3 CH.sub.3 But-2-en-1-yl39 CH.sub.3 CH.sub.3 3-Methylbut-2-en-1-yl40 CH.sub.3 CH.sub.3 2-Vinyloxyeth-1-yl41 CH.sub.3 CH.sub.3 Allyloxyeth-1-yl42 CH.sub.3 CH.sub.3 2-Trifluoromethoxyeth-1-yl43 CH.sub.3 CH.sub.3 3-Trifluoromethoxyprop-1-yl44 CH.sub.3 CH.sub.3 4-Difluoromethoxybut-1-yl45 CH.sub.3 CH.sub.3 Hydroxycarbonylmethyl46 CH.sub.3 CH.sub.3 Methoxycarbonylmethyl47 CH.sub.3 CH.sub.3 Aminocarbonylmethyl48 CH.sub.3 CH.sub.3 N-Methylaminocarbonylmethyl49 CH.sub.3 CH.sub.3 N,N-Dimethylaminocarbonyl- methyl50 CH.sub.3 CH.sub.3 2-Hydroxycarbonyleth-1-yl51 CH.sub.3 CH.sub.3 2-Methoxycarbonyleth-1-yl52 CH.sub.3 CH.sub.3 2-Aminocarbonyleth-1-yl53 CH.sub.3 CH.sub.3 2-N-Methylaminocar- bonyleth-1-yl54 CH.sub.3 CH.sub.3 2-Dimethylaminocar- bonyleth-1-yl55 CH.sub.3 CH.sub.3 2-Aminoeth-1-yl56 CH.sub.3 CH.sub.3 2-Aminoprop-1-yl57 CH.sub.3 CH.sub.3 4-Aminobut-1-yl58 CH.sub.3 CH.sub.3 3-Dimethylaminoprop-1-yl59 CH.sub.3 CH.sub.3 4-Aminothiocarbonylbut-1-yl60 CH.sub.3 CH.sub.3 2-Oxopropyl61 CH.sub.3 CH.sub.3 Cyclohexyl62 CH.sub.3 CH.sub.3 Cyclopropyl63 CH.sub.3 CH.sub.3 Cyclopentyl64 CH.sub.3 CH.sub.3 2-Methoxyiminoprop-1-yl65 CH.sub.3 CH.sub.3 2-Methoxyiminoeth-1-yl66 CH.sub.3 CH.sub.3 6-Aminocarbonylhex-1-yl67 CH.sub.3 CH.sub.3 3-Aminothiocarbonylprop-1-yl68 CH.sub.3 CH.sub.3 2-Aminothiocarbonyleth-1-yl69 CH.sub.3 CH.sub.3 Aminothiocarbonylmethyl70 CH.sub.3 CH.sub.3 4-(N,N-Dimethylamino)but-1-yl71 CH.sub.3 CH.sub.3 2-(Methylthio)eth-1-yl72 CH.sub.3 CH.sub.3 2-(Methylsulfonyl)eth-1-yl73 CH.sub.3 CH.sub.3 4-(Methylthio)prop-1-yl74 CH.sub.3 CH.sub.3 4-(Methylsulfonyl)prop-1-yl75 CH.sub.3 CH.sub.3 Benzyl76 CH.sub.3 CH.sub.3 2-F--C.sub.6 H.sub.4 --CH.sub.277 CH.sub.3 CH.sub.3 3-F--C.sub.6 H.sub.4 --CH.sub.278 CH.sub.3 CH.sub.3 4-F--C.sub.6 H.sub.4 --CH.sub.279 CH.sub.3 CH.sub.3 2,3-F.sub.2 --C.sub.6 H.sub.3 --CH.sub.280 CH.sub.3 CH.sub.3 2,4-F.sub.2 --C.sub.6 H.sub.3 --CH.sub.281 CH.sub.3 CH.sub.3 2,5-F.sub.2 --C.sub.6 H.sub.3 --CH.sub.282 CH.sub.3 CH.sub.3 2,6-F.sub.2 --C.sub.6 H.sub.3 --CH.sub.283 CH.sub.3 CH.sub.3 3,4-F.sub.2 --C.sub.6 H.sub.3 --CH.sub.284 CH.sub.3 CH.sub.3 3,5-F.sub.2 --C.sub.6 H.sub.3 --CH.sub.285 CH.sub.3 CH.sub.3 2-Cl--C.sub.6 H.sub.3 --CH.sub.286 CH.sub.3 CH.sub.3 3-Cl--C.sub.6 H.sub.4 --CH.sub.287 CH.sub.3 CH.sub.3 4-Cl--C.sub.6 H.sub.4 --CH.sub.288 CH.sub.3 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 --CH.sub.289 CH.sub.3 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 --CH.sub.290 CH.sub.3 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 --CH.sub.291 CH.sub.3 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 --CH.sub.292 CH.sub.3 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 --CH.sub.293 CH.sub.3 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 --CH.sub.294 CH.sub.3 CH.sub.3 2,3,4-Cl.sub.3 --C.sub.6 H.sub.2 --CH.sub.295 CH.sub.3 CH.sub.3 2,3,5-Cl.sub.3 --C.sub.6 H.sub.2 --CH.sub.296 CH.sub.3 CH.sub.3 2,3,6-Cl.sub.3 --C.sub.6 H.sub.2 --CH.sub.297 CH.sub.3 CH.sub.3 2,4,5-Cl.sub.3 --C.sub.6 H.sub.2 --CH.sub.298 CH.sub.3 CH.sub.3 2,4,6-Cl.sub.3 --C.sub.6 H.sub.2 --CH.sub.299 CH.sub.3 CH.sub.3 3,4,5-Cl.sub.3 --C.sub.6 H.sub.2 --CH.sub.2100 CH.sub.3 CH.sub.3 2-Br--C.sub.6 H.sub.4 --CH.sub.2101 CH.sub.3 CH.sub.3 3-Br--C.sub.6 H.sub.4 --CH.sub.2102 CH.sub.3 CH.sub.3 4-Br--C.sub.6 H.sub.4 --CH.sub.2103 CH.sub.3 CH.sub.3 2,3-Br.sub.2 --C.sub.6 H.sub.3 --CH.sub.2104 CH.sub.3 CH.sub.3 2,4-Br.sub.2 --C.sub.6 H.sub.3 --CH.sub.2105 CH.sub.3 CH.sub.3 2,5-Br.sub.2 --C.sub.6 H.sub.3 --CH.sub.2106 CH.sub.3 CH.sub.3 2,6-Br.sub.2 --C.sub.6 H.sub.3 --CH.sub.2107 CH.sub.3 CH.sub.3 3,4-Br.sub.2 --C.sub.6 H.sub.3 --CH.sub.2108 CH.sub.3 CH.sub.3 3,5-Br.sub.2 --C.sub.6 H.sub.3 --CH.sub.2109 CH.sub.3 CH.sub.3 2-F, 3-Cl--C.sub.6 H.sub.3 --CH.sub.2110 CH.sub.3 CH.sub.3 2-F, 4-Cl--C.sub.6 H.sub.3 --CH.sub.2111 CH.sub.3 CH.sub.3 2-F, 5-Cl--C.sub.6 H.sub.3 --CH.sub.2112 CH.sub.3 CH.sub.3 2-F, 3-Br--C.sub.6 H.sub.3 --CH.sub.2113 CH.sub.3 CH.sub.3 2-F, 4-Br--C.sub.6 H.sub.3 --CH.sub.2114 CH.sub.3 CH.sub.3 2-F, 5-Br--C.sub.6 H.sub.3 --CH.sub.2115 CH.sub.3 CH.sub.3 2-Cl, 3-Br--C.sub.6 H.sub.3 --CH.sub.2116 CH.sub.3 CH.sub.3 2-Cl, 4-Br--C.sub.6 H.sub.3 --CH.sub.2117 CH.sub.3 CH.sub.3 2-Cl, 5-Br--C.sub.6 H.sub.3 --CH.sub.2118 CH.sub.3 CH.sub.3 3-F, 4-Cl--C.sub.6 H.sub.3 --CH.sub.2119 CH.sub.3 CH.sub.3 3-F, 5-Cl--C.sub.6 H.sub.3 --CH.sub.2120 CH.sub.3 CH.sub.3 3-F, 6-Cl--C.sub.6 H.sub.3 --CH.sub.2121 CH.sub.3 CH.sub.3 3-F, 4-Br--C.sub.6 H.sub.3 --CH.sub.2122 CH.sub.3 CH.sub.3 3-F, 5-Br--C.sub.6 H.sub.3 --CH.sub.2123 CH.sub.3 CH.sub.3 3-F, 6-Br--C.sub.6 H.sub.3 --CH.sub.2124 CH.sub.3 CH.sub.3 3-Cl, 4-Br--C.sub.6 H.sub.3 --CH.sub.2125 CH.sub.3 CH.sub.3 3-Cl, 5-Br--C.sub.6 H.sub.3 --CH.sub.2126 CH.sub.3 CH.sub.3 3-Cl, 6-Br--C.sub.6 H.sub.3 --CH.sub.2127 CH.sub.3 CH.sub.3 4-F, 5-Cl--C.sub.6 H.sub.3 --CH.sub.2128 CH.sub.3 CH.sub.3 4-F, 6-Cl--C.sub.6 H.sub.3 --CH.sub.2129 CH.sub.3 CH.sub.3 4-F, 5-Br--C.sub.6 H.sub.3 --CH.sub.2130 CH.sub.3 CH.sub.3 4-F, 6-Br--C.sub.6 H.sub.3 --CH.sub.2131 CH.sub.3 CH.sub.3 4-Cl, 5-Br--C.sub.6 H.sub.3 --CH.sub.2132 CH.sub.3 CH.sub.3 5-F, 6-Cl--C.sub.6 H.sub.3 --CH.sub.2133 CH.sub.3 CH.sub.3 5-F, 6-Br--C.sub.6 H.sub.3 --CH.sub.2134 CH.sub.3 CH.sub.3 5-Cl, 6-Br--C.sub.6 H.sub.3 --CH.sub.2135 CH.sub.3 CH.sub.3 3-Br, 4-Cl, 5-Br--C.sub.6 H.sub.2 --CH.sub.2136 CH.sub.3 CH.sub.3 2-CN--C.sub.6 H.sub.4 --CH.sub.2137 CH.sub.3 CH.sub.3 3-CN--C.sub.6 H.sub.4 --CH.sub.2138 CH.sub.3 CH.sub.3 4-CN--C.sub.6 H.sub.4 --CH.sub.2139 CH.sub.3 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 --CH.sub.2140 CH.sub.3 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 --CH.sub.2141 CH.sub.3 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 --CH.sub.2142 CH.sub.3 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2143 CH.sub.3 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2144 CH.sub.3 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2145 CH.sub.3 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2146 CH.sub.3 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2147 CH.sub.3 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2148 CH.sub.3 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2149 CH.sub.3 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2150 CH.sub.3 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2151 CH.sub.3 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2 2152 CH.sub.3 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2 N153 CH.sub.3 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2 O154 CH.sub.3 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 --CH.sub. 2155 CH.sub.3 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 --CH.sub. 2156 CH.sub.3 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 --CH.sub. 2157 CH.sub.3 CH.sub.3 2-Cyclohexyl-C.sub.6 H.sub.4 --CH.sub.2158 CH.sub.3 CH.sub.3 3-Cyclohexyl-C.sub.6 H.sub.4 --CH.sub.2159 CH.sub.3 CH.sub.3 4-Cyclohexyl-C.sub.6 H.sub.4 --CH.sub.2160 CH.sub.3 CH.sub.3 2-Vinyl-C.sub.6 H.sub.4 --CH.sub.2161 CH.sub.3 CH.sub.3 3-Vinyl-C.sub.6 H.sub.4 --CH.sub.2162 CH.sub.3 CH.sub.3 4-Vinyl-C.sub.6 H.sub.4 --CH.sub.2163 CH.sub.3 CH.sub.3 2-Allyl-C.sub.6 H.sub.4 --CH.sub.2164 CH.sub.3 CH.sub.3 3-Allyl-C.sub.6 H.sub.4 --CH.sub.2165 CH.sub.3 CH.sub.3 4-Allyl-C.sub.6 H.sub.4 --CH.sub.2166 CH.sub.3 CH.sub.3 2-C.sub.6 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2 N167 CH.sub.3 CH.sub.3 3-C.sub.6 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2 O168 CH.sub.3 CH.sub.3 4-C.sub.6 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2 O169 CH.sub.3 CH.sub.3 3-CH.sub.3, 5-t-C.sub.4 H.sub.9 --C.sub.6 H.sub.3 --CH.sub.2170 CH.sub.3 CH.sub.3 2-OH--C.sub.6 H.sub.4 --CH.sub.2171 CH.sub.3 CH.sub.3 3-OH--C.sub.6 H.sub.4 --CH.sub.2172 CH.sub.3 CH.sub.3 4-OH--C.sub.6 H.sub.4 --CH.sub.2173 CH.sub.3 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2174 CH.sub.3 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2175 CH.sub.3 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2176 CH.sub.3 CH.sub.3 2,3-(OCH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2177 CH.sub.3 CH.sub.3 2,4-(OCH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2178 CH.sub.3 CH.sub.3 2,5-(OCH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2179 CH.sub.3 CH.sub.3 3,4-(OCH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2180 CH.sub.3 CH.sub.3 3,5-(OCH.sub.3).sub.2 --C.sub.6 H.sub.3 --CH.sub.2181 CH.sub.3 CH.sub.3 3,4,5-(OCH.sub.3).sub.3 --C.sub.6 H.sub.2 --CH.sub.2182 CH.sub.3 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2183 CH.sub.3 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2184 CH.sub.3 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 --CH.sub.2185 CH.sub.3 CH.sub.3 2-O--(n-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 --CH.sub.2186 CH.sub.3 CH.sub.3 3-O--(n-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 --CH.sub.2187 CH.sub.3 CH.sub.3 4-O--(n-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 --CH.sub.2188 CH.sub.3 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 --CH.sub.2189 CH.sub.3 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 --CH.sub.2190 CH.sub.3 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 --CH.sub.2191 CH.sub.3 CH.sub.3 4-O--(n-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 --CH.sub.2192 CH.sub.3 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 --CH.sub.2193 CH.sub.3 CH.sub.3 4-O--(n-C.sub.6 H.sub.13)--C.sub.6 H.sub.4 --CH.sub.2194 CH.sub.3 CH.sub.3 2-O-Allyl-C.sub.6 H.sub.4 --CH.sub.2195 CH.sub.3 CH.sub.3 3-O-Allyl-C.sub.6 H.sub.4 --CH.sub.2196 CH.sub.3 CH.sub.3 4-O-Allyl-C.sub.6 H.sub.4 --CH.sub.2197 CH.sub.3 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 --CH.sub.2198 CH.sub.3 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 --CH.sub.2199 CH.sub.3 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 --CH.sub.2200 CH.sub.3 CH.sub.3 2-Acetyl-C.sub.6 H.sub.4 --CH.sub.2201 CH.sub.3 CH.sub.3 3-Acetyl-C.sub.6 H.sub.4 --CH.sub.2202 CH.sub.3 CH.sub.3 4-Acetyl-C.sub.6 H.sub.4 --CH.sub.2203 CH.sub.3 CH.sub.3 2-Methoxycarbonyl-C.sub.6 H.sub.4 --CH.sub.2204 CH.sub.3 CH.sub.3 3-Methoxycarbonyl-C.sub.6 H.sub.4 --CH.sub.2205 CH.sub.3 CH.sub.3 4-Methoxycarbonyl-C.sub.6 H.sub.4 --CH.sub.2206 CH.sub.3 CH.sub.3 2-Aminocarbonyl-C.sub.6 H.sub.4 --CH.sub.2207 CH.sub.3 CH.sub.3 3-Aminocarbonyl-C.sub.6 H.sub.4 --CH.sub.2208 CH.sub.3 CH.sub.3 4-Aminocarbonyl-C.sub.6 H.sub.4 --CH.sub.2209 CH.sub.3 CH.sub.3 2-Dimethylaminocar- bonyl-C.sub.6 H.sub.4 --CH.sub.2210 CH.sub.3 CH.sub.3 3-Dimethylaminocar- bonyl-C.sub.6 H.sub.4 --CH.sub.2211 CH.sub.3 CH.sub.3 4-Dimethylaminocar- bonyl-C.sub.6 H.sub.4 --CH.sub.2212 CH.sub.3 CH.sub.3 2-(N-Methylaminocar- bonyl)-C.sub.6 H.sub.4 --CH.sub.2213 CH.sub.3 CH.sub.3 3-(N-Methylaminocar- bonyl)-C.sub.6 H.sub.4 --CH.sub.2214 CH.sub.3 CH.sub.3 4-(N-Methylaminocar- bonyl)-C.sub.6 H.sub.4 --CH.sub.2215 CH.sub.3 CH.sub.3 2-H.sub.2 N--C.sub.6 H.sub.4 --CH.sub.2216 CH.sub.3 CH.sub.3 3-H.sub.2 N--C.sub.6 H.sub.4 --CH.sub.2217 CH.sub.3 CH.sub.3 4-H.sub.2 N--C.sub.6 H.sub.4 --CH.sub.2218 CH.sub.3 CH.sub.3 2-Aminothiocar- bonyl-C.sub.6 H.sub.4 --CH.sub.2219 CH.sub.3 CH.sub.3 3-Aminothiocar- bonyl-C.sub.6 H.sub.4 --CH.sub.2220 CH.sub.3 CH.sub.3 4-Aminothiocar- bonyl-C.sub.6 H.sub.4 --CH.sub.2221 CH.sub.3 CH.sub.3 2-Methoxyimino- methyl-C.sub.6 H.sub.4 --CH.sub.2222 CH.sub.3 CH.sub.3 3-Methoxyimino- methyl-C.sub.6 H.sub.4 --CH.sub.2223 CH.sub.3 CH.sub.3 4-Methoxyimino- methyl-C.sub.6 H.sub.4 --CH.sub.2224 CH.sub.3 CH.sub.3 2-Formyl-C.sub.6 H.sub.4 --CH.sub.2225 CH.sub.3 CH.sub.3 3-Formyl-C.sub.6 H.sub.4 --CH.sub.2226 CH.sub.3 CH.sub.3 4-Formyl-C.sub.6 H.sub.4 --CH.sub.2227 CH.sub.3 CH.sub.3 2-(1'-Methoxyiminoeth- 1'-yl)-C.sub.6 H.sub.4 --CH.sub.2228 CH.sub.3 CH.sub.3 3-(1'-Methoxyiminoeth- 1'-yl)-C.sub.6 H.sub.4 --CH.sub.2229 CH.sub.3 CH.sub.3 4-(1'-Methoxyiminoeth- 1'-yl)-C.sub.6 H.sub.4 --CH.sub.2230 CH.sub.3 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2231 CH.sub.3 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2232 CH.sub.3 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 --CH.sub.2233 CH.sub.3 CH.sub.3 2-SO.sub.2 CH.sub.3 --C.sub.6 H.sub.4 --CH.sub. 2234 CH.sub.3 CH.sub.3 2-SO.sub.2 CH.sub.3 --C.sub.6 H.sub.4 --CH.sub. 2235 CH.sub.3 CH.sub.3 4-SO.sub.2 CH.sub.3 --C.sub.6 H.sub.4 --CH.sub. 2236 CH.sub.3 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 --CH.sub.2237 CH.sub.3 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 --CH.sub.2238 CH.sub.3 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 --CH.sub.2239 CH.sub.3 CH.sub.3 2-OCHF.sub.2 --C.sub.6 H.sub.4 --CH.sub.2240 CH.sub.3 CH.sub.3 3-OCHF.sub.2 --C.sub.6 H.sub.4 --CH.sub.2241 CH.sub.3 CH.sub.3 4-OCHF.sub.2 --C.sub.6 H.sub.4 --CH.sub.2242 CH.sub.3 CH.sub.3 3-CF.sub.3, 4-OCF.sub.3 --C.sub.6 H.sub.3 --CH.sub.2243 CH.sub.3 CH.sub.3 1-Naphthyl-CH.sub.2244 CH.sub.3 CH.sub.3 2-Naphthyl-CH.sub.2245 CH.sub.3 CH.sub.3 2-Phenoxyeth-1-yl246 CH.sub.3 CH.sub.3 2-(2'-Chlorophenoxy)eth-1-yl247 CH.sub.3 CH.sub.3 2-(3'-Chlorophenoxy)eth-1-yl248 CH.sub.3 CH.sub.3 2-(4'-Chlorophenoxy)eth-1-yl249 CH.sub.3 CH.sub.3 2-(3',5'-Dichloro- phenoxy)eth-1-yl250 CH.sub.3 CH.sub.3 2-(2'-Cyanophenoxy)eth-1-yl251 CH.sub.3 CH.sub.3 2-(3'-Cyanophenoxy)eth-1-yl252 CH.sub.3 CH.sub.3 2-(4'-Cyanophenoxy)eth-1-yl253 CH.sub.3 CH.sub.3 2-(2'-Methylphenoxy)eth-1-yl254 CH.sub.3 CH.sub.3 2-(3'-Methylphenoxy)eth-1-yl255 CH.sub.3 CH.sub.3 2-(4'-Methylphenoxy)eth-1-yl256 CH.sub.3 CH.sub.3 2-(3'-t-Butylphenoxy)eth-1-yl257 CH.sub.3 CH.sub.3 2-(4'-t-Butylphenoxy)eth-1-yl258 CH.sub.3 CH.sub.3 2-(2'-Nitrophenoxy)eth-1-yl259 CH.sub.3 CH.sub.3 2-(3'-Nitrophenoxy)eth-1-yl260 CH.sub.3 CH.sub.3 2-(4'-Nitrophenoxy)eth-1-yl261 CH.sub.3 CH.sub.3 2-(2'-Methoxyphenoxy)eth-1-yl262 CH.sub.3 CH.sub.3 2-(3'-Methoxyphenoxy)eth-1-yl263 CH.sub.3 CH.sub.3 2-(4'-Methoxyphenoxy)eth-1-yl264 CH.sub.3 CH.sub.3 2-(2'-Trifluoromethyl- phenoxy)eth-1-yl265 CH.sub.3 CH.sub.3 2-(3'-Trifluoromethyl- phenoxy)eth-1-yl266 CH.sub.3 CH.sub.3 2-(4'-Trifluoromethyl- phenoxy)eth-1-yl267 CH.sub.3 CH.sub.3 2-(2'-Acetylphenoxy)eth-1-yl268 CH.sub.3 CH.sub.3 2-(3'-Acetylphenoxy)eth-1-yl269 CH.sub.3 CH.sub.3 2-(4'-Acetylphenoxy)eth-1-yl270 CH.sub.3 CH.sub.3 2-(2'-Methoxycarbonyl)eth-1-yl271 CH.sub.3 CH.sub.3 2-(3'-Methoxycarbonyl)eth-1-yl272 CH.sub.3 CH.sub.3 2-(4'-Methoxycarbonyl)eth-1-yl273 CH.sub.3 CH.sub.3 2-(2'-Dimethylaminocar- bonyl)eth-1-yl274 CH.sub.3 CH.sub.3 2-(3'-Dimethylaminocar- bonyl)eth-1-yl275 CH.sub.3 CH.sub.3 2-(4'-Dimethylaminocar- bonyl)eth-1-yl276 CH.sub.3 CH.sub.3 2-(2'-Aminothiocar- bonyl)eth-1-yl277 CH.sub.3 CH.sub.3 2-(3'-Aminothiocar- bonyl)eth-1-yl278 CH.sub.3 CH.sub.3 2-(4'-Aminothiocar- bonyl)eth-1-yl279 CH.sub.3 CH.sub.3 2-(2'-Methylsulfonyl)eth-1-yl280 CH.sub.3 CH.sub.3 2-(3'-Methylsulfonyl)eth-1-yl281 CH.sub.3 CH.sub.3 2-(4'-Methylsulfonyl)eth-1-yl282 CH.sub.3 CH.sub.3 3-Phenoxyprop-1-yl283 CH.sub.3 CH.sub.3 3-(2'-Chlorophenoxy)prop-1-yl284 CH.sub.3 CH.sub.3 3-(3'-Chlorophenoxy)prop-1-yl285 CH.sub.3 CH.sub.3 3-(4'-Chlorophenoxy)prop-1-yl286 CH.sub.3 CH.sub.3 3-(3',5',Dichloro- phenoxy)prop-1-yl287 CH.sub.3 CH.sub.3 3-(2'-Cyanophenoxy)prop-1-yl288 CH.sub.3 CH.sub.3 3-(3'-Cyanophenoxy)prop-1-yl289 CH.sub.3 CH.sub.3 3-(4'-Cyanophenoxy)prop-1-yl290 CH.sub.3 CH.sub.3 3-(2'-Methylphenoxy)prop-1-yl291 CH.sub.3 CH.sub.3 3-(3'-Methylphenoxy)prop-1-yl292 CH.sub.3 CH.sub.3 3-(4'-Methylphenoxy)prop-1-yl293 CH.sub.3 CH.sub.3 3-(2'-Methoxyphenoxy)prop-1-yl294 CH.sub.3 CH.sub.3 3-(3'-Methoxyphenoxy)prop-1-yl295 CH.sub.3 CH.sub.3 3-(4'-Methoxyphenoxy)prop-1-yl296 CH.sub.3 CH.sub.3 3-(2'-Trifluoromethyl- phenoxy)prop-1-yl297 CH.sub.3 CH.sub.3 3-(3'-Trifluoromethyl- phenoxy)prop-1-yl298 CH.sub.3 CH.sub.3 3-(4'-Trifluoromethyl- phenoxy)prop-1-yl299 CH.sub.3 CH.sub.3 4-Phenoxybut-1-yl300 CH.sub.3 CH.sub.3 2-Phenyleth-1-yl301 CH.sub.3 CH.sub.3 2-(2'-Chlorophenyl)eth-1-yl302 CH.sub.3 CH.sub.3 2-(3'-Chlorophenyl)eth-1-yl303 CH.sub.3 CH.sub.3 2-(4'-Chlorophenyl)eth-1-yl304 CH.sub.3 CH.sub.3 2-(3',5'-Dichlorophenyl)eth-1-yl305 CH.sub.3 CH.sub.3 2-(2'-Cyanophenyl)eth-1-yl306 CH.sub.3 CH.sub.3 2-(3'-Cyanophenyl)eth-1-yl307 CH.sub.3 CH.sub.3 2-(4'-Cyanophenyl)eth-1-yl308 CH.sub.3 CH.sub.3 2-(2'-Methylphenyl)eth-1-yl309 CH.sub.3 CH.sub.3 2-(3'-Methylphenyl)eth-1-yl310 CH.sub.3 CH.sub.3 2-(4'-Methylphenyl)eth-1-yl311 CH.sub.3 CH.sub.3 2-(2'-Methoxyphenyl)eth-1-yl312 CH.sub.3 CH.sub.3 2-(3'-Methoxyphenyl)eth-1-yl313 CH.sub.3 CH.sub.3 2-(4'-Methoxyphenyl)eth-1-yl314 CH.sub.3 CH.sub.3 2-(2'-Trifluoromethyl- phenyl)eth-1-yl315 CH.sub.3 CH.sub.3 2-(3'-Trifluoromethyl- phenyl)eth-1-yl316 CH.sub.3 CH.sub.3 2-(4'-Trifluoromethyl- phenyl)eth-1-yl317 CH.sub.3 CH.sub.3 3-Phenylprop-1-yl318 CH.sub.3 CH.sub.3 3-(2'-Chlorophenyl)prop-1-yl319 CH.sub.3 CH.sub.3 3-(3'-Chlorophenyl)prop-1-yl320 CH.sub.3 CH.sub.3 3-(4'-Chlorophenyl)prop-1-yl321 CH.sub.3 CH.sub.3 3-(2'-Cyanophenyl)prop-1-yl322 CH.sub.3 CH.sub.3 3-(3'-Cyanophenyl)prop-1-yl323 CH.sub.3 CH.sub.3 3-(4'-Cyanophenyl)prop-1-yl324 CH.sub.3 CH.sub.3 3-(2'-Trifluoromethyl- phenyl)prop-1-yl325 CH.sub.3 CH.sub.3 4-Phenylbut-1-yl326 CH.sub.3 CH.sub.3 4-(4'-Chlorophenyl)but-1-yl327 CH.sub.3 CH.sub.3 6-(4'-Chlorophenyl)hex-1-yl328 CH.sub.3 CH.sub.3 2-Pyridylmethyl329 CH.sub.3 CH.sub.3 3-Pyridylmethyl330 CH.sub.3 CH.sub.3 4-Pyridylmethyl331 CH.sub.3 CH.sub.3 4-Chloropyridin-2-ylmethyl332 CH.sub.3 CH.sub.3 5-Chloropyridin-2-ylmethyl333 CH.sub.3 CH.sub.3 6-Chloropyridin-2-ylmethyl334 CH.sub.3 CH.sub.3 5-Chloropyridin-3-ylmethyl335 CH.sub.3 CH.sub.3 6-Chloropyridin-3-ylmethyl336 CH.sub.3 CH.sub.3 2-Chloropyridin-4-ylmethyl337 CH.sub.3 CH.sub.3 2-Pyrimidinylmethyl338 CH.sub.3 CH.sub.3 4-Chloropyrimidin-2-ylmethyl339 CH.sub.3 CH.sub.3 5-Chloropyrimidin-2-ylmethyl340 CH.sub.3 CH.sub.3 2-Chloropyrimidin-4-ylmethyl341 CH.sub.3 CH.sub.3 6-Chloropyrimidin-4-ylmethyl342 CH.sub.3 CH.sub.3 2-Chloropyrimidin-5-ylmethyl343 CH.sub.3 CH.sub.3 4-Pyridazinylmethyl344 CH.sub.3 CH.sub.3 2-Pyrazinylmethyl345 CH.sub.3 CH.sub.3 5-Chloropyrazin-2-ylmethyl346 CH.sub.3 CH.sub.3 6-Chloropyrazin-2-ylmethyl347 CH.sub.3 CH.sub.3 3-Pyridazinylmethyl348 CH.sub.3 CH.sub.3 6-Chloropyridazin-3-ylmethyl349 CH.sub.3 CH.sub.3 1,3,5-Triazinylmethyl350 CH.sub.3 CH.sub.3 2-Furylmethyl351 CH.sub.3 CH.sub.3 3-Furylmethyl352 CH.sub.3 CH.sub.3 4-Bromofur-2-ylmethyl353 CH.sub.3 CH.sub.3 5-Chlorofur-2-ylmethyl354 CH.sub.3 CH.sub.3 2-Thienylmethyl355 CH.sub.3 CH.sub.3 3-Thienylmethyl356 CH.sub.3 CH.sub.3 5-Methylthien-3-ylmethyl357 CH.sub.3 CH.sub.3 5-Chlorothien-2-ylmethyl358 CH.sub.3 CH.sub.3 2-Chlorothien-4-ylmethyl359 CH.sub.3 CH.sub.3 2-Pyrrolylmethyl360 CH.sub.3 CH.sub.3 3-Pyrrolylmethyl361 CH.sub.3 CH.sub.3 2-Oxazolylmethyl362 CH.sub.3 CH.sub.3 4-Methyloxazol-2-ylmethyl363 CH.sub.3 CH.sub.3 5-Methyloxazol-2-ylmethyl364 CH.sub.3 CH.sub.3 4-Chlorooxazol-2-ylmethyl365 CH.sub.3 CH.sub.3 5-Chlorooxazol-2-ylmethyl366 CH.sub.3 CH.sub.3 4-Oxazolylmethyl367 CH.sub.3 CH.sub.3 2-Methyloxazol-4-ylmethyl368 CH.sub.3 CH.sub.3 5-Methyloxazol-4-ylmethyl369 CH.sub.3 CH.sub.3 2-Chlorooxazol-4-ylmethyl370 CH.sub.3 CH.sub.3 4-Chlorooxazol-4-ylmethyl371 CH.sub.3 CH.sub.3 5-Oxazolylmethyl372 CH.sub.3 CH.sub.3 2-Methyloxazol-5-ylmethyl373 CH.sub.3 CH.sub.3 4-Methyloxazol-5-ylmethyl374 CH.sub.3 CH.sub.3 2-Chlorooxazol-5-ylmethyl375 CH.sub.3 CH.sub.3 4-Chlorooxazol-5-ylmethyl376 CH.sub.3 CH.sub.3 2-Thiazolylmethyl377 CH.sub.3 CH.sub.3 4-Methylthiazol-2-ylmethyl378 CH.sub.3 CH.sub.3 5-Methylthiazol-2-ylmethyl379 CH.sub.3 CH.sub.3 4-Chlorothiazol-2-ylmethyl380 CH.sub.3 CH.sub.3 5-Chlorothiazol-2-ylmethyl381 CH.sub.3 CH.sub.3 4-Thiazolylmethyl382 CH.sub.3 CH.sub.3 2-Methylthiazol-4-ylmethyl383 CH.sub.3 CH.sub.3 5-Methylthiazol-4-ylmethyl384 CH.sub.3 CH.sub.3 2-Chlorothiazol-4-ylmethyl385 CH.sub.3 CH.sub.3 5-Chlorothiazol-4-ylmethyl386 CH.sub.3 CH.sub.3 5-Thiazolylmethyl387 CH.sub.3 CH.sub.3 2-Methylthiazol-5-ylmethyl388 CH.sub.3 CH.sub.3 4-Methylthiazol-5-ylmethyl389 CH.sub.3 CH.sub.3 2-Chlorothiazol-5-ylmethyl390 CH.sub.3 CH.sub.3 4-Chlorothiazol-5-ylmethyl391 CH.sub.3 CH.sub.3 3-Isoxazolylmethyl392 CH.sub.3 CH.sub.3 4-Methylisoxazol-3-ylmethyl393 CH.sub.3 CH.sub.3 5-Methylisoxazol-3-ylmethyl394 CH.sub.3 CH.sub.3 4-Chloroisoxazol-3-ylmethyl395 CH.sub.3 CH.sub.3 5-Chloroisoxazol-3-ylmethyl396 CH.sub.3 CH.sub.3 4-Isoxazolylmethyl397 CH.sub.3 CH.sub.3 3-Methylisoxazol-4-ylmethyl398 CH.sub.3 CH.sub.3 5-Methylisoxazol-4-ylmethyl399 CH.sub.3 CH.sub.3 3-Chloroisoxazol-4-ylmethyl400 CH.sub.3 CH.sub.3 5-Chloroisoxazol-4-ylmethyl401 CH.sub.3 CH.sub.3 5-Isoxazolylmethyl402 CH.sub.3 CH.sub.3 3-Methylisoxazol-5-ylmethyl403 CH.sub.3 CH.sub.3 4-Methylisoxazol-5-ylmethyl404 CH.sub.3 CH.sub.3 3-Chloroisoxazol-5-ylmethyl405 CH.sub.3 CH.sub.3 4-Chloroisoxazol-5-ylmethyl406 CH.sub.3 CH.sub.3 3-Isothiazolylmethyl407 CH.sub.3 CH.sub.3 4-Methylisothiazol-3-ylmethyl408 CH.sub.3 CH.sub.3 5-Methylisothiazol-3-ylmethyl409 CH.sub.3 CH.sub.3 4-Chloroisothiazol-3-ylmethyl410 CH.sub.3 CH.sub.3 5-Chloroisothiazol-3-ylmethyl411 CH.sub.3 CH.sub.3 4-Isothiazolylmethyl412 CH.sub.3 CH.sub.3 3-Methylisothiazol-4-ylmethyl413 CH.sub.3 CH.sub.3 5-Methylisothiazol-4-ylmethyl414 CH.sub.3 CH.sub.3 3-Chloroisothiazol-4-ylmethyl415 CH.sub.3 CH.sub.3 5-Chloroisothiazol-4-ylmethyl416 CH.sub.3 CH.sub.3 5-Isothiazolylmethyl417 CH.sub.3 CH.sub.3 3-Methylisothiazol-5-ylmethyl418 CH.sub.3 CH.sub.3 4-Methylisothiazol-5-ylmethyl419 CH.sub.3 CH.sub.3 3-Chloroisothiazol-5-ylmethyl420 CH.sub.3 CH.sub.3 4-Chloroisothiazol-5-ylmethyl421 CH.sub.3 CH.sub.3 4-Imidazolylmethyl422 CH.sub.3 CH.sub.3 1-Phenylpyrazol-3-ylmethyl423 CH.sub.3 CH.sub.3 1-Methylimidazol-4-ylmethyl424 CH.sub.3 CH.sub.3 1-Phenyl-1,2,4-triazol- 3-ylmethyl425 CH.sub.3 CH.sub.3 1,2,4-Oxadiazol-3-ylmethyl426 CH.sub.3 CH.sub.3 5-Chloro-1,2,4-oxadiazol- 3-ylmethyl427 CH.sub.3 CH.sub.3 5-Methyl-1,2,4-oxadiazol- 3-ylmethyl428 CH.sub.3 CH.sub.3 5-Trifluoromethyl-1,2,4- oxadiazol-3-ylmethyl429 CH.sub.3 CH.sub.3 1,3,4-Oxadiazol-2-ylmethyl430 CH.sub.3 CH.sub.3 5-Chloro-1,3,4-oxadiazol- 2-ylmethyl431 CH.sub.3 CH.sub.3 5-Methyl-1,3,4-oxadiazol- 2-ylmethyl432 CH.sub.3 CH.sub.3 5-Methoxy-1,3,4-oxadiazol- 2-ylmethyl433 CH.sub.3 CH.sub.3 1,2,4-Thiadiazol-3-ylmethyl434 CH.sub.3 CH.sub.3 5-Chloro-1,2,4-thiadiazol- 3-ylmethyl435 CH.sub.3 CH.sub.3 5-Methyl-1,2,4-thiadiazol- 3-ylmethyl436 CH.sub.3 CH.sub.3 1,3,4-Thiadiazol-2-ylmethyl437 CH.sub.3 CH.sub.3 5-Chloro-1,3,4-thiadiazol- 2-ylmethyl438 CH.sub.3 CH.sub.3 5-Methyl-1,3,4-thiadiazol- 2-ylmethyl439 CH.sub.3 CH.sub.3 5-Cyano-1,3,4-thiadiazol- 2-ylmethyl440 CH.sub.3 CH.sub.3 2-(2'-Pyridinyloxy)eth-1-yl441 CH.sub.3 CH.sub.3 2-(3'-Pyridinyloxy)eth-1-yl442 CH.sub.3 CH.sub.3 2-(4'-Pyridinyloxy)eth-1-yl443 CH.sub.3 CH.sub.3 2-(2'-Pyrimidinyloxy)eth-1-yl444 CH.sub.3 CH.sub.3 2-(4'-Pyrimidinyloxy)eth-1-yl445 CH.sub.3 CH.sub.3 2-(5'-Pyrimidinyloxy)eth-1-yl446 CH.sub.3 CH.sub.3 2-(2'-Pyrazinyloxy)eth-1-yl447 CH.sub.3 CH.sub.3 2-(2'-Pyridazinyloxy)eth-1-yl448 CH.sub.3 CH.sub.3 2-(3'-Pyridazinyloxy)eth-1-yl449 CH.sub.3 CH.sub.3 2-(1',3',5'-Triazinyloxy)eth-1-yl450 CH.sub.3 CH.sub.3 2-(5'-Methylisoxazol- 3'-yloxy)eth-1-yl451 CH.sub.3 CH.sub.3 2-(5'-Chloroisoxazol- 3'-yloxy)eth-1-yl452 CH.sub.3 CH.sub.3 2-(2'-Methoxythiazol- 4'-yloxy)eth-1-yl453 CH.sub.3 CH.sub.3 2-(4'-Chlorooxazol- 2'-yloxy)eth-1-yl454 CH.sub.3 CH.sub.3 2-(1'-Phenyl-1'H-1',2',4'- triazol-3'-yloxy)eth-1-yl455 CH.sub.3 CH.sub.3 2-(1'-Phenylpyrazol- 3'-yloxy)eth-1-yl456 CH.sub.3 CH.sub.3 C.sub.6 H.sub.5457 CH.sub.3 CH.sub.3 2-Cl--C.sub.6 H.sub.4458 CH.sub.3 CH.sub.3 3-Cl--C.sub.6 H.sub.4459 CH.sub.3 CH.sub.3 4-Cl--C.sub.6 H.sub.4460 CH.sub.3 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3461 CH.sub.3 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3462 CH.sub.3 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3463 CH.sub.3 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3464 CH.sub.3 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3465 CH.sub.3 CH.sub.3 4-CN--C.sub.6 H.sub.4466 CH.sub.3 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4467 CH.sub.3 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4468 CH.sub.3 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4469 CH.sub.3 CH.sub.3 2,4-(NO.sub.2).sub.2 --C.sub.6 H.sub.3470 CH.sub.3 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4471 CH.sub.3 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4472 CH.sub.3 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4473 CH.sub.3 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3474 CH.sub.3 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3475 CH.sub.3 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3476 CH.sub.3 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3477 CH.sub.3 CH.sub.3 2-C.sub.6 H.sub.5 --C.sub.6 H.sub.4478 CH.sub.3 CH.sub.3 3-C.sub.6 H.sub.5 --C.sub.6 H.sub.4479 CH.sub.3 CH.sub.3 4-C.sub.6 H.sub.5 --C.sub.6 H.sub.4480 CH.sub.3 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4481 CH.sub.3 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4482 CH.sub.3 CH.sub.3 3-Acetyl-C.sub.6 H.sub.4483 CH.sub.3 CH.sub.3 4-Acetyl-C.sub.6 H.sub.4484 CH.sub.3 CH.sub.3 3-Methoxycarbonyl-C.sub.6 H.sub.4485 CH.sub.3 CH.sub.3 4-Methoxycarbonyl-C.sub.6 H.sub.4486 CH.sub.3 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4487 CH.sub.3 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4488 CH.sub.3 CH.sub.3 2-Naphthyl489 CH.sub.3 CH.sub.3 6-Chloropyridazin-3-yl490 CH.sub.3 CH.sub.3 5-Chloropyrazin-2-yl491 CH.sub.3 CH.sub.3 Quinolin-2-yl492 CH.sub.3 CH.sub.3 2,5-Dimethylpyrazin-3-yl493 CH.sub.3 CH.sub.3 Pyrazin-2-yl494 CH.sub.3 CH.sub.3 3-Chloropyrid-2-yl495 CH.sub.3 CH.sub.3 6-Chloropyrid-2-yl496 CH.sub.3 CH.sub.3 4-Trifluoromethyl, 6-chloropyrid-2-yl497 CH.sub.3 CH.sub.3 4-Trifluoromethylpyrid-2-yl498 CH.sub.3 CH.sub.3 6-Trifluoromethylpyrid-2-yl499 CH.sub.3 CH.sub.3 6-Methoxypyrid-2-yl500 CH.sub.3 CH.sub.3 5-Chloropyrid-2-yl501 CH.sub.3 CH.sub.3 Pyrid-2-yl502 CH.sub.3 CH.sub.3 Benzothiazol-2-yl503 CH.sub.3 CH.sub.3 7-Chloroquinolin-4-yl504 CH.sub.3 CH.sub.3 3-Nitropyrid-2-yl505 CH.sub.3 CH.sub.3 Pyrrol-3-yl506 CH.sub.3 CH.sub.3 Pyrrol-2-yl507 CH.sub.3 CH.sub.3 2,6-Dioctylpyrid-4-yl508 CH.sub.3 CH.sub.3 5-Nitropyrid-2-yl509 CH.sub.3 CH.sub.3 Pyrid-4-yl510 CH.sub.3 CH.sub.3 Pyrid-3-yl511 CH.sub.3 CH.sub.3 Pyrimidin-2-yl512 CH.sub.3 CH.sub.3 Pyrimidin-4-yl513 CH.sub.3 CH.sub.3 Quinazolin-4-yl514 CH.sub.3 CH.sub.3 6-Chloropyrimidin-4-yl515 CH.sub.3 CH.sub.3 6-Methoxypyrimidin-4-yl516 CH.sub.3 CH.sub.3 2,5,6-Trichloropyrimidin-4-yl517 CH.sub.3 CH.sub.3 2,6-Dimethylpyrimidin-4-yl518 CH.sub.3 CH.sub.3 2-Methyl, 6-Chloropyrimidin-4-yl519 CH.sub.3 CH.sub.3 2-Methyl, 6-Ethoxypyrimidin-4-yl520 CH.sub.3 CH.sub.3 4,5,6-Trichloropyrimidin-2-yl521 CH.sub.3 CH.sub.3 4,6-Dimethoxypyrimidin-2-yl522 CH.sub.3 CH.sub.3 4,6-Dimethylpyrimidin-2-yl523 CH.sub.3 CH.sub.3 4,6-Dichloropyrimidin-2-yl524 CH.sub.3 CH.sub.3 4-Methyl, 6-methoxypyrimidin-2-yl525 CH.sub.3 CH.sub.3 4-Chloro, 6-methoxypyrimidin-2-yl526 CH.sub.3 CH.sub.3 6-Chloroquinoxalin-2-yl527 CH.sub.3 CH.sub.3 3,6-Dichloro-1,2,4-triazin-5-yl528 CH.sub.3 CH.sub.3 4-Methoxy-1,3,5-triazin-2-yl529 CH.sub.3 CH.sub.3 4-Ethoxy-1,3,5-triazin-2-yl530 CH.sub.3 CH.sub.3 4,6-Dichloro-1,3,5-triazin-2-yl531 CH.sub.3 CH.sub.3 4-Ethoxy, 6-chloro,1,3,5-triazin-2-yl532 CH.sub.3 CH.sub.3 Isoxazol-3-yl533 CH.sub.3 CH.sub.3 Thien-2-yl534 CH.sub.3 CH.sub.3 Fur-2-yl535 CH.sub.3 CH.sub.3 Thiatriazol-5-yl536 CH.sub.3 CH.sub.3 (E)-1-Chloropropen-3-yl537 CH.sub.3 CH.sub.3 (E)-4-(4'-Chloro- phenyl)but-2-en-1-yl538 CH.sub.3 CH.sub.3 Propyn-3-yl539 CH.sub.3 CH.sub.3 Methylcarbonyl550 CH.sub.3 CH.sub.3 Ethylcarbonyl541 CH.sub.3 CH.sub.3 n-Propylcarbonyl542 CH.sub.3 CH.sub.3 i-Propylcarbonyl543 CH.sub.3 CH.sub.3 n-Butylcarbonyl544 CH.sub.3 CH.sub.3 s-Butylcarbonyl545 CH.sub.3 CH.sub.3 i-Butylcarbonyl546 CH.sub.3 CH.sub.3 t-Butylcarbonyl547 CH.sub.3 CH.sub.3 n-Pentylcarbonyl548 CH.sub.3 CH.sub.3 i-Pentylcarbonyl549 CH.sub.3 CH.sub.3 neo-Pentylcarbonyl550 CH.sub.3 CH.sub.3 n-Hexylcarbonyl551 CH.sub.3 CH.sub.3 n-Octylcarbonyl552 CH.sub.3 CH.sub.3 1-Propenylcarbonyl553 CH.sub.3 CH.sub.3 2-Penten-1-yl-carbonyl554 CH.sub.3 CH.sub.3 2,5-Heptadien-1-yl-carbonyl555 CH.sub.3 CH.sub.3 Benzoyl556 CH.sub.3 CH.sub.3 2-Chlorobenzoyl557 CH.sub.3 CH.sub.3 3-Chlorobenzoyl558 CH.sub.3 CH.sub.3 4-Chlorobenzoyl559 CH.sub.3 CH.sub.3 2-Cyanobenzoyl560 CH.sub.3 CH.sub.3 3-Cyanobenzoyl561 CH.sub.3 CH.sub.3 4-Cyanobenzoyl562 CH.sub.3 CH.sub.3 4-Methoxybenzoyl563 CH.sub.3 CH.sub.3 2-Pyridylcarbonyl564 CH.sub.3 CH.sub.3 3-Pyridylcarbonyl565 CH.sub.3 CH.sub.3 4-Pyridylcarbonyl566 CH.sub.3 CH.sub.3 2-Pyrimidinylcarbonyl567 CH.sub.3 CH.sub.3 2-Oxazolylcarbonyl568 CH.sub.3 CH.sub.3 4-Methylisoxazol-5-ylcarbonyl569 CH.sub.3 CH.sub.3 Methylsulfonyl570 CH.sub.3 CH.sub.3 Ethylsulfonyl571 CH.sub.3 CH.sub.3 n-Propylsulfonyl572 CH.sub.3 CH.sub.3 i-Propylsulfonyl573 CH.sub.3 CH.sub.3 n-Butylsulfonyl574 CH.sub.3 CH.sub.3 t-Butylsulfonyl575 CH.sub.3 CH.sub.3 n-Pentylsulfonyl576 CH.sub.3 CH.sub.3 neo-Pentylsulfonyl577 CH.sub.3 CH.sub.3 n-Hexylsulfonyl578 CH.sub.3 CH.sub.3 n-Octylsulfonyl579 CH.sub.3 CH.sub.3 Phenylsulfonyl580 CH.sub.3 CH.sub.3 2-Chlorophenylsulfonyl581 CH.sub.3 CH.sub.3 3-Chlorophenylsulfonyl582 CH.sub.3 CH.sub.3 4-Chlorophenylsulfonyl583 CH.sub.3 CH.sub.3 2-Cyanophenylsulfonyl584 CH.sub.3 CH.sub.3 3-Cyanophenylsulfonyl585 CH.sub.3 CH.sub.3 4-Cyanophenylsulfonyl586 CH.sub.3 CH.sub.3 2-Pyridylsulfonyl587 CH.sub.3 CH.sub.3 3-Pyridylsulfonyl588 CH.sub.3 CH.sub.3 4-Pyridylsulfonyl589 CH.sub.3 CH.sub.3 2-Pyrimidinylsulfonyl590 CH.sub.3 CH.sub.3 4-Oxazolylsulfonyl591 CH.sub.3 CH.sub.3 5-Chlorothiazol-2-ylsulfonyl592 CH.sub.3 CH.sub.3 2-t-C.sub.4 H.sub.9 --C.sub.6 H.sub.4 --CH.sub. 2593 CH.sub.3 CH.sub.3 3-t-C.sub.4 H.sub.9 --C.sub.6 H.sub.4 --CH.sub. 2594 CH.sub.3 CH.sub.3 4-t-C.sub.4 H.sub.9 --C.sub.6 H.sub.4 --CH.sub. 2595 CH.sub.3 CH.sub.3 2-(4'-Chlorothiazol- 2'-yloxy)eth-1-yl596 CH.sub.3 CH.sub.3 2-(1'-Methylpyrazol- 4'-yloxy)eth-1-yl597 CH.sub.3 CH.sub.3 4-Br--C.sub.6 H.sub.4598 CH.sub.3 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3599 CH.sub.3 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4600 CH.sub.3 CH.sub.3 3-Dimethylaminocarbonyl-C.sub.6 H.sub.4601 CH.sub.3 CH.sub.3 4-Dimethylaminocarbonyl-C.sub.6 H.sub.4602 CH.sub.3 CH.sub.3 2-Hydroxyprop-1-yl603 CH.sub.3 CH.sub.3 6-Hydroxy-2-methyl- pyrimidin-4-ylmethyl604 CH.sub.3 CH.sub.3 �6-OH, 2-CH(CH.sub.3).sub.2 - pyrimidin-4-yl!--CH.sub.2605 CH.sub.3 CH.sub.3 �6-OH, 2-CH(CH.sub.2).sub.2 - pyrimidin-4-yl!--CH.sub.2606 CH.sub.3 CH.sub.3 5-(2'-Furan)-pent-1-yl607 CH.sub.3 CH.sub.3 5-(2'-N-Methylpyrrol)-pent-1-yl608 CH.sub.3 CH.sub.3 �2-(4-Cl--C.sub.6 H.sub.4)- oxazol-4-yl!--CH.sub.2609 CH.sub.3 CH.sub.3 3-CF.sub.3 -pyridin-2-yl610 CH.sub.3 CH.sub.3 5-CF.sub.3 -pyridin-2-yl611 CH.sub.3 CH.sub.3 6-(2'-Thienyl)hex-1-yl612 CH.sub.3 t-C.sub.4 H.sub.9 H613 CH.sub.3 t-C.sub.4 H.sub.9 CH.sub.3614 CH.sub.3 t-C.sub.4 H.sub.9 C.sub.2 H.sub.5615 CH.sub.3 t-C.sub.4 H.sub.9 n-C.sub.3 H.sub.7616 CH.sub.3 t-C.sub.4 H.sub.9 i-C.sub.3 H.sub.7617 CH.sub.3 t-C.sub.4 H.sub.9 Cyclopropyl618 CH.sub.3 t-C.sub.4 H.sub.9 n-C.sub.4 H.sub.9619 CH.sub.3 t-C.sub.4 H.sub.9 t-C.sub.4 H.sub.9620 CH.sub.3 t-C.sub.4 H.sub.9 n-C.sub.6 H.sub.13621 CH.sub.3 t-C.sub.4 H.sub.9 (E)-1-Chloropropen-3-yl622 CH.sub.3 t-C.sub.4 H.sub.9 Propyn-3-yl623 CH.sub.3 t-C.sub.4 H.sub.9 3-Methylbut-2-en-1-yl624 CH.sub.3 t-C.sub.4 H.sub.9 2-Naphthyl-CH.sub.2625 CH.sub.3 t-C.sub.4 H.sub.9 4-Cl--C.sub.6 H.sub.4 --CH.sub.2626 CH.sub.3 t-C.sub.4 H.sub.9 (E)-4-(4'-Chloro- phenyl)but-2-en-1-yl627 CH.sub.3 t-C.sub.4 H.sub.9 6-(4'-Chlorophenyl)hex-1-yl628 CH.sub.3 t-C.sub.4 H.sub.9 3-CF.sub.3 --C.sub.6 H.sub.4629 CH.sub.3 C.sub.6 H.sub.5 H630 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3631 CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5632 CH.sub.3 C.sub.6 H.sub.5 n-C.sub.3 H.sub.7633 CH.sub.3 C.sub.6 H.sub.5 i-C.sub.3 H.sub.7634 CH.sub.3 C.sub.6 H.sub.5 Cyclopropyl635 CH.sub.3 C.sub.6 H.sub.5 n-C.sub.4 H.sub.9636 CH.sub.3 C.sub.6 H.sub.5 t-C.sub.4 H.sub.9637 CH.sub.3 C.sub.6 H.sub.5 n-C.sub.6 H.sub.13638 CH.sub.3 C.sub.6 H.sub.5 4-Cl--C.sub.6 H.sub.4 --CH.sub.2639 CH.sub.3 C.sub.6 H.sub.5 3-CF.sub.3 --C.sub.6 H.sub.4640 CH.sub.3 C.sub.6 H.sub.5 6-(4'-Chlorophenyl)hex-1-yl641 CH.sub.3 C.sub.6 H.sub.5 (E)-4-(4'-Chloro- phenyl)but-2-en-1-yl642 CH.sub.3 H H643 CH.sub.3 H CH.sub.3644 CH.sub.3 H C.sub.2 H.sub.5645 CH.sub.3 H n-C.sub.3 H.sub.7646 CH.sub.3 H i-C.sub.3 H.sub.7647 CH.sub.3 OH H648 CH.sub.3 OH CH.sub.3649 CH.sub.3 OH C.sub.2 H.sub.5650 CH.sub.3 OH n-C.sub.3 H.sub.7651 CH.sub.3 OH i-C.sub.3 H.sub.7652 CH.sub.3 Cl CH.sub.3653 CH.sub.3 Cl C.sub.2 H.sub.5654 CH.sub.3 Cl n-C.sub.3 H.sub.7655 CH.sub.3 Cl i-C.sub.3 H.sub.7656 CH.sub.3 OCH.sub.3 H657 CH.sub.3 OCH.sub.3 CH.sub.3658 CH.sub.3 OCH.sub.3 C.sub.2 H.sub.5659 CH.sub.3 OCH.sub.3 n-C.sub.3 H.sub.7660 CH.sub.3 OCH.sub.3 i-C.sub.3 H.sub.7661 CH.sub.3 SCH.sub.3 H662 CH.sub.3 SCH.sub.3 CH.sub.3663 CH.sub.3 SCH.sub.3 C.sub.2 H.sub.5664 CH.sub.3 SCH.sub.3 n-C.sub.3 H.sub.7665 CH.sub.3 SCH.sub.3 i-C.sub.3 H.sub.7666 CH.sub.3 Cyclopropyl H667 CH.sub.3 Cyclopropyl CH.sub.3668 CH.sub.3 Cyclopropyl C.sub.2 H.sub.5669 CH.sub.3 Cyclopropyl n-C.sub.3 H.sub.7670 CH.sub.3 Cyclopropyl i-C.sub.3 H.sub.7671 CH.sub.3 2-Pyridyl H672 CH.sub.3 2-Pyridyl CH.sub.3673 CH.sub.3 2-Pyridyl C.sub.2 H.sub.5674 CH.sub.3 2-Pyridyl n-C.sub.3 H.sub.7675 CH.sub.3 2-Pyridyl i-C.sub.3 H.sub.7676 CH.sub.3 3-Pyridyl H677 CH.sub.3 3-Pyridyl CH.sub.3678 CH.sub.3 3-Pyridyl C.sub.2 H.sub.5679 CH.sub.3 3-Pyridyl n-C.sub.3 H.sub.7680 CH.sub.3 3-Pyridyl i-C.sub.3 H.sub.7681 CH.sub.3 4-Pyridyl H682 CH.sub.3 4-Pyridyl CH.sub.3683 CH.sub.3 4-Pyridyl C.sub.2 H.sub.5684 CH.sub.3 4-Pyridyl n-C.sub.3 H.sub.7685 CH.sub.3 4-Pyridyl i-C.sub.3 H.sub.7686 CH.sub.3 2-Pyridimidyl H687 CH.sub.3 2-Pyridimidyl CH.sub.3688 CH.sub.3 2-Pyridimidyl C.sub.2 H.sub.5689 CH.sub.3 2-Pyridimidyl n-C.sub.3 H.sub.7690 CH.sub.3 2-Pyridimidyl i-C.sub.3 H.sub.7691 CH.sub.3 4-Pyridimidy H692 CH.sub.3 4-Pyridimidyl CH.sub.3693 CH.sub.3 4-Pyridimidyl C.sub.2 H.sub.5694 CH.sub.3 4-Pyridimidyl n-C.sub.3 H.sub.7695 CH.sub.3 4-Pyridimidyl i-C.sub.3 H.sub.7696 CH.sub.3 5-Pyridimidyl H697 CH.sub.3 5-Pyridimidyl CH.sub.3698 CH.sub.3 5-Pyridimidyl C.sub.2 H.sub.5699 CH.sub.3 5-Pyridimidyl n-C.sub.3 H.sub.7700 CH.sub.3 5-Pyridimidyl i-C.sub.3 H.sub.7701 CH.sub.3 1,3,5-Triazinyl H702 CH.sub.3 1,3,5-Triazinyl CH.sub.3703 CH.sub.3 1,3,5-Triazinyl C.sub.2 H.sub.5704 CH.sub.3 1,3,5-Triazinyl n-C.sub.3 H.sub.7705 CH.sub.3 1,3,5-Triazinyl i-C.sub.3 H.sub.7706 CH.sub.3 2-Furyl H707 CH.sub.3 2-Furyl CH.sub.3708 CH.sub.3 2-Furyl C.sub.2 H.sub.5709 CH.sub.3 2-Furyl n-C.sub.3 H.sub.7710 CH.sub.3 2-Furyl i-C.sub.3 H.sub.7711 CH.sub.3 3-Furyl H712 CH.sub.3 3-Furyl CH.sub.3713 CH.sub.3 3-Furyl C.sub.2 H.sub.5714 CH.sub.3 3-Furyl n-C.sub.3 H.sub.7715 CH.sub.3 3-Furyl i-C.sub.3 H.sub.7716 CH.sub.3 2-Thienyl H717 CH.sub.3 2-Thienyl CH.sub.3718 CH.sub.3 2-Thienyl C.sub.2 H.sub.5719 CH.sub.3 2-Thienyl n-C.sub.3 H.sub.7720 CH.sub.3 2-Thienyl i-C.sub.3 H.sub.7721 CH.sub.3 3-Thienyl H722 CH.sub.3 3-Thienyl CH.sub.3723 CH.sub.3 3-Thienyl C.sub.2 H.sub.5724 CH.sub.3 3-Thienyl n-C.sub.3 H.sub.7725 CH.sub.3 3-Thienyl i-C.sub.3 H.sub.7726 CH.sub.3 2-Oxazolyl H727 CH.sub.3 2-Oxazolyl CH.sub.3728 CH.sub.3 2-Oxazolyl C.sub.2 H.sub.5729 CH.sub.3 2-Oxazolyl n-C.sub.3 H.sub.7730 CH.sub.3 2-Oxazolyl i-C.sub.3 H.sub.7731 CH.sub.3 4-Oxazolyl H732 CH.sub.3 4-Oxazolyl CH.sub.3733 CH.sub.3 4-Oxazolyl C.sub.2 H.sub.5734 CH.sub.3 4-Oxazolyl n-C.sub.3 H.sub.7735 CH.sub.3 4-Oxazolyl i-C.sub.3 H.sub.7736 CH.sub.3 2-Thiazolyl H737 CH.sub.3 2-Thiazolyl CH.sub.3738 CH.sub.3 2-Thiazolyl C.sub.2 H.sub.5739 CH.sub.3 2-Thiazolyl n-C.sub.3 H.sub.7740 CH.sub.3 2-Thiazolyl i-C.sub.3 H.sub.7741 CH.sub.3 4-Thiazolyl H742 CH.sub.3 4-Thiazolyl CH.sub.3743 CH.sub.3 4-Thiazolyl C.sub.2 H.sub.5744 CH.sub.3 4-Thiazolyl n-C.sub.3 H.sub.7745 CH.sub.3 4-Thiazolyl i-C.sub.3 H.sub.7746 CH.sub.3 3-Isoxazolyl H747 CH.sub.3 3-Isoxazolyl CH.sub.3748 CH.sub.3 3-Isoxazolyl C.sub.2 H.sub.5749 CH.sub.3 3-Isoxazolyl n-C.sub.3 H.sub.7750 CH.sub.3 3-Isoxazolyl i-C.sub.3 H.sub.7751 CH.sub.3 5-Isoxazolyl H752 CH.sub.3 5-Isoxazolyl CH.sub.3753 CH.sub.3 5-Isoxazolyl C.sub.2 H.sub.5754 CH.sub.3 5-Isoxazolyl n-C.sub.3 H.sub.7755 CH.sub.3 5-Isoxazolyl i-C.sub.3 H.sub.7756 CH.sub.3 2-Imidazolyl H757 CH.sub.3 2-Imidazolyl CH.sub.3758 CH.sub.3 2-Imidazolyl C.sub.2 H.sub.5759 CH.sub.3 2-Imidazolyl n-C.sub.3 H.sub.7760 CH.sub.3 2-Imidazolyl i-C.sub.3 H.sub.7761 CH.sub.3 3-Pyrazolyl H762 CH.sub.3 3-Pyrazolyl CH.sub.3763 CH.sub.3 3-Pyrazolyl C.sub.2 H.sub.5764 CH.sub.3 3-Pyrazolyl n-C.sub.3 H.sub.7765 CH.sub.3 3-Pyrazolyl i-C.sub.3 H.sub.7766 CH.sub.3 4-Pyrazolyl H767 CH.sub.3 4-Pyrazolyl CH.sub.3768 CH.sub.3 4-Pyrazolyl C.sub.2 H.sub.5769 CH.sub.3 4-Pyrazolyl n-C.sub.3 H.sub.7770 CH.sub.3 4-Pyrazolyl i-C.sub.3 H.sub.7771 OCH.sub.3 H H772 OCH.sub.3 H CH.sub.3773 OCH.sub.3 H C.sub.2 H.sub.5774 OCH.sub.3 H n-C.sub.3 H.sub.7775 OCH.sub.3 H i-C.sub.3 H.sub.7776 OCH.sub.3 OH H777 OCH.sub.3 OH CH.sub.3778 OCH.sub.3 OH C.sub.2 H.sub.5779 OCH.sub.3 OH n-C.sub.3 H.sub.7780 OCH.sub.3 OH i-C.sub.3 H.sub.7781 OCH.sub.3 Cl n-C.sub.4 H.sub.9782 OCH.sub.3 Cl CH.sub.3783 OCH.sub.3 Cl C.sub.2 H.sub.5784 OCH.sub.3 Cl n-C.sub.3 H.sub.7785 OCH.sub.3 Cl i-C.sub.3 H.sub.7786 OCH.sub.3 OCH.sub.3 H787 OCH.sub.3 OCH.sub.3 CH.sub.3788 OCH.sub.3 OCH.sub.3 C.sub.2 H.sub.5789 OCH.sub.3 OCH.sub.3 n-C.sub.3 H.sub.7790 OCH.sub.3 OCH.sub.3 i-C.sub.3 H.sub.7791 OCH.sub.3 SCH.sub.3 H792 OCH.sub.3 SCH.sub.3 CH.sub.3793 OCH.sub.3 SCH.sub.3 C.sub.2 H.sub.5794 OCH.sub.3 SCH.sub.3 n-C.sub.3 H.sub.7795 OCH.sub.3 SCH.sub.3 i-C.sub.3 H.sub.7796 OCH.sub.3 CH.sub.3 H797 OCH.sub.3 CH.sub.3 CH.sub.3798 OCH.sub.3 CH.sub.3 C.sub.2 H.sub.5799 OCH.sub.3 CH.sub.3 n-C.sub.3 H.sub.7800 OCH.sub.3 CH.sub.3 i-C.sub.3 H.sub.7801 OCH.sub.3 Cyclopropyl H802 OCH.sub.3 Cyclopropyl CH.sub.3803 OCH.sub.3 Cyclopropyl C.sub.2 H.sub.5804 OCH.sub.3 Cyclopropyl n-C.sub.3 H.sub.7805 OCH.sub.3 Cyclopropyl i-C.sub.3 H.sub.7806 OCH.sub.3 2-Pyridyl H807 OCH.sub.3 2-Pyridyl CH.sub.3808 OCH.sub.3 2-Pyridyl C.sub.2 H.sub.5809 OCH.sub.3 2-Pyridyl n-C.sub.3 H.sub.7810 OCH.sub.3 2-Pyridyl i-C.sub.3 H.sub.7811 OCH.sub.3 3-Pyridyl H812 OCH.sub.3 3-Pyridyl CH.sub.3813 OCH.sub.3 3-Pyridyl C.sub.2 H.sub.5814 OCH.sub.3 3-Pyridyl n-C.sub.3 H.sub.7815 OCH.sub.3 3-Pyridyl i-C.sub.3 H.sub.7816 OCH.sub.3 4-Pyridyl H817 OCH.sub.3 4-Pyridyl CH.sub.3818 OCH.sub.3 4-Pyridyl C.sub.2 H.sub.5819 OCH.sub.3 4-Pyridyl n-C.sub.3 H.sub.7820 OCH.sub.3 4-Pyrimidyl i-C.sub.3 H.sub.7821 OCH.sub.3 2-Pyrimidyl H822 OCH.sub.3 2-Pyrimidyl CH.sub.3823 OCH.sub.3 2-Pyrimidyl C.sub.2 H.sub.5824 OCH.sub.3 2-Pyrimidyl n-C.sub.3 H.sub.7825 OCH.sub.3 2-Pyrimidyl i-C.sub.3 H.sub.7826 OCH.sub.3 4-Pyrimidyl H827 OCH.sub.3 4-Pyrimidyl CH.sub.3828 OCH.sub.3 4-Pyrimidyl C.sub.2 H.sub.5829 OCH.sub.3 4-Pyrimidyl n-C.sub.3 H.sub.7830 OCH.sub.3 4-Pyrimidyl i-C.sub.3 H.sub.7831 OCH.sub.3 5-Pyrimidyl H832 OCH.sub.3 5-Pyrimidyl CH.sub.3833 OCH.sub.3 5-Pyrimidyl C.sub.2 H.sub.5834 OCH.sub.3 5-Pyrimidyl n-C.sub.3 H.sub.7835 OCH.sub.3 5-Pyrimidyl i-C.sub.3 H.sub.7836 OCH.sub.3 1,3,5-Triazinyl H837 OCH.sub.3 1,3,5-Triazinyl CH.sub.3838 OCH.sub.3 1,3,5-Triazinyl C.sub.2 H.sub.5839 OCH.sub.3 1,3,5-Triazinyl n-C.sub.3 H.sub.7840 OCH.sub.3 1,3,5-Triazinyl i-C.sub.3 H.sub.7841 OCH.sub.3 2-Furyl H842 OCH.sub.3 2-Furyl CH.sub.3843 OCH.sub.3 2-Furyl C.sub.2 H.sub.5844 OCH.sub.3 2-Furyl n-C.sub.3 H.sub.7845 OCH.sub.3 2-Furyl i-C.sub.3 H.sub.7846 OCH.sub.3 3-Furyl H847 OCH.sub.3 3-Furyl CH.sub.3848 OCH.sub.3 3-Furyl C.sub.2 H.sub.5849 OCH.sub.3 3-Furyl n-C.sub.3 H.sub.7850 OCH.sub.3 3-Furyl i-C.sub.3 H.sub.7851 OCH.sub.3 2-Thienyl H852 OCH.sub.3 2-Thienyl CH.sub.3853 OCH.sub.3 2-Thienyl C.sub.2 H.sub.5854 OCH.sub.3 2-Thienyl n-C.sub.3 H.sub.7855 OCH.sub.3 2-Thienyl i-C.sub.3 H.sub.7856 OCH.sub.3 3-Thienyl H857 OCH.sub.3 3-Thienyl CH.sub.3858 OCH.sub.3 3-Thienyl C.sub.2 H.sub.5859 OCH.sub.3 3-Thienyl n-C.sub.3 H.sub.7860 OCH.sub.3 3-Thienyl i-C.sub.3 H.sub.7861 OCH.sub.3 2-Oxazolyl H862 OCH.sub.3 2-Oxazolyl CH.sub.3863 OCH.sub.3 2-Oxazolyl C.sub.2 H.sub.5864 OCH.sub.3 2-Oxazolyl n-C.sub.3 H.sub.7865 OCH.sub.3 2-Oxazolyl i-C.sub.3 H.sub.7866 OCH.sub.3 4-Oxazolyl H867 OCH.sub.3 4-Oxazolyl CH.sub.3868 OCH.sub.3 4-Oxazolyl C.sub.2 H.sub.5869 OCH.sub.3 4-Oxazolyl n-C.sub.3 H.sub.7870 OCH.sub.3 4-Oxazolyl i-C.sub.3 H.sub.7871 OCH.sub.3 2-Thiazolyl H872 OCH.sub.3 2-Thiazolyl CH.sub.3873 OCH.sub.3 2-Thiazolyl C.sub.2 H.sub.5874 OCH.sub.3 2-Thiazolyl n-C.sub.3 H.sub.7875 OCH.sub.3 2-Thiazolyl i-C.sub.3 H.sub.7876 OCH.sub.3 4-Thiazolyl H877 OCH.sub.3 4-Thiazolyl CH.sub.3878 OCH.sub.3 4-Thiazolyl C.sub.2 H.sub.5879 OCH.sub.3 4-Thiazolyl n-C.sub.3 H.sub.7880 OCH.sub.3 4-Thiazolyl i-C.sub.3 H.sub.7881 OCH.sub.3 3-Isoxazolyl H882 OCH.sub.3 3-Isoxazolyl CH.sub.3883 OCH.sub.3 3-Isoxazolyl C.sub.2 H.sub.5884 OCH.sub.3 3-Isoxazolyl n-C.sub.3 H.sub.7885 OCH.sub.3 3-Isoxazolyl i-C.sub.3 H.sub.7886 OCH.sub.3 5-Isoxazolyl H887 OCH.sub.3 5-Isoxazolyl CH.sub.3888 OCH.sub.3 5-Isoxazolyl C.sub.2 H.sub.5889 OCH.sub.3 5-Isoxazolyl n-C.sub.3 H.sub.7890 OCH.sub.3 5-Isoxazolyl i-C.sub.3 H.sub.7891 OCH.sub.3 2-Imidazolyl H892 OCH.sub.3 2-Imidazolyl CH.sub.3893 OCH.sub.3 2-Imidazolyl C.sub.2 H.sub.5894 OCH.sub.3 2-Imidazolyl n-C.sub.3 H.sub.7895 OCH.sub.3 2-Imidazolyl i-C.sub.3 H.sub.7896 OCH.sub.3 3-Pyrazolyl H897 OCH.sub.3 3-Pyrazolyl CH.sub.3898 OCH.sub.3 3-Pyrazolyl C.sub.2 H.sub.5899 OCH.sub.3 3-Pyrazolyl n-C.sub.3 H.sub.7900 OCH.sub.3 3-Pyrazolyl i-C.sub.3 H.sub.7901 OCH.sub.3 4-Pyrazolyl H902 OCH.sub.3 4-Pyrazolyl CH.sub.3903 OCH.sub.3 4-Pyrazolyl C.sub.2 H.sub.5904 OCH.sub.3 4-Pyrazolyl n-C.sub.3 H.sub.7905 OCH.sub.3 4-Pyrazolyl i-C.sub.3 H.sub.7906 OH H H907 OH H CH.sub.3908 OH H C.sub.2 H.sub.5909 OH H n-C.sub.3 H.sub.7910 OH H i-C.sub.3 H.sub.7911 OH OH H912 OH OH CH.sub.3913 OH OH C.sub.2 H.sub.5914 OH OH n-C.sub.3 H.sub.7915 OH OH i-C.sub.3 H.sub.7916 OH Cl n-C.sub.4 H.sub.9917 OH Cl CH.sub.3918 OH Cl C.sub.2 H.sub.5919 OH Cl n-C.sub.3 H.sub.7920 OH Cl i-C.sub.3 H.sub.7921 OH OCH.sub.3 H922 OH OCH.sub.3 CH.sub.3923 OH OCH.sub.3 C.sub.2 H.sub.5924 OH OCH.sub.3 n-C.sub.3 H.sub.7925 OH OCH.sub.3 i-C.sub.3 H.sub.7926 OH SCH.sub.3 H927 OH SCH.sub.3 CH.sub.3928 OH SCH.sub.3 C.sub.2 H.sub.5929 OH SCH.sub.3 n-C.sub.3 H.sub.7930 OH SCH.sub.3 i-C.sub.3 H.sub.7931 OH CH.sub.3 H932 OH CH.sub.3 CH.sub.3933 OH CH.sub.3 C.sub.2 H.sub.5934 OH CH.sub.3 n-C.sub.3 H.sub.7935 OH CH.sub.3 i-C.sub.3 H.sub.7936 OH Cyclopropyl H937 OH Cyclopropyl CH.sub.3938 OH Cyclopropyl C.sub.2 H.sub.5939 OH Cyclopropyl n-C.sub.3 H.sub.7940 OH Cyclopropyl i-C.sub.3 H.sub.7941 OH 2-Pyridyl H942 OH 2-Pyridyl CH.sub.3943 OH 2-Pyridyl C.sub.2 H.sub.5944 OH 2-Pyridyl n-C.sub.3 H.sub.7945 OH 2-Pyridyl i-C.sub.3 H.sub.7946 OH 3-Pyridyl H947 OH 3-Pyridyl CH.sub.3948 OH 3-Pyridyl C.sub.2 H.sub.5949 OH 3-Pyridyl n-C.sub.3 H.sub.7950 OH 3-Pyridyl i-C.sub.3 H.sub.7951 OH 4-Pyridyl H952 OH 4-Pyridyl CH.sub.3953 OH 4-Pyridyl C.sub.2 H.sub.5954 OH 4-Pyridyl n-C.sub.3 H.sub.7955 OH 4-Pyridyl i-C.sub.3 H.sub.7956 OH 2-Pyrimidyl H957 OH 2-Pyrimidyl CH.sub.3958 OH 2-Pyrimidyl C.sub.2 H.sub.5959 OH 2-Pyrimidyl n-C.sub.3 H.sub.7960 OH 2-Pyrimidyl i-C.sub.3 H.sub.7961 OH 4-Pyrimidyl H962 OH 4-Pyrimidyl CH.sub.3963 OH 4-Pyrimidyl C.sub.2 H.sub.5964 OH 4-Pyrimidyl n-C.sub.3 H.sub.7965 OH 4-Pyrimidyl i-C.sub.3 H.sub.7966 OH 5-Pyrimidyl H967 OH 5-Pyrimidyl CH.sub.3968 OH 5-Pyrimidyl C.sub.2 H.sub.5969 OH 5-Pyrimidyl n-C.sub.3 H.sub.7970 OH 5-Pyrimidyl i-C.sub.3 H.sub.7971 OH 1,3,5-Triazinyl H972 OH 1,3,5-Triazinyl CH.sub.3973 OH 1,3,5-Triazinyl C.sub.2 H.sub.5974 OH 1,3,5-Triazinyl n-C.sub.3 H.sub.7975 OH 1,3,5-Triazinyl i-C.sub.3 H.sub.7976 OH 2-Furyl H977 OH 2-Furyl CH.sub.3978 OH 2-Furyl C.sub.2 H.sub.5979 OH 2-Furyl n-C.sub.3 H.sub.7980 OH 2-Furyl i-C.sub.3 H.sub.7981 OH 3-Furyl H982 OH 3-Furyl CH.sub.3983 OH 3-Furyl C.sub.2 H.sub.5984 OH 3-Furyl n-C.sub.3 H.sub.7985 OH 3-Furyl i-C.sub.3 H.sub.7986 OH 2-Thienyl H987 OH 2-Thienyl CH.sub.3988 OH 2-Thienyl C.sub.2 H.sub.5989 OH 2-Thienyl n-C.sub.3 H.sub.7990 OH 2-Thienyl i-C.sub.3 H.sub.7991 OH 3-Thienyl H992 OH 3-Thienyl CH.sub.3993 OH 3-Thienyl C.sub.2 H.sub.5994 OH 3-Thienyl n-C.sub.3 H.sub.7995 OH 3-Thienyl i-C.sub.3 H.sub.7996 OH 2-Oxazolyl H997 OH 2-Oxazolyl CH.sub.3998 OH 2-Oxazolyl C.sub.2 H.sub.5999 OH 2-Oxazolyl n-C.sub.3 H.sub.71000 OH 2-Oxazolyl i-C.sub.3 H.sub.71001 OH 4-Oxazolyl H1002 OH 4-Oxazolyl CH.sub.31003 OH 4-Oxazolyl C.sub.2 H.sub.51004 OH 4-Oxazolyl n-C.sub.3 H.sub.71005 OH 2-Thiazolyl i-C.sub.3 H.sub.71006 OH 2-Thiazolyl H1007 OH 2-Thiazolyl CH.sub.31008 OH 2-Thiazolyl C.sub.2 H.sub.51009 OH 2-Thiazolyl n-C.sub.3 H.sub.71010 OH 2-Thiazolyl i-C.sub.3 H.sub.71011 OH 4-Thiazolyl H1012 OH 4-Thiazolyl CH.sub.31013 OH 4-Thiazolyl C.sub.2 H.sub.51014 OH 4-Isoxazolyl n-C.sub.3 H.sub.71015 OH 4-Isoxazolyl i-C.sub.3 H.sub.71016 OH 3-Isoxazolyl H1017 OH 3-Isoxazolyl CH.sub.31018 OH 3-Isoxazolyl C.sub.2 H.sub.51019 OH 3-Isoxazolyl n-C.sub.3 H.sub.71020 OH 3-Isoxazolyl i-C.sub.3 H.sub.71021 OH 5-Isoxazolyl H1022 OH 5-Isoxazolyl CH.sub.31023 OH 5-Isoxazolyl C.sub.2 H.sub.51024 OH 5-Isoxazolyl n-C.sub.3 H.sub.71025 OH 5-Isoxazolyl i-C.sub.3 H.sub.71026 OH 2-Imidazolyl H1027 OH 2-Imidazolyl CH.sub.31028 OH 2-Imidazolyl C.sub.2 H.sub.51029 OH 2-Imidazolyl n-C.sub.3 H.sub.71030 OH 2-Imidazolyl i-C.sub.3 H.sub.71031 OH 3-Pyrazolyl H1032 OH 3-Pyrazolyl CH.sub.31033 OH 3-Pyrazolyl C.sub.2 H.sub.51034 OH 3-Pyrazolyl n-C.sub.3 H.sub.71035 OH 3-Pyrazolyl i-C.sub.3 H.sub.71036 OH 4-Pyrazolyl H1037 OH 4-Pyrazolyl CH.sub.31038 OH 4-Pyrazolyl C.sub.2 H.sub.51039 OH 4-Pyrazolyl n-C.sub.3 H.sub.71040 OH 4-Pyrazolyl i-C.sub.3 H.sub.71041 H H H1042 H H CH.sub.31043 H H C.sub.2 H.sub.51044 H H n-C.sub.3 H.sub.71045 H H i-C.sub.3 H.sub.71046 H OH H1047 H OH CH.sub.31048 H OH C.sub.2 H.sub.51049 H OH n-C.sub.3 H.sub.71050 H OH i-C.sub.3 H.sub.71051 H Cl n-C.sub.4 H.sub.91052 H Cl CH.sub.31053 H Cl C.sub.2 H.sub.51054 H Cl n-C.sub.3 H.sub.71055 H Cl i-C.sub.3 H.sub.71056 H OCH.sub.3 H1057 H OCH.sub.3 CH.sub.31058 H OCH.sub.3 C.sub.2 H.sub.51059 H OCH.sub.3 n-C.sub.3 H.sub.71060 H OCH.sub.3 i-C.sub.3 H.sub.71061 H CH.sub.3 H1062 H CH.sub.3 CH.sub.31063 H CH.sub.3 C.sub.2 H.sub.51064 H CH.sub.3 n-C.sub.3 H.sub.71065 H CH.sub.3 i-C.sub.3 H.sub.71066 H Cyclopropyl H1067 H Cyclopropyl CH.sub.31068 H Cyclopropyl C.sub.2 H.sub.51069 H Cyclopropyl n-C.sub.3 H.sub.71070 H Cyclopropyl i-C.sub.3 H.sub.71071 Cl H H1072 Cl H CH.sub.31073 Cl H C.sub.2 H.sub.51074 Cl H n-C.sub.3 H.sub.71075 Cl H i-C.sub.3 H.sub.71076 Cl OH H1077 Cl OH CH.sub.31078 Cl OH C.sub.2 H.sub.51079 Cl OH n-C.sub.3 H.sub.71080 Cl OH i-C.sub.3 H.sub.71081 Cl Cl n-C.sub.4 H.sub.91082 Cl Cl CH.sub.31083 Cl Cl C.sub.2 H.sub.51084 Cl Cl n-C.sub.3 H.sub.71085 Cl Cl i-C.sub.3 H.sub.71086 Cl OCH.sub.3 H1087 Cl OCH.sub.3 CH.sub.31088 Cl OCH.sub.3 C.sub.2 H.sub.51089 Cl OCH.sub.3 n-C.sub.3 H.sub.71090 Cl OCH.sub.3 i-C.sub.3 H.sub.71091 Cl CH.sub.3 H1092 Cl CH.sub.3 CH.sub.31093 Cl CH.sub.3 C.sub.2 H.sub.51094 Cl CH.sub.3 n-C.sub.3 H.sub.71095 Cl CH.sub.3 i-C.sub.3 H.sub.71096 Cl Cyclopropyl H1097 Cl Cyclopropyl CH.sub.31098 Cl Cyclopropyl C.sub.2 H.sub.51099 Cl Cyclopropyl n-C.sub.3 H.sub.71100 Cl Cyclopropyl i-C.sub.3 H.sub.71101 SCH.sub.3 H H1102 SCH.sub.3 H CH.sub.31103 SCH.sub.3 H C.sub.2 H.sub.51104 SCH.sub.3 H n-C.sub.3 H.sub.71105 SCH.sub.3 H i-C.sub.3 H.sub.71106 SCH.sub.3 OH H1107 SCH.sub.3 OH CH.sub.31108 SCH.sub.3 OH C.sub.2 H.sub.51109 SCH.sub.3 OH n-C.sub.3 H.sub.71110 SCH.sub.3 OH i-C.sub.3 H.sub.71111 SCH.sub.3 CH.sub.3 H1112 SCH.sub.3 CH.sub.3 CH.sub.31113 SCH.sub.3 CH.sub.3 C.sub.2 H.sub.51114 SCH.sub.3 CH.sub.3 n-C.sub.3 H.sub.71115 SCH.sub.3 CH.sub.3 i-C.sub.3 H.sub.71116 SCH.sub.3 SCH.sub.3 H1117 SCH.sub.3 SCH.sub.3 CH.sub.31118 SCH.sub.3 SCH.sub.3 C.sub.2 H.sub.51119 SCH.sub.3 SCH.sub.3 n-C.sub.3 H.sub.71120 SCH.sub.3 SCH.sub.3 i-C.sub.3 H.sub.71121 SCH.sub.3 Cyclopropyl H1122 SCH.sub.3 Cyclopropyl CH.sub.31123 SCH.sub.3 Cyclopropyl C.sub.2 H.sub.51124 SCH.sub.3 Cyclopropyl n-C.sub.3 H.sub.71125 SCH.sub.3 Cyclopropyl i-C.sub.3 H.sub.71126 Cyclo- H H propyl1127 Cyclo- H CH.sub.3 propyl1128 Cyclo- H C.sub.2 H.sub.5 propyl1129 Cyclo- H n-C.sub.3 H.sub.7 propyl1130 Cyclo- H i-C.sub.3 H.sub.7 propyl1131 Cyclo- OH H propyl1132 Cyclo- OH CH.sub.3 propyl1133 Cyclo- OH C.sub.2 H.sub.5 propyl1134 Cyclo- OH n-C.sub.3 H.sub.7 propyl1135 Cyclo- OH i-C.sub.3 H.sub.7 propyl1136 Cyclo- Cl n-C.sub.4 H.sub.9 propyl1137 Cyclo- Cl CH.sub.3 propyl1138 Cyclo- Cl C.sub.2 H.sub.5 propyl1139 Cyclo- Cl n-C.sub.3 H.sub.7 propyl1140 Cyclo- Cl i-C.sub.3 H.sub.7 propyl1141 Cyclo- OCH.sub.3 H propyl1142 Cyclo- OCH.sub.3 CH.sub.3 propyl1143 Cyclo- OCH.sub.3 C.sub.2 H.sub.5 propyl1144 Cyclo- OCH.sub.3 n-C.sub.3 H.sub.7 propyl1145 Cyclo- OCH.sub.3 i-C.sub.3 H.sub.7 propyl1146 Cyclo- SCH.sub.3 H propyl1147 Cyclo- SCH.sub.3 CH.sub.3 propyl1148 Cyclo- SCH.sub.3 C.sub.2 H.sub.5 propyl1149 Cyclo- SCH.sub.3 n-C.sub.3 H.sub.7 propyl1150 Cyclo- SCH.sub.3 i-C.sub.3 H.sub.7 propyl1151 Cyclo- CH.sub.3 H propyl1152 Cyclo- CH.sub.3 CH.sub.3 propyl1153 Cyclo- CH.sub.3 C.sub.2 H.sub.5 propyl1154 Cyclo- CH.sub.3 n-C.sub.3 H.sub.7 propyl1155 Cyclo- CH.sub.3 i-C.sub.3 H.sub.7 propyl1156 CH.sub.3 2-F--C.sub.6 H.sub.4 H1157 CH.sub.3 2-F--C.sub.6 H.sub.4 CH.sub.31158 CH.sub.3 2-F--C.sub.6 H.sub.4 C.sub.2 H.sub.51159 CH.sub.3 2-F--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71160 CH.sub.3 2-F--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71161 CH.sub.3 2-F--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91162 CH.sub.3 2-F--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91163 CH.sub.3 2-F--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131164 CH.sub.3 2-F--C.sub.6 H.sub.4 Prop-1-en-3-yl1165 CH.sub.3 2-F--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1166 CH.sub.3 2-F--C.sub.6 H.sub.4 Propyn-3-yl1167 CH.sub.3 2-F--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1168 CH.sub.3 3-F--C.sub.6 H.sub.4 H1169 CH.sub.3 3-F--C.sub.6 H.sub.4 CH.sub.31170 CH.sub.3 3-F--C.sub.6 H.sub.4 C.sub.2 H.sub.51171 CH.sub.3 3-F--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71172 CH.sub.3 3-F--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71173 CH.sub.3 3-F--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91174 CH.sub.3 3-F--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91175 CH.sub.3 3-F--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131176 CH.sub.3 3-F--C.sub.6 H.sub.4 Prop-1-en-3-yl1177 CH.sub.3 3-F--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1178 CH.sub.3 3-F--C.sub.6 H.sub.4 Propyn-3-yl1179 CH.sub.3 3-F--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1180 CH.sub.3 4-F--C.sub.6 H.sub.4 H1181 CH.sub.3 4-F--C.sub.6 H.sub.4 CH.sub.31182 CH.sub.3 4-F--C.sub.6 H.sub.4 C.sub.2 H.sub.51183 CH.sub.3 4-F--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71184 CH.sub.3 4-F--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71185 CH.sub.3 4-F--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91186 CH.sub.3 4-F--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91187 CH.sub.3 4-F--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131188 CH.sub.3 4-F--C.sub.6 H.sub.4 Prop-1-en-3-yl1189 CH.sub.3 4-F--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1190 CH.sub.3 4-F--C.sub.6 H.sub.4 Propyn-3-yl1191 CH.sub.3 4-F--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1192 CH.sub.3 2-Cl--C.sub.6 H.sub.4 H1193 CH.sub.3 2-Cl--C.sub.6 H.sub.4 CH.sub.31194 CH.sub.3 2-Cl--C.sub.6 H.sub.4 C.sub.2 H.sub.51195 CH.sub.3 2-Cl--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71196 CH.sub.3 2-Cl--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71197 CH.sub.3 2-Cl--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91198 CH.sub.3 2-Cl--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91199 CH.sub.3 2-Cl--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131200 CH.sub.3 2-Cl--C.sub.6 H.sub.4 Prop-1-en-3-yl1201 CH.sub.3 2-Cl--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1202 CH.sub.3 2-Cl--C.sub.6 H.sub.4 Propyn-3-yl1203 CH.sub.3 2-Cl--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1204 CH.sub.3 3-Cl--C.sub.6 H.sub.4 H1205 CH.sub.3 3-Cl--C.sub.6 H.sub.4 CH.sub.31206 CH.sub.3 3-Cl--C.sub.6 H.sub.4 C.sub.2 H.sub.51207 CH.sub.3 3-Cl--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71208 CH.sub.3 3-Cl--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71209 CH.sub.3 3-Cl--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91210 CH.sub.3 3-Cl--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91211 CH.sub.3 3-Cl--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131212 CH.sub.3 3-Cl--C.sub.6 H.sub.4 Prop-1-en-3-yl1213 CH.sub.3 3-Cl--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1214 CH.sub.3 3-Cl--C.sub.6 H.sub.4 Propyn-3-yl1215 CH.sub.3 3-Cl--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1216 CH.sub.3 4-Cl--C.sub.6 H.sub.4 H1217 CH.sub.3 4-Cl--C.sub.6 H.sub.4 CH.sub.31218 CH.sub.3 4-Cl--C.sub.6 H.sub.4 C.sub.2 H.sub.51219 CH.sub.3 4-Cl--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71220 CH.sub.3 4-Cl--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71221 CH.sub.3 4-Cl--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91222 CH.sub.3 4-Cl--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91223 CH.sub.3 4-Cl--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131224 CH.sub.3 4-Cl--C.sub.6 H.sub.4 Prop-1-en-3-yl1225 CH.sub.3 4-Cl--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1226 CH.sub.3 4-Cl--C.sub.6 H.sub.4 Propyn-3-yl1227 CH.sub.3 4-Cl--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1228 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 H1229 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 CH.sub.31230 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51231 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71232 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71233 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91234 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91235 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131236 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1237 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1238 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1239 CH.sub.3 2,3-Cl.sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1240 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 H1241 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 CH.sub.31242 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51243 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71244 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71245 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91246 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91247 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131248 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1249 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1250 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1251 CH.sub.3 2,4-Cl.sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1252 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 H1253 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 CH.sub.31254 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51255 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71256 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71257 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91258 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91259 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131260 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1261 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1262 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1263 CH.sub.3 2,5-Cl.sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1264 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 H1265 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 CH.sub.31266 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51267 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71268 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71269 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91270 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91271 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131272 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1273 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1274 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1275 CH.sub.3 2,6-Cl.sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1276 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 H1277 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 CH.sub.31278 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51279 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71280 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71281 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91282 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91283 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131284 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1285 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1286 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1287 CH.sub.3 3,4-Cl.sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1288 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 H1289 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 CH.sub.31290 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51291 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71292 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71293 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91294 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91295 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131296 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1297 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1298 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1299 CH.sub.3 3,5-Cl.sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1300 CH.sub.3 2-Br--C.sub.6 H.sub.4 H1301 CH.sub.3 2-Br--C.sub.6 H.sub.4 CH.sub.31302 CH.sub.3 2-Br--C.sub.6 H.sub.4 C.sub.2 H.sub.51303 CH.sub.3 2-Br--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71304 CH.sub.3 2-Br--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71305 CH.sub.3 2-Br--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91306 CH.sub.3 2-Br--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91307 CH.sub.3 2-Br--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131308 CH.sub.3 2-Br--C.sub.6 H.sub.4 Prop-1-en-3-yl1309 CH.sub.3 2-Br--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1310 CH.sub.3 2-Br--C.sub.6 H.sub.4 Propyn-3-yl1311 CH.sub.3 2-Br--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1312 CH.sub.3 3-Br--C.sub.6 H.sub.4 H1313 CH.sub.3 3-Br--C.sub.6 H.sub.4 CH.sub.31314 CH.sub.3 3-Br--C.sub.6 H.sub.4 C.sub.2 H.sub.51315 CH.sub.3 3-Br--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71316 CH.sub.3 3-Br--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71317 CH.sub.3 3-Br--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91318 CH.sub.3 3-Br--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91319 CH.sub.3 3-Br--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131320 CH.sub.3 3-Br--C.sub.6 H.sub.4 Prop-1-en-3-yl1321 CH.sub.3 3-Br--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1322 CH.sub.3 3-Br--C.sub.6 H.sub.4 Propyn-3-yl1323 CH.sub.3 3-Br--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1324 CH.sub.3 4-Br--C.sub.6 H.sub.4 H1325 CH.sub.3 4-Br--C.sub.6 H.sub.4 CH.sub.31326 CH.sub.3 4-Br--C.sub.6 H.sub.4 C.sub.2 H.sub.51327 CH.sub.3 4-Br--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71328 CH.sub.3 4-Br--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71329 CH.sub.3 4-Br--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91330 CH.sub.3 4-Br--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91331 CH.sub.3 4-Br--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131332 CH.sub.3 4-Br--C.sub.6 H.sub.4 Prop-1-en-3-yl1333 CH.sub.3 4-Br--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1334 CH.sub.3 4-Br--C.sub.6 H.sub.4 Propyn-3-yl1335 CH.sub.3 4-Br--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1336 CH.sub.3 2-I--C.sub.6 H.sub.4 H1337 CH.sub.3 2-I--C.sub.6 H.sub.4 CH.sub.31338 CH.sub.3 2-I--C.sub.6 H.sub.4 C.sub.2 H.sub.51339 CH.sub.3 2-I--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71340 CH.sub.3 2-I--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71341 CH.sub.3 2-I--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91342 CH.sub.3 2-I--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91343 CH.sub.3 2-I--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131344 CH.sub.3 2-I--C.sub.6 H.sub.4 Prop-1-en-3-yl1345 CH.sub.3 2-I--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1346 CH.sub.3 2-I--C.sub.6 H.sub.4 Propyn-3-yl1347 CH.sub.3 2-I--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1348 CH.sub.3 3-I--C.sub.6 H.sub.4 H1349 CH.sub.3 3-I--C.sub.6 H.sub.4 CH.sub.31350 CH.sub.3 3-I--C.sub.6 H.sub.4 C.sub.2 H.sub.51351 CH.sub.3 3-I--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71352 CH.sub.3 3-I--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71353 CH.sub.3 3-I--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91354 CH.sub.3 3-I--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91355 CH.sub.3 3-I--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131356 CH.sub.3 3-I--C.sub.6 H.sub.4 Prop-1-en-3-yl1357 CH.sub.3 3-I--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1358 CH.sub.3 3-I--C.sub.6 H.sub.4 Propyn-3-yl1359 CH.sub.3 3-I--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1360 CH.sub.3 4-I--C.sub.6 H.sub.4 H1361 CH.sub.3 4-I--C.sub.6 H.sub.4 CH.sub.31362 CH.sub.3 4-I--C.sub.6 H.sub.4 C.sub.2 H.sub.51363 CH.sub.3 4-I--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71364 CH.sub.3 4-I--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71365 CH.sub.3 4-I--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91366 CH.sub.3 4-I--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91367 CH.sub.3 4-I--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131368 CH.sub.3 4-I--C.sub.6 H.sub.4 Prop-1-en-3-yl1369 CH.sub.3 4-I--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1370 CH.sub.3 4-I--C.sub.6 H.sub.4 Propyn-3-yl1371 CH.sub.3 4-I--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1372 CH.sub.3 2-CN--C.sub.6 H.sub.4 H1373 CH.sub.3 2-CN--C.sub.6 H.sub.4 CH.sub.31374 CH.sub.3 2-CN--C.sub.6 H.sub.4 C.sub.2 H.sub.51375 CH.sub.3 2-CN--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71376 CH.sub.3 2-CN--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71377 CH.sub.3 2-CN--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91378 CH.sub.3 2-CN--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91379 CH.sub.3 2-CN--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131380 CH.sub.3 2-CN--C.sub.6 H.sub.4 Prop-1-en-3-yl1381 CH.sub.3 2-CN--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1382 CH.sub.3 2-CN--C.sub.6 H.sub.4 Propyn-3-yl1383 CH.sub.3 2-CN--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1384 CH.sub.3 3-CN--C.sub.6 H.sub.4 H1385 CH.sub.3 3-CN--C.sub.6 H.sub.4 CH.sub.31386 CH.sub.3 3-CN--C.sub.6 H.sub.4 C.sub.2 H.sub.51387 CH.sub.3 3-CN--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71388 CH.sub.3 3-CN--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71389 CH.sub.3 3-CN--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91390 CH.sub.3 3-CN--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91391 CH.sub.3 3-CN--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131392 CH.sub.3 3-CN--C.sub.6 H.sub.4 Prop-1-en-3-yl1393 CH.sub.3 3-CN--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1394 CH.sub.3 3-CN--C.sub.6 H.sub.4 Propyn-3-yl1395 CH.sub.3 3-CN--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1396 CH.sub.3 4-CN--C.sub.6 H.sub.4 H1397 CH.sub.3 4-CN--C.sub.6 H.sub.4 CH.sub.31398 CH.sub.3 4-CN--C.sub.6 H.sub.4 C.sub.2 H.sub.51399 CH.sub.3 4-CN--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71400 CH.sub.3 4-CN--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71401 CH.sub.3 4-CN--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91402 CH.sub.3 4-CN--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91403 CH.sub.3 4-CN--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131404 CH.sub.3 4-CN--C.sub.6 H.sub.4 Prop-1-en-3-yl1405 CH.sub.3 4-CN--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1406 CH.sub.3 4-CN--C.sub.6 H.sub.4 Propyn-3-yl1407 CH.sub.3 4-CN--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1408 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 H1409 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 CH.sub.31410 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51411 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71412 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71413 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91414 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91415 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131416 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1417 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1418 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1419 CH.sub.3 2-NO.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1420 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 H1421 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 CH.sub.31422 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51423 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71424 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71425 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91426 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91427 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131428 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1429 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1430 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1431 CH.sub.3 3-NO.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1432 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 H1433 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 CH.sub.31434 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51435 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71436 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71437 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91438 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91439 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131440 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1441 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1442 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1443 CH.sub.3 4-NO.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1444 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 H1445 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 CH.sub.31446 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51447 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71448 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71449 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91450 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91451 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131452 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1453 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1454 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1455 CH.sub.3 2-CH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1456 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 H1457 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 CH.sub.31458 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51459 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71460 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71461 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91462 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91463 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131464 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1465 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1466 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1467 CH.sub.3 3-CH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1468 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 H1469 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 CH.sub.31470 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51471 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71472 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71473 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91474 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91475 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131476 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1477 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1478 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1479 CH.sub.3 4-CH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1480 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 H1481 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 CH.sub.31482 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51483 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71484 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71485 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91486 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91487 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131488 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1489 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1490 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1491 CH.sub.3 2,3-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1492 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 H1493 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 CH.sub.31494 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51495 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71496 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71497 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91498 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91499 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131500 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1501 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1502 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1503 CH.sub.3 2,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1504 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 H1505 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 CH.sub.31506 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51507 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71508 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71509 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91510 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91511 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131512 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1513 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1514 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1515 CH.sub.3 2,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1516 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 H1517 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 CH.sub.31518 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51519 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71520 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71521 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91522 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91523 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131524 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1525 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1526 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1527 CH.sub.3 2,6-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1528 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 H1529 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 CH.sub.31530 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51531 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71532 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71533 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91534 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91535 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131536 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1537 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1538 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1539 CH.sub.3 3,4-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1540 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 H1541 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 CH.sub.31542 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 C.sub.2 H.sub.51543 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.3 H.sub.71544 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 i-C.sub.3 H.sub.71545 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.4 H.sub.91546 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 t-C.sub.4 H.sub.91547 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 n-C.sub.6 H.sub.131548 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Prop-1-en-3-yl1549 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 (E)-1-Chloroprop-1-en-3-yl1550 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 Propyn-3-yl1551 CH.sub.3 3,5-(CH.sub.3).sub.2 --C.sub.6 H.sub.3 3-Methyl-but-2-en-1-yl1552 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 H1553 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 CH.sub.31554 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 C.sub.2 H.sub.51555 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71556 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71557 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91558 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91559 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131560 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 Prop-1-en-3-yl1561 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1562 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 Propyn-3-yl1563 CH.sub.3 2-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1564 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 H1565 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 CH.sub.31566 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 C.sub.2 H.sub.51567 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71568 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71569 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91570 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91571 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131572 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 Prop-1-en-3-yl1573 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1574 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 Propyn-3-yl1575 CH.sub.3 3-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1576 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 H1577 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 CH.sub.31578 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 C.sub.2 H.sub.51579 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71580 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71581 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91582 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91583 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131584 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 Prop-1-en-3-yl1585 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1586 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 Propyn-3-yl1587 CH.sub.3 4-C.sub.2 H.sub.5 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1588 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 H1589 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 CH.sub.31590 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 C.sub.2 H.sub.51591 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71592 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71593 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91594 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91595 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131596 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 Prop-1-en-3-yl1597 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1598 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 Propyn-3-yl1599 CH.sub.3 2-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1600 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 H1601 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 CH.sub.31602 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 C.sub.2 H.sub.51603 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71604 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71605 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91606 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91607 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131608 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 Prop-1-en-3-yl1609 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1610 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 Propyn-3-yl1611 CH.sub.3 3-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1612 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 H1613 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 CH.sub.31614 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 C.sub.2 H.sub.51615 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71616 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71617 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91618 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91619 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131620 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 Prop-1-en-3-yl1621 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1622 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 Propyn-3-yl1623 CH.sub.3 4-i-C.sub.3 H.sub.7 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1624 CH.sub.3 2-OH--C.sub.6 H.sub.4 H1625 CH.sub.3 2-OH--C.sub.6 H.sub.4 CH.sub.31626 CH.sub.3 2-OH--C.sub.6 H.sub.4 C.sub.2 H.sub.51627 CH.sub.3 2-OH--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71628 CH.sub.3 2-OH--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71629 CH.sub.3 2-OH--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91630 CH.sub.3 2-OH--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91631 CH.sub.3 2-OH--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131632 CH.sub.3 2-OH--C.sub.6 H.sub.4 Prop-1-en-3-yl1633 CH.sub.3 2-OH--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1634 CH.sub.3 2-OH--C.sub.6 H.sub.4 Propyn-3-yl1635 CH.sub.3 2-OH--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1636 CH.sub.3 3-OH--C.sub.6 H.sub.4 H1637 CH.sub.3 3-OH--C.sub.6 H.sub.4 CH.sub.31638 CH.sub.3 3-OH--C.sub.6 H.sub.4 C.sub.2 H.sub.51639 CH.sub.3 3-OH--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71640 CH.sub.3 3-OH--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71641 CH.sub.3 3-OH--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91642 CH.sub.3 3-OH--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91643 CH.sub.3 3-OH--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131644 CH.sub.3 3-OH--C.sub.6 H.sub.4 Prop-1-en-3-yl1645 CH.sub.3 3-OH--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1646 CH.sub.3 3-OH--C.sub.6 H.sub.4 Propyn-3-yl1647 CH.sub.3 3-OH--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1648 CH.sub.3 4-OH--C.sub.6 H.sub.4 H1649 CH.sub.3 4-OH--C.sub.6 H.sub.4 CH.sub.31650 CH.sub.3 4-OH--C.sub.6 H.sub.4 C.sub.2 H.sub.51651 CH.sub.3 4-OH--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71652 CH.sub.3 4-OH--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71653 CH.sub.3 4-OH--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91654 CH.sub.3 4-OH--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91655 CH.sub.3 4-OH--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131656 CH.sub.3 4-OH--C.sub.6 H.sub.4 Prop-1-en-3-yl1657 CH.sub.3 4-OH--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1658 CH.sub.3 4-OH--C.sub.6 H.sub.4 Propyn-3-yl1659 CH.sub.3 4-OH--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1660 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 H1661 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 CH.sub.31662 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51663 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71664 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71665 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91666 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91667 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131668 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1669 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1670 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1671 CH.sub.3 2-OCH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1672 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 H1673 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 CH.sub.31674 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51675 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71676 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71677 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91678 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91679 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131680 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1681 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1682 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1683 CH.sub.3 3-OCH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1684 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 H1685 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 CH.sub.31686 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51687 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71688 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71689 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91690 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91691 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131692 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1693 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1694 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1695 CH.sub.3 4-OCH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1696 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 H1697 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 CH.sub.31698 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 C.sub.2 H.sub.51699 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71700 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71701 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91702 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91703 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131704 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 Prop-1-en-3-yl1705 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1706 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 Propyn-3-yl1707 CH.sub.3 2-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1708 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 H1709 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 CH.sub.31710 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 C.sub.2 H.sub.51711 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71712 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71713 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91714 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91715 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131716 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 Prop-1-en-3-yl1717 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1718 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 Propyn-3-yl1719 CH.sub.3 3-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1720 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 H1721 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 CH.sub.31722 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 C.sub.2 H.sub.51723 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71724 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71725 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91726 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91727 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131728 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 Prop-1-en-3-yl1729 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1730 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 Propyn-3-yl1731 CH.sub.3 4-OC.sub.2 H.sub.5 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1732 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 H1733 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 CH.sub.31734 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 C.sub.2 H.sub.51735 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71736 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71737 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91738 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91739 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131740 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 Prop-1-en-3-yl1741 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1742 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 Propyn-3-yl1743 CH.sub.3 2-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1744 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 H1745 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 CH.sub.31746 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 C.sub.2 H.sub.51747 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71748 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71749 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91750 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91751 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131752 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 Prop-1-en-3-yl1753 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1754 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 Propyn-3-yl1755 CH.sub.3 3-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1756 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 H1757 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 CH.sub.31758 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 C.sub.2 H.sub.51759 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71760 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71761 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91762 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91763 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131764 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 Prop-1-en-3-yl1765 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1766 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 Propyn-3-yl1767 CH.sub.3 4-O--(i-C.sub.3 H.sub.7)--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1768 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 H1769 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 CH.sub.31770 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 C.sub.2 H.sub.51771 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71772 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71773 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91774 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91775 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131776 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 Prop-1-en-3-yl1777 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1778 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 Propyn-3-yl1779 CH.sub.3 2-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1780 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 H1781 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 CH.sub.31782 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 C.sub.2 H.sub.51783 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71784 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71785 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91786 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91787 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131788 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 Prop-1-en-3-yl1789 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1790 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 Propyn-3-yl1791 CH.sub.3 3-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1792 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 H1793 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 CH.sub.31794 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 C.sub.2 H.sub.51795 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.3 H.sub.71796 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 i-C.sub.3 H.sub.71797 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.4 H.sub.91798 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 t-C.sub.4 H.sub.91799 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 n-C.sub.6 H.sub.131800 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 Prop-1-en-3-yl1801 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1802 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 Propyn-3-yl1803 CH.sub.3 4-O--(t-C.sub.4 H.sub.9)--C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1804 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 H1805 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 CH.sub.31806 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51807 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71808 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71809 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91810 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91811 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131812 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1813 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1814 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1815 CH.sub.3 2-CF.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1816 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 H1817 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 CH.sub.31818 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51819 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71820 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71821 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91822 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91823 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131824 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1825 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1826 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1827 CH.sub.3 3-CF.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1828 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 H1829 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 CH.sub.31830 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51831 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71832 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71833 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91834 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91835 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131836 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1837 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1838 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1839 CH.sub.3 4-CF.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1840 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 H1841 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 CH.sub.31842 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51843 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71844 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71845 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91846 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91847 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131848 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1849 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1850 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1851 CH.sub.3 2-NH.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1852 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 H1853 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 CH.sub.31854 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51855 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71856 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71857 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91858 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91859 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131860 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1861 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1862 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1863 CH.sub.3 3-NH.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1864 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 H1865 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 CH.sub.31866 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51867 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71868 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71869 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91870 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91871 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131872 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1873 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1874 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1875 CH.sub.3 4-NH.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1876 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 H1877 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 CH.sub.31878 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51879 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71880 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71881 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91882 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91883 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131884 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1885 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1886 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1887 CH.sub.3 2-NMe.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1888 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 H1889 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 CH.sub.31890 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51891 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71892 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71893 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91894 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91895 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131896 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1897 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1898 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1899 CH.sub.3 3-NMe.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1900 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 H1901 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 CH.sub.31902 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 C.sub.2 H.sub.51903 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71904 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71905 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91906 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91907 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131908 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 Prop-1-en-3-yl1909 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1910 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 Propyn-3-yl1911 CH.sub.3 4-NMe.sub.2 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1912 CH.sub.3 2-Aminothiocar- H bonyl-C.sub.6 H.sub.41913 CH.sub.3 2-Aminothiocar- CH.sub.3 bonyl-C.sub.6 H.sub.41914 CH.sub.3 2-Aminothiocar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.41915 CH.sub.3 2-Aminothiocar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.41916 CH.sub.3 2-Aminothiocar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.41917 CH.sub.3 2-Aminothiocar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.41918 CH.sub.3 2-Aminothiocar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.41919 CH.sub.3 2-Aminothiocar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.41920 CH.sub.3 2-Aminothiocar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.41921 CH.sub.3 2-Aminothiocar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.41922 CH.sub.3 2-Aminothiocar- Propyn-3-yl bonyl-C.sub.6 H.sub.41923 CH.sub.3 2-Aminothiocar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.41924 CH.sub.3 3-Aminothiocar- H bonyl-C.sub.6 H.sub.41925 CH.sub.3 3-Aminothiocar- CH.sub.3 bonyl-C.sub.6 H.sub.41926 CH.sub.3 3-Aminothiocar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.41927 CH.sub.3 3-Aminothiocar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.41928 CH.sub.3 3-Aminothiocar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.41929 CH.sub.3 3-Aminothiocar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.41930 CH.sub.3 3-Aminothiocar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.41931 CH.sub.3 3-Aminothiocar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.41932 CH.sub.3 3-Aminothiocar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.41933 CH.sub.3 3-Aminothiocar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.41934 CH.sub.3 3-Aminothiocar- Propyn-3-yl bonyl-C.sub.6 H.sub.41935 CH.sub.3 3-Aminothiocar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.41936 CH.sub.3 4-Aminothiocar- H bonyl-C.sub.6 H.sub.41937 CH.sub.3 4-Aminothiocar- CH.sub.3 bonyl-C.sub.6 H.sub.41938 CH.sub.3 4-Aminothiocar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.41939 CH.sub.3 4-Aminothiocar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.41940 CH.sub.3 4-Aminothiocar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.41941 CH.sub.3 4-Aminothiocar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.41942 CH.sub.3 4-Aminothiocar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.41943 CH.sub.3 4-Aminothiocar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.41944 CH.sub.3 4-Aminothiocar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.41945 CH.sub.3 4-Aminothiocar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.41946 CH.sub.3 4-Aminothiocar- Propyn-3-yl bonyl-C.sub.6 H.sub.41947 CH.sub.3 4-Aminothiocar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.41948 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 H1949 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 CH.sub.31950 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51951 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71952 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71953 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91954 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91955 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131956 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1957 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1958 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1959 CH.sub.3 2-OCF.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1960 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 H1961 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 CH.sub.31962 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51963 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71964 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71965 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91966 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91967 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131968 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1969 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1970 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1971 CH.sub.3 3-OCF.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1972 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 H1973 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 CH.sub.31974 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51975 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71976 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71977 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91978 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91979 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131980 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1981 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1982 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1983 CH.sub.3 4-OCF.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1984 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 H1985 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 CH.sub.31986 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51987 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.71988 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.71989 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.91990 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.91991 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.131992 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl1993 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl1994 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl1995 CH.sub.3 2-SCH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl1996 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 H1997 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 CH.sub.31998 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.51999 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.72000 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.72001 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.92002 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.92003 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.132004 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl2005 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl2006 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl2007 CH.sub.3 3-SCH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl2008 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 H2009 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 CH.sub.32010 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 C.sub.2 H.sub.52011 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.3 H.sub.72012 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 i-C.sub.3 H.sub.72013 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.4 H.sub.92014 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 t-C.sub.4 H.sub.92015 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 n-C.sub.6 H.sub.132016 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 Prop-1-en-3-yl2017 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 (E)-1-Chloroprop-1-en-3-yl2018 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 Propyn-3-yl2019 CH.sub.3 4-SCH.sub.3 --C.sub.6 H.sub.4 3-Methyl-but-2-en-1-yl2020 CH.sub.3 2-Methylsul- H fonyl-C.sub.6 H.sub.42021 CH.sub.3 2-Methylsul- CH.sub.3 fonyl-C.sub.6 H.sub.42022 CH.sub.3 2-Methylsul- C.sub.2 H.sub.5 fonyl-C.sub.6 H.sub.42023 CH.sub.3 2-Methylsul- n-C.sub.3 H.sub.7 fonyl-C.sub.6 H.sub.42024 CH.sub.3 2-Methylsul- i-C.sub.3 H.sub.7 fonyl-C.sub.6 H.sub.42025 CH.sub.3 2-Methylsul- n-C.sub.4 H.sub.9 fonyl-C.sub.6 H.sub.42026 CH.sub.3 2-Methylsul- t-C.sub.4 H.sub.9 fonyl-C.sub.6 H.sub.42027 CH.sub.3 2-Methylsul- n-C.sub.6 H.sub.13 fonyl-C.sub.6 H.sub.42028 CH.sub.3 2-Methylsul- Prop-1-en-3-yl fonyl-C.sub.6 H.sub.42029 CH.sub.3 2-Methylsul- (E)-1-Chloroprop-1-en-3-yl fonyl-C.sub.6 H.sub.42030 CH.sub.3 2-Methylsul- Propyn-3-yl fonyl-C.sub.6 H.sub.42031 CH.sub.3 2-Methylsul- 3-Methyl-but-2-en-1-yl fonyl-C.sub.6 H.sub.42032 CH.sub.3 3-Methylsul- H fonyl-C.sub.6 H.sub.42033 CH.sub.3 3-Methylsul- CH.sub.3 fonyl-C.sub.6 H.sub.42034 CH.sub.3 3-Methylsul- C.sub.2 H.sub.5 fonyl-C.sub.6 H.sub.42035 CH.sub.3 3-Methylsul- n-C.sub.3 H.sub.7 fonyl-C.sub.6 H.sub.42036 CH.sub.3 3-Methylsul- i-C.sub.3 H.sub.7 fonyl-C.sub.6 H.sub.42037 CH.sub.3 3-Methylsul- n-C.sub.4 H.sub.9 fonyl-C.sub.6 H.sub.42038 CH.sub.3 3-Methylsul- t-C.sub.4 H.sub.9 fonyl-C.sub.6 H.sub.42039 CH.sub.3 3-Methylsul- n-C.sub.6 H.sub.13 fonyl-C.sub.6 H.sub.42040 CH.sub.3 3-Methylsul- Prop-1-en-3-yl fonyl-C.sub.6 H.sub.42041 CH.sub.3 3-Methylsul- (E)-1-Chloroprop-1-en-3-yl fonyl-C.sub.6 H.sub.42042 CH.sub.3 3-Methylsul- Propyn-3-yl fonyl-C.sub.6 H.sub.42043 CH.sub.3 3-Methylsul- 3-Methyl-but-2-en-1-yl fonyl-C.sub.6 H.sub.42044 CH.sub.3 4-Methylsul- H fonyl-C.sub.6 H.sub.42045 CH.sub.3 4-Methylsul- CH.sub.3 fonyl-C.sub.6 H.sub.42046 CH.sub.3 4-Methylsul- C.sub.2 H.sub.5 fonyl-C.sub.6 H.sub.42047 CH.sub.3 4-Methylsul- n-C.sub.3 H.sub.7 fonyl-C.sub.6 H.sub.42048 CH.sub.3 4-Methylsul- i-C.sub.3 H.sub.7 fonyl-C.sub.6 H.sub.42049 CH.sub.3 4-Methylsul- n-C.sub.4 H.sub.9 fonyl-C.sub.6 H.sub.42050 CH.sub.3 4-Methylsul- t-C.sub.4 H.sub.9 fonyl-C.sub.6 H.sub.42051 CH.sub.3 4-Methylsul- n-C.sub.6 H.sub.13 fonyl-C.sub.6 H.sub.42052 CH.sub.3 4-Methylsul- Prop-1-en-3-yl fonyl-C.sub.6 H.sub.42053 CH.sub.3 4-Methylsul- (E)-1-Chloroprop-1-en-3-yl fonyl-C.sub.6 H.sub.42054 CH.sub.3 4-Methylsul- Propyn-3-yl fonyl-C.sub.6 H.sub.42055 CH.sub.3 4-Methylsul- 3-Methyl-but-2-en-1-yl fonyl-C.sub.6 H.sub.42056 CH.sub.3 2-Methoxycar- H bonyl-C.sub.6 H.sub.42057 CH.sub.3 2-Methoxycar- CH.sub.3 bonyl-C.sub.6 H.sub.42058 CH.sub.3 2-Methoxycar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42059 CH.sub.3 2-Methoxycar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42060 CH.sub.3 2-Methoxycar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42061 CH.sub.3 2-Methoxycar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42062 CH.sub.3 2-Methoxycar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42063 CH.sub.3 2-Methoxycar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42064 CH.sub.3 2-Methoxycar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42065 CH.sub.3 2-Methoxycar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42066 CH.sub.3 2-Methoxycar- Propyn-3-yl bonyl-C.sub.6 H.sub.42067 CH.sub.3 2-Methoxycar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42068 CH.sub.3 3-Methoxycar- H bonyl-C.sub.6 H.sub.42069 CH.sub.3 3-Methoxycar- CH.sub.3 bonyl-C.sub.6 H.sub.42070 CH.sub.3 3-Methoxycar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42071 CH.sub.3 3-Methoxycar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42072 CH.sub.3 3-Methoxycar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42073 CH.sub.3 3-Methoxycar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42074 CH.sub.3 3-Methoxycar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42075 CH.sub.3 3-Methoxycar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42076 CH.sub.3 3-Methoxycar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42077 CH.sub.3 3-Methoxycar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42078 CH.sub.3 3-Methoxycar- Propyn-3-yl bonyl-C.sub.6 H.sub.42079 CH.sub.3 3-Methoxycar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42080 CH.sub.3 4-Methoxycar- H bonyl-C.sub.6 H.sub.42081 CH.sub.3 4-Methoxycar- CH.sub.3 bonyl-C.sub.6 H.sub.42082 CH.sub.3 4-Methoxycar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42083 CH.sub.3 4-Methoxycar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42084 CH.sub.3 4-Methoxycar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42085 CH.sub.3 4-Methoxycar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42086 CH.sub.3 4-Methoxycar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42087 CH.sub.3 4-Methoxycar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42088 CH.sub.3 4-Methoxycar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42089 CH.sub.3 4-Methoxycar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42090 CH.sub.3 4-Methoxycar- Propyn-3-yl bonyl-C.sub.6 H.sub.42091 CH.sub.3 4-Methoxycar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42092 CH.sub.3 2-Ethoxycar- H bonyl-C.sub.6 H.sub.42093 CH.sub.3 2-Ethoxycar- CH.sub.3 bonyl-C.sub.6 H.sub.42094 CH.sub.3 2-Ethoxycar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42095 CH.sub.3 2-Ethoxycar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42096 CH.sub.3 2-Ethoxycar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42097 CH.sub.3 2-Ethoxycar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42098 CH.sub.3 2-Ethoxycar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42099 CH.sub.3 2-Ethoxycar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42100 CH.sub.3 2-Ethoxycar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42101 CH.sub.3 2-Ethoxycar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42102 CH.sub.3 2-Ethoxycar- Propyn-3-yl bonyl-C.sub.6 H.sub.42103 CH.sub.3 2-Ethoxycar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42104 CH.sub.3 3-Ethoxycar- H bonyl-C.sub.6 H.sub.42105 CH.sub.3 3-Ethoxycar- CH.sub.3 bonyl-C.sub.6 H.sub.42106 CH.sub.3 3-Ethoxycar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42107 CH.sub.3 3-Ethoxycar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42108 CH.sub.3 3-Ethoxycar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42109 CH.sub.3 3-Ethoxycar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42110 CH.sub.3 3-Ethoxycar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42111 CH.sub.3 3-Ethoxycar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42112 CH.sub.3 3-Ethoxycar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42113 CH.sub.3 3-Ethoxycar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42114 CH.sub.3 3-Ethoxycar- Propyn-3-yl bonyl-C.sub.6 H.sub.42115 CH.sub.3 3-Ethoxycar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42116 CH.sub.3 4-Ethoxycar- H bonyl-C.sub.6 H.sub.42117 CH.sub.3 4-Ethoxycar- CH.sub.3 bonyl-C.sub.6 H.sub.42118 CH.sub.3 4-Ethoxycar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42119 CH.sub.3 4-Ethoxycar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42120 CH.sub.3 4-Ethoxycar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42121 CH.sub.3 4-Ethoxycar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42122 CH.sub.3 4-Ethoxycar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42123 CH.sub.3 4-Ethoxycar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42124 CH.sub.3 4-Ethoxycar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42125 CH.sub.3 4-Ethoxycar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42126 CH.sub.3 4-Ethoxycar- Propyn-3-yl bonyl-C.sub.6 H.sub.42127 CH.sub.3 4-Ethoxycar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42128 CH.sub.3 2-Aminocar- H bonyl-C.sub.6 H.sub.42129 CH.sub.3 2-Aminocar- CH.sub.3 bonyl-C.sub.6 H.sub.42130 CH.sub.3 2-Aminocar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42131 CH.sub.3 2-Aminocar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42132 CH.sub.3 2-Aminocar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42133 CH.sub.3 2-Aminocar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42134 CH.sub.3 2-Aminocar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42135 CH.sub.3 2-Aminocar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42136 CH.sub.3 2-Aminocar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42137 CH.sub.3 2-Aminocar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42138 CH.sub.3 2-Aminocar- Propyn-3-yl bonyl-C.sub.6 H.sub.42139 CH.sub.3 2-Aminocar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42140 CH.sub.3 3-Aminocar- H bonyl-C.sub.6 H.sub.42141 CH.sub.3 3-Aminocar- CH.sub.3 bonyl-C.sub.6 H.sub.42142 CH.sub.3 3-Aminocar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42143 CH.sub.3 3-Aminocar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42144 CH.sub.3 3-Aminocar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42145 CH.sub.3 3-Aminocar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42146 CH.sub.3 3-Aminocar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42147 CH.sub.3 3-Aminocar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42148 CH.sub.3 3-Aminocar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42149 CH.sub.3 3-Aminocar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42150 CH.sub.3 3-Aminocar- Propyn-3-yl bonyl-C.sub.6 H.sub.42151 CH.sub.3 3-Aminocar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42152 CH.sub.3 4-Aminocar- H bonyl-C.sub.6 H.sub.42153 CH.sub.3 4-Aminocar- CH.sub.3 bonyl-C.sub.6 H.sub.42154 CH.sub.3 4-Aminocar- C.sub.2 H.sub.5 bonyl-C.sub.6 H.sub.42155 CH.sub.3 4-Aminocar- n-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42156 CH.sub.3 4-Aminocar- i-C.sub.3 H.sub.7 bonyl-C.sub.6 H.sub.42157 CH.sub.3 4-Aminocar- n-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42158 CH.sub.3 4-Aminocar- t-C.sub.4 H.sub.9 bonyl-C.sub.6 H.sub.42159 CH.sub.3 4-Aminocar- n-C.sub.6 H.sub.13 bonyl-C.sub.6 H.sub.42160 CH.sub.3 4-Aminocar- Prop-1-en-3-yl bonyl-C.sub.6 H.sub.42161 CH.sub.3 4-Aminocar- (E)-1-Chloroprop-1-en-3-yl bonyl-C.sub.6 H.sub.42162 CH.sub.3 4-Aminocar- Propyn-3-yl bonyl-C.sub.6 H.sub.42163 CH.sub.3 4-Aminocar- 3-Methyl-but-2-en-1-yl bonyl-C.sub.6 H.sub.42164 CH.sub.3 2-(N-Methylamino- H carbonyl)-C.sub.6 H.sub.42165 CH.sub.3 2-(N-Methylamino- CH.sub.3 carbonyl)-C.sub.6 H.sub.42166 CH.sub.3 2-(N-Methylamino- C.sub.2 H.sub.5 carbonyl)-C.sub.6 H.sub.42167 CH.sub.3 2-(N-Methylamino- n-C.sub.3 H.sub.7 carbonyl)-C.sub.6 H.sub.42168 CH.sub.3 2-(N-Methylamino- i-C.sub.3 H.sub.7 carbonyl)-C.sub.6 H.sub.42169 CH.sub.3 2-(N-Methylamino- n-C.sub.4 H.sub.9 carbonyl)-C.sub.6 H.sub.42170 CH.sub.3 2-(N-Methylamino- t-C.sub.4 H.sub.9 carbonyl)-C.sub.6 H.sub.42171 CH.sub.3 2-(N-Methylamino- n-C.sub.6 H.sub.13 carbonyl)-C.sub.6 H.sub.42172 CH.sub.3 2-(N-Methylamino- Prop-1-en-3-yl carbonyl)-C.sub.6 H.sub.42173 CH.sub.3 2-(N-Methylamino- (E)-1-Chloroprop-1-en-3-yl carbonyl)-C.sub.6 H.sub.42174 CH.sub.3 2-(N-Methylamino- Propyn-3-yl carbonyl)-C.sub.6 H.sub.42175 CH.sub.3 2-(N-Methylamino- 3-Methyl-but-2-en-1-yl carbonyl)-C.sub.6 H.sub.42176 CH.sub.3 3-(N-Methylamino- H carbonyl)-C.sub.6 H.sub.42177 CH.sub.3 3-(N-Methylamino- CH.sub.3 carbonyl)-C.sub.6 H.sub.42178 CH.sub.3 3-(N-Methylamino- C.sub.2 H.sub.5 carbonyl)-C.sub.6 H.sub.42179 CH.sub.3 3-(N-Methylamino- n-C.sub.3 H.sub.7 carbonyl)-C.sub.6 H.sub.42180 CH.sub.3 3-(N-Methylamino- i-C.sub.3 H.sub.7 carbonyl)-C.sub.6 H.sub.42181 CH.sub.3 3-(N-Methylamino- n-C.sub.4 H.sub.9 carbonyl)-C.sub.6 H.sub.42182 CH.sub.3 3-(N-Methylamino- t-C.sub.4 H.sub.9 carbonyl)-C.sub.6 H.sub.42183 CH.sub.3 3-(N-Methylamino- n-C.sub.6 H.sub.13 carbonyl)-C.sub.6 H.sub.42184 CH.sub.3 3-(N-Methylamino- Prop-1-en-3-yl carbonyl)-C.sub.6 H.sub.42185 CH.sub.3 3-(N-Methylamino- (E)-1-Chloroprop-1-en-3-yl carbonyl)-C.sub.6 H.sub.42186 CH.sub.3 3-(N-Methylamino- Propyn-3-yl carbonyl)-C.sub.6 H.sub.42187 CH.sub.3 3-(N-Methylamino- 3-Methyl-but-2-en-1-yl carbonyl)-C.sub.6 H.sub.42188 CH.sub.3 4-(N-Methylamino- H carbonyl)-C.sub.6 H.sub.42189 CH.sub.3 4-(N-Methylamino- CH.sub.3 carbonyl)-C.sub.6 H.sub.42190 CH.sub.3 4-(N-Methylamino- C.sub.2 H.sub.5 carbonyl)-C.sub.6 H.sub.42191 CH.sub.3 4-(N-Methylamino- n-C.sub.3 H.sub.7 carbonyl)-C.sub.6 H.sub.42192 CH.sub.3 4-(N-Methylamino- i-C.sub.3 H.sub.7 carbonyl)-C.sub.6 H.sub.42193 CH.sub.3 4-(N-Methylamino- n-C.sub.4 H.sub.9 carbonyl)-C.sub.6 H.sub.42194 CH.sub.3 4-(N-Methylamino- t-C.sub.4 H.sub.9 carbonyl)-C.sub.6 H.sub.42195 CH.sub.3 4-(N-Methylamino- n-C.sub.6 H.sub.13 carbonyl)-C.sub.6 H.sub.42196 CH.sub.3 4-(N-Methylamino- Prop-1-en-3-yl carbonyl)-C.sub.6 H.sub.42197 CH.sub.3 4-(N-Methylamino- (E)-1-Chloroprop-1-en-3-yl carbonyl)-C.sub.6 H.sub.42198 CH.sub.3 4-(N-Methylamino- Propyn-3-yl carbonyl)-C.sub.6 H.sub.42199 CH.sub.3 4-(N-Methylamino- 3-Methyl-but-2-en-1-yl carbonyl)-C.sub.6 H.sub.42200 CH.sub.3 2-Dimethylamino- H carbonyl-C.sub.6 H.sub.42201 CH.sub.3 2-Dimethylamin- CH.sub.3 carbonyl-C.sub.6 H.sub.42202 CH.sub.3 2-Dimethylamin- C.sub.2 H.sub.5 carbonyl-C.sub.6 H.sub.42203 CH.sub.3 2-Dimethylamin- n-C.sub.3 H.sub.7 carbonyl-C.sub.6 H.sub.42204 CH.sub.3 2-Dimethylamin- i-C.sub.3 H.sub.7 carbonyl-C.sub.6 H.sub.42205 CH.sub.3 2-Dimethylamin- n-C.sub.4 H.sub.9 carbonyl-C.sub.6 H.sub.42206 CH.sub.3 2-Dimethylamin- t-C.sub.4 H.sub.9 carbonyl-C.sub.6 H.sub.42207 CH.sub.3 2-Dimethylamin- n-C.sub.6 H.sub.13 carbonyl-C.sub.6 H.sub.42208 CH.sub.3 2-Dimethylamin- Prop-1-en-3-yl carbonyl-C.sub.6 H.sub.42209 CH.sub.3 2-Dimethylamin- (E)-1-Chloroprop-1-en-3-yl carbonyl-C.sub.6 H.sub.42210 CH.sub.3 2-Dimethylamin- Propyn-3-yl carbonyl-C.sub.6 H.sub.42211 CH.sub.3 2-Dimethylamin- 3-Methyl-but-2-en-1-yl carbonyl-C.sub.6 H.sub.42212 CH.sub.3 3-Dimethylamin- H carbonyl-C.sub.6 H.sub.42213 CH.sub.3 3-Dimethylamin- CH.sub.3 carbonyl-C.sub.6 H.sub.42214 CH.sub.3 3-Dimethylamin- C.sub.2 H.sub.5 carbonyl-C.sub.6 H.sub.42215 CH.sub.3 3-Dimethylamin- n-C.sub.3 H.sub.7 carbonyl-C.sub.6 H.sub.42216 CH.sub.3 3-Dimethylamin- i-C.sub.3 H.sub.7 carbonyl-C.sub.6 H.sub.42217 CH.sub.3 3-Dimethylamin- n-C.sub.4 H.sub.9 carbonyl-C.sub.6 H.sub.42218 CH.sub.3 3-Dimethylamin- t-C.sub.4 H.sub.9 carbonyl-C.sub.6 H.sub.42219 CH.sub.3 3-Dimethylamin- n-C.sub.6 H.sub.13 carbonyl-C.sub.6 H.sub.42220 CH.sub.3 3-Dimethylamin- Prop-1-en-3-yl carbonyl-C.sub.6 H.sub.42221 CH.sub.3 3-Dimethylamin- (E)-1-Chloroprop-1-en-3-yl carbonyl-C.sub.6 H.sub.42222 CH.sub.3 3-Dimethylamin- Propyn-3-yl carbonyl-C.sub.6 H.sub.42223 CH.sub.3 3-Dimethylamin- 3-Methyl-but-2-en-1-yl carbonyl-C.sub.6 H.sub.42224 CH.sub.3 4-Dimethylamin- H carbonyl-C.sub.6 H.sub.42225 CH.sub.3 4-Dimethylamin- CH.sub.3 carbonyl-C.sub.6 H.sub.42226 CH.sub.3 4-Dimethylamin- C.sub.2 H.sub.5 carbonyl-C.sub.6 H.sub.42227 CH.sub.3 4-Dimethylamin- n-C.sub.3 H.sub.7 carbonyl-C.sub.6 H.sub.42228 CH.sub.3 4-Dimethylamin- i-C.sub.3 H.sub.7 carbonyl-C.sub.6 H.sub.42229 CH.sub.3 4-Dimethylamin- n-C.sub.4 H.sub.9 carbonyl-C.sub.6 H.sub.42230 CH.sub.3 4-Dimethylamin- t-C.sub.4 H.sub.9 carbonyl-C.sub.6 H.sub.42231 CH.sub.3 4-Dimethylamin- n-C.sub.6 H.sub.13 carbonyl-C.sub.6 H.sub.42232 CH.sub.3 4-Dimethylamin- Prop-1-en-3-yl carbonyl-C.sub.6 H.sub.42233 CH.sub.3 4-Dimethylamin- (E)-1-Chloroprop-1-en-3-yl carbonyl-C.sub.6 H.sub.42234 CH.sub.3 4-Dimethylamin- Propyn-3-yl carbonyl-C.sub.6 H.sub.42235 CH.sub.3 4-Dimethylamin- 3-Methyl-but-2-en-1-yl carbonyl-C.sub.6 H.sub.4______________________________________
The compounds I are suitable as fungicides.
The compounds I are distinguished by an outstanding activity against a broad spectrum of phytopathogenic fungi, in particular from the class of the Ascomycetes and Basidiomycetes. They are systemically active in some cases and can be employed as foliar and soil fungicides.
They are of particular importance for the control of a multiplicity of fungi on various crop plants such as wheat, rye, barley, oats, rice, corn, grass, cotton, soybean, coffee, sugar cane, grapes, fruit and decorative plants and vegetable plants such as cucumbers, beans and cucurbits, and on the seeds of these plants.
They are specifically suitable for the control of the following plant diseases: Erysiphe graminis (powdery mildew) in cereals, Erysiphe cichoracearum and Sphaerotheca fuliginea on cucurbits, Podosphaera leucotricha on apples, Uncinula necator on vines, Puccinia species on cereals, Rhizoctonia species on cotton and lawns, Ustilago species on cereals and sugar cane, Venturia inaequalis (scab) on apples, Helminthosporium species on cereals, Septoria nodorum on wheat, Botrytis cinerea (gray mold) on strawberries, vines, Cercospora arachidicola on groundnuts, Pseudocercosporella herpotrichoides on wheat, barley, Pyricularia oryzae on rice, Phytophthora infestans on potatoes and tomatoes, Fusa7rium �sic! and Verticillium species on various plants, Plasmopara viticola on vines, Alternaria species on vegetables and fruit.
The compounds I are applied by treating the fungi or the plants, seeds, materials or the soil to be protected from fungal attack with a fungicidally effective amount of the active compounds. They are applied before or after the infection of the materials, plants or seeds by the fungi.
They can be converted into the customary formulations, such as solutions, emulsions, suspensions, dusts, powders, pastes and granules. The application form depends on the particular intended use; it should in any case guarantee a fine and uniform dispersion of the ortho-substituted benzyl ester of a cyclopropanecarboxylic acid �sic!. The formulations are prepared in a known manner, eg. by extending the active compound with solvents and/or carriers, if desired using emulsifiers and dispersants, it also being possible to use other organic solvents as auxiliary solvents when water is used as a diluent. Suitable auxiliary substances for this purpose are essentially: solvents such as aromatics (eg. xylene), chlorinated aromatics (eg. chlorobenzenes), paraffins (eg. petroleum fractions), alcohols (eg. methanol, butanol), ketones (eg. cyclohexanone), amines (eg. ethanolamine, dimethylformamide) and water; carriers such as ground natural minerals (eg. kaolins, clays, talc, chalk) and ground synthetic minerals (eg. highly disperse silicic acid, silicates); emulsifiers such as nonionic and anionic emulsifiers (eg. polyoxyethylene fatty alcohol ethers, alkylsulfonates and arylsulfonates) and dispersants such as lignin-sulfite waste liquors and methylcellulose.
The fungicidal compositions in general contain from 0.1 to 95, preferably from 0.5 to 90, % by weight of active compound.
Depending on the type of effect desired, the application rates are from 0.01 to 2.0 kg of active compound per ha.
In seed treatment, active compound amounts of from 0.001 to 0.1 g, preferably from 0.01 to 0.05 g, per kilogram of seed are in general needed.
The compositions according to the invention can also be present in the application form as fungicides together with other active compounds, the �sic! eg. with herbicides, insecticides, growth regulators, fungicides or alternatively with fertilizers.
On mixing with fungicides, in many cases an increase in the fungicidal spectrum of action is obtained here.
The following list of fungicides with which the compounds according to the invention can be applied together is intended to illustrate the combination possibilities, but not restrict them:
sulfur, dithiocarbamates and their derivatives, such as ferric dimethyldithiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebisdithiocarbamate, manganese ethylenebisdithiocarbamate, manganese zinc ethylenediamine bisdithiocarbamate, tetramethylthiuram disulfides �sic!, ammonia complex of zinc (N,N-ethylenebisdithiocarbamate), ammonia complex of zinc (N,N'-propylenebisdithiocarbamate), zinc (N,N'-propylenebisdithiocarbamate), N,N'-polypropylenebis(thiocarbamoyl) disulfide; nitro derivatives, such as dinitro(1-methylheptyl)phenyl crotonate, 2-sec-butyl-4,6-dinitrophenyl 3,3-dimethylacrylate, 2-sec-butyl-4,6-dinitrophenyl isopropylcarbonate, diisopropyl 5-nitroisophthalate;
heterocyclic substances, such as 2-heptadecyl-2-imidazoline acetate, 2,4-dichloro-6-(o-chloroanilino)-s-triazine, O,O-diethyl phthalimidophosphonothioate, 5-amino-1-�bis(dimethylamino)phosphinyl!-3-phenyl-1,2,4-triazole, 2,3-dicyano-1,4-dithioanthraquinone, 2-thio-1,3-dithiolo�4,5-b!quinoxaline, methyl 1-(butylcarbamoyl)-2-benzimidazole carbamate, 2-methoxycarbonylaminobenzimidazole, 2-(fur-2-yl)benzimidazole, 2-(thiazol-4-yl)benzimidazole, N-(1,1,2,2-tetrachloroethylthio)tetrahydrophthalimide, N-trichloromethylthiotetrahydrophthalimide, N-trichloromethylthiophthalimide;
N-dichlorofluoromethylthio-N',N'-dimethyl-N-phenylsulfamide, 5-ethoxy-3-trichloromethyl-1,2,3-thiadiazole, 2-thiocyanatomethylthiobenzothiazole, 1,4-dichloro-2,5-dimethoxybenzene, 4-(2-chlorophenylhydrazono)-3-methyl-5-isoxazolone, pyridine-2-thio-1-oxide �sic!, 8-hydroxyquinoline or its copper salt, 2,3-dihydro-5-carboxanilido-6-methyl-1,4-oxathiin, 2,3-dihydro-5-carboxanilido-6-methyl-1,4-oxathiin-4,4-dioxide, 2-methyl-5,6-dihydro-4H-pyran-3-carboxanilide, 2-methylfuran-3-carboxanilide, 2,5-dimethylfuran-3-carboxanilide, 2,4,5-trimethylfuran-3-carboxanilide, N-cyclohexyl-2,5-dimethylfuran-3-carboxamide, N-cyclohexyl-N-methoxy-2,5-dimethylfuran-3-carboxamide, 2-methylbenzanilide, 2-iodobenzanilide, N-formyl-N-morpholine-2,2,2-trichloroethyl acetal, piperazine-1,4-diyl-bis(1-(2,2,2-trichloroethyl))formamide, 1-(3,4-dichloroanilino)-1-formylamino-2,2,2-trichloroethane, 2,6-dimethyl-N-tridecylmorpholine or its salts, 2,6-dimethyl-N-cyclododecylmorpholine or its salts, N-�3-(p-tert-butylphenyl)-2-methylpropyl!-cis-2,6-dimethylmorpholine, N-(3-(p-tert-butylphenyl)-2-methylpropyl piperidine, 1-�2-(2,4-dichlorophenyl)-4-ethyl-1,3-dioxolan-2-yl-ethyl!-1H-1,2,4-triazole, 1-�2-(2,4-dichlorophenyl)-4-n-propyl-1,3-dioxolan-2-ylethyl!-1H-1,2,4-triazole, N-(n-propyl)-N-(2,4,6-trichlorophenoxyethyl)-N'-imidazolylurea, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol, .alpha.-(2-chlorophenyl)-.alpha.-(4-chlorophenyl)-5-pyrimidinemethanol, 5-butyl-2-dimethylamino-4-hydroxy-6-methylpyrimidine, bis(p-chlorophenyl)-3-pyridinemethanol, 1,2-bis(3-ethoxycarbonyl-2-thioureido)benzene, 1,2-bis(3-methoxycarbonyl-2-thioureido)benzene,
and also various fungicides, such as dodecylguanidine acetate, 3-�3-(3,5-dimethyl-2-oxycyclohexyl)-2-hydroxyethyl!glutarimide, hexachlorobenzene, DL-methyl-N-(2,6-dimethylphenyl)-N-2-furoyl alaninate, DL-N-(2,6-dimethylphenyl)-N-(2'-methoxyacetyl)alanine methyl ester, N-(2,6-dimethylphenyl)-N-chloroacetyl-D,L-2-aminobutyrolactone, DL-N-(2,6-dimethylphenyl)-N-(phenylacetyl)alanine methyl ester, 5-methyl-5-vinyl-3-(3,5-dichlorophenyl)-2,4-dioxo-1,3-oxazolidine, 3-�3,5-dichlorophenyl-(5-methyl-5-methoxymethyl!-1,3-oxazolidine-2,4-dione �sic!, 3-(3,5-dichlorophenyl)-1-isopropylcarbamoylhydantoin, N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide, 2-cyano-�N-ethylaminocarbonyl-2-methoximino!acetamide, 1-�2-(2,4-dichlorophenyl)pentyl!-1H-1,2,4-triazole, 2,4-difluoro-.alpha.-(1H-1,2,4-triazolyl-1-methyl)benzhydryl alcohol, N-(3-chloro-2,6-dinitro-4-trifluoromethylphenyl)-5-trifluoromethyl-3-chloro-2-aminopyridine, 1-((bis(4-fluorophenyl)methylsilyl)methyl)-1H-1,2,4-triazole.
The compounds of the formula I are additionally suitable for controlling pests from the class of insects, arachnids and nematodes effectively. They can be employed as pesticides in plant protection and in the hygiene, stored products protection and veterinary sectors.
The harmful insects include from the order of the butterflies (Lepidoptera), for example, Agrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsia gemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius, Cacoecia murinana, Capua reticulana, Cheimatobia brumata, Choristoneura fumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydia pomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella, Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella, Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholitha funebrana, Grapholitha molesta, Heliothis armigera, Heliothis virescens, Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea, Hyponomeuta malinellus, Keiferia lycopersicella, Lambdina fiscellaria, Laphygma exigua, Leucoptera coffeella, Leucoptera scitella, Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis, Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosoma neustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis, Panolis flammea, Pectinophora gossypiella, Peridroma saucia, Phalera bucephala, Phthorimaea operculella, Phyllocnistis citrella, Pieris brassicae, Plathypena scabra, Plutella xylostella, Pseudoplusia includens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotroga cerealella, Sparganothis pilleriana, Spodoptera frugiperda, Spodoptera littoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrix viridana, Trichoplusia ni, Zeiraphera canadensis.
From the order of the beetles (Coleoptera), for example, Agrilus sinuatus, Agriotes lineatus, Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar, Anthonomus grandis, Anthonomus pomorum, Atomaria linearis, Blastophagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum, Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotoma trifurcata, Ceuthorrhynchus assimilis, Ceuthorrynchus napi, Chaetocnema tibialis, Conoderus vespertinus, Crioceris asparagi, Diabrotica longicornis, Diabrotica 12-punctata, Diabrotica virgifera, Epilachna varivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobius abietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lema bilineata, Lema melanopus, Leptinotarsa decemlineata, Limonius californicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethes aeneus, Melolontha hippocastani, Melolontha melolontha, Oulema oryzae, Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon cochleariae, Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha horticola, Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sitona lineatus, Sitophilus granaria.
From the order of the dipterous insects (Diptera), for example, Aedes aegypti, Aedes vexans, Anastrepha ludens, Anopheles maculipennis, Ceratitis capitata, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria, Contarinia sorghicola, Cordylobia anthropophaga, Culex pipiens, Dacus cucurbitae, Dacus oleae, Dasineura brassicae, Fannia canicularis, Gasterophilus intestinalis, Glossina morsitans, Haematobia irritans, Haplodiplosis equestris, Hylemyia platura, Hypoderma lineata, Liriomyza sativae, Liriomyza trifolii, Lucilia caprina �sic!, Lucilia cuprina, Lucilia sericata, Lycoria pectoralis, Mayetiola destructor, Musca domestica, Muscina stabulans, Oestrus ovis, Oscinella frit, Pegomya hysocyami, Phorbia antiqua, Phorbia brassicae, Phorbia coarctata, Rhagoletis cerasi, Rhagoletis pomonella, Tabanus bovinus, Tipula oleracea, Tipula paludosa.
From the order of the thrips (Thysanoptera), for example, Frankliniella fusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri, Thrips oryzae, Thrips palmi, Thrips tabaci.
From the order of the hymenopterous insects (Hymenoptera), for example, Athalia rosae, Atta cephalotes, Atta sexdens, Atta texana, Hoplocampa minuta, Hoplocampa testudinea, Monomorium pharaonis, Solenopsis geminata, Solenopsis invicta.
From the order of the bed bugs (Heteroptera), for example, Acrosternum hilare, Blissus leucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercus intermedius, Eurygaster integriceps, Euschistus impictiventris, Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezara viridula, Piesma quadrata, Solubea insularis, Thyanta perditor.
From the order of the plant-sucking insects (Homoptera), for example, Acyrthosiphon onobrychis, Adelges laricis, Aphidula nasturtii, Aphis fabae, Aphis pomi, Aphis sambuci, Brachycaudus cardui, Brevicoryne brassicae, Cerosipha gossypii, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphis radicola, Dysaulacorthum pseudosolani, Empoasca fabae, Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megoura viciae, Metopolophium dirhodum, Myzodes persicae, Myzus cerasi, Nilaparvata lugens, Pemphigus bursarius, Perkinsiella saccharicida, Phorodon humuli, Psylla mali, Psylla piri, Rhopalomyzus ascalonicus, Rhopalosiphum maidis, Sappaphis mala, Sappaphis mali, Schizaphis graminum, Schizoneura lanuginosa, Trialeurodes vaporariorum, Viteus vitifolii.
From the order of the termites (Isoptera), for example, Calotermes flavicollis, Leucotermes flavipes, Reticulitermes lucifugus, Termes natalensis.
From the order of the orthopterous insects (Orthoptera), for example, Acheta domestica, Blatta orientalis, Blattella germanica, Forficula auricularia, Gryllotalpa gryllotalpa, Locusta migratoria, Melanoplus bivittatus, Melanoplus femurrubrum, Melanoplus mexicanus, Melanoplus sanguinipes, Melanoplus spretus, Nomadacris septemfasciata, Periplaneta americana, Schistocerca americana, Schistocerca peregrina, Stauronotus maroccanus, Tachycines asynamorus.
From the class of the Arachnoidea, for example spiders (Acarina) such as Amblyomma americanum, Amblyomma variegatum, Argas persicus, Boophilus annulatus, Boophilus decoloratus, Boophilus microplus, Brevipalpus phoenicis, Bryobia praetiosa, Dermacentor silvarum, Eotetranychus carpini, Eriophyes sheldoni, Hyalomma truncatum, Ixodes ricinus, Ixodes rubicundus, Ornithodorus moubata, Otobius megnini, Paratetranychus pilosus, Dermanyssus gallinae, Phyllocoptruta oleivora, Polyphagotarsonemus latus, Psoroptes ovis, Rhipicephalus appendiculatus, Rhipicephalus evertsi, Sarcoptes scabiei, Tetranychus cinnabarinus, Tetranychus kanzawai, Tetranychus pacificus, Tetranychus telarius, Tetranychus urticae.
From the class of the nematodes, for example, root gall nematodes, eg. Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, cyst-forming nematodes, eg. Globodera rostochiensis, Heterodera avenae, Heterodera glycines, Heterodera schachtii, Heterodera trifolii, stem and leaf eelworms, eg. Belonolaimus longicaudatus, Ditylenchus destructor, Ditylenchus dipsaci, Heliocotylenchus multicinctus, Longidorus elongatus, Radopholus similis, Rotylenchus robustus, Trichodorus primitivus, Tylenchorhynchus claytoni, Tylenchorhynchus dubius, Pratylenchus neglectus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchus goodeyi.
The active compounds can be applied as such or in the form of their formulations or the application forms prepared therefrom, eg. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering compositions or granules by spraying, atomizing, dusting, scattering or pouring. The application forms depend entirely on the purposes of use; they should in any case as far as possible guarantee the finest dispersion of the active compounds according to the invention.
The active compound concentrations in the ready-for-application preparations can be varied within quite substantial ranges.
In general, they are from 0.0001 to 10%, preferably from 0.01 to 1%.
The active compounds can also be used with great success in ultra-low volume processes (ULV), where it is possible to apply formulations containing more than 95% by weight of active compound or even the active compound without additives.
The application rate of active compound for controlling pests under outdoor conditions is from 0.1 to 2.0, preferably from 0.2 to 1.0 kg/ha.
For the preparation of directly sprayable solutions, emulsions, pastes or oil dispersions, mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, and also coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, eg. benzene, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene, isophorone, strongly polar solvents, eg. dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone and water are suitable.
Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (oil dispersions) by addition of water. For the preparation of emulsions, pastes or oil dispersions, the substances can be homogenized in water as such or dissolved in an oil or solvent, by means of wetting agents, tackifiers, dispersants or emulsifiers. However, concentrates consisting of active substance, wetting agent, tackifier, dispersant or emulsifier and possibly solvent or oil can also be prepared, which are suitable for dilution with water.
Suitable surface-active substances are alkali metal, alkaline earth metal and ammonium salts of lignosulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkylsulfates, alkylsulfonates, fatty alcohol sulfates and fatty acids and their alkali metal and alkaline earth metal salts, salts of sulfated fatty alcohol glycol ether, condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensation products of naphthalene or of naphthalenesulfonic acid with phenol and formaldehyde, polyoxyethylene octylphenol �sic! ether, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol �sic! polyglycol ether, tributylphenyl polyglycol ether, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignin-sulfite waste liquors and methylcellulose.
Powders, scattering compositions and dusts can be prepared by mixing or joint grinding of the active substances with a solid carrier.
The formulations in general contain from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the active compound. The active compounds are employed here in a purity of from 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
Examples of formulations are:
I. 5 parts by weight of a compound according to the invention are intimately mixed with 95 parts by weight of finely divided kaolin. A dust which contains 5% by weight of the active compound is obtained in this way.
II. 30 parts by weight of a compound according to the invention are intimately mixed with a mixture of 92 parts by weight of powdered silica gel and 8 parts by weight of paraffin oil which has been sprayed on the surface of this silica gel. A preparation of the active compound having good adhesion is obtained in this way (active compound content 23% by weight).
III. 10 parts by weight of a compound according to the invention are dissolved in a mixture which consists of 90 parts by weight of xylene, 6 parts by weight of the addition product of 8 to 10 mol of ethylene oxide to 1 mol of oleic acid N-monoethanolamide, 2 parts by weight of calcium salt of dodecylbenzenesulfonic acid and 2 parts by weight of the addition product of 40 mol of ethylene oxide to 1 mol of castor oil (active compound content 9% by weight).
IV. 20 parts by weight of a compound according to the invention are dissolved in a mixture which consists of 60 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 5 parts by weight of the addition product of 7 mol of ethylene oxide to 1 mol of isooctylphenol and 5 parts by weight of the addition product of 40 mol of ethylene oxide to 1 mol of castor oil (active compound content 16% by weight).
V. 80 parts by weight of a compound according to the invention are well mixed with 3 parts by weight of the sodium salt of diisobutylnaphthalene-alpha-sulfonic acid, 10 parts by weight of the sodium salt of a lignosulfonic acid from a sulfite waste liquor and 7 parts by weight of powdered silica gel and the mixture is ground in a hammer mill (active compound content 80% by weight).
VI. 90 parts by weight of a compound according to the invention are mixed with 10 parts by weight of N-methyl-.alpha.-pyrrolidone and a solution is obtained which is suitable for application in the form of very small drops (active compound content 90% by weight).
VII. 20 parts by weight of a compound according to the invention are dissolved in a mixture which consists of 40 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight of the addition product of 7 mol of ethylene oxide to 1 mol of isooctylphenol and 10 parts by weight of the addition product of 40 mol of ethylene oxide to 1 mol of castor oil. By pouring the solution into and finely dispersing it in 100,000 parts by weight of water, an aqueous dispersion is obtained which contains 0.02% by weight of the active compound.
VIII. 20 parts by weight of a compound according to the invention are well mixed with 3 parts by weight of the sodium salt of diisobutylnaphthalene-.alpha.-sulfonic acid, 17 parts by weight of the sodium salt of a lignosulfonic acid from a sulfite waste liquor and 60 parts by weight of powdered silica gel and the mixture is ground in a hammer mill. By finely dispersing the mixture in 20,000 parts by weight of water, a spray liquor is obtained which contains 0.1% by weight of the active compound.
Granules, eg. coated, impregnated and homogeneous granules, can be produced by binding the active compounds to solid carriers. Solid carriers are eg. mineral earths, such as silica gel, silicic acids, silica gels �sic!, silicates, talc, kaolin, attapulgite, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate and magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as eg. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products, such as grain meal, tree bark, wood and nut shell meal, cellulose powder and other solid carriers.
Oils of various types, herbicides, fungicides, other pesticides and bactericides can be added to the active compounds, if appropriate even only immediately before application (tank mix). These agents can be admixed to the compositions according to the invention in the weight ratio 1:10-10:1.
SYNTHESIS EXAMPLES
The procedures presented in the synthesis examples below were utilized with appropriate modification of the starting compounds to obtain further compounds I. The compounds thus obtained are shown in the following tables with physical data.
EXAMPLE 1
Preparation of methyl (E,E)-2-methoxyimino-2-�2'-(1"-methyl,1"-acetyl)iminooxymethyl!phenylacetate
21 g (0.21 mol) of diacetyl monoxime are added under protective gas and with slight cooling at room temperature to 6.4 g (0.21 mol) of sodium hydride (80%) in 150 ml of dry dimethylformamide and the mixture is stirred for 30 min at room temperature. A solution of 60 g (0.21 mol) of methyl 2-methoxyimino-2-(2'bromomethyl)phenylacetate in 360 ml of dimethylformamide is then added dropwise and the mixture is stirred at room temperature for 16 h. After addition of 10% strength hydrochloric acid, it is extracted with methyl tert-butyl ether. The combined organic phases are washed with water, dried over Na.sub.2 SO.sub.4 and concentrated. The residue is suspended in a little cold methanol. After filtering off with suction, 38 g (59%) of the title compound are obtained as light brown crystals having a melting point of 69.degree.-71.degree. C.
.sup.1 H-NMR (CDCl.sub.3): .delta.=1.87(s,3H); 2.30(s,3H); 3.85(s,3H); 4.05(s,3H); 5.15(s,2H); 7.17-7.48(m,4H) ppm.
EXAMPLE 2
Preparation of methyl (E,E,E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'"-ethoxyiminoethyl))iminooxymethyl!phenylacetate
0.96 g (9.8 mmol) of O-ethylhydroxylamine hydrochloride and 0.6 g of dry molecular sieve beads (3 A) are added to a solution of 2.5 g (8.2 mmol) of methyl (E,E)-2-methoxyimino-2-�2'-(1"-methyl, 1"-acetyl)iminooxymethyl!phenylacetate in 60 ml of warm methanol after cooling to room temperature and the mixture is allowed to stand at room temperature for 5 days. After filtering off the molecular sieve, the solution is concentrated, the residue is partitioned between methyl tert-butyl ether and water, and the organic phase is washed with water, dried over Na.sub.2 SO.sub.4 and concentrated. After triturating the residue with n-hexane and filtering off with suction, 1.8 g (63%) of the title compound are obtained as pale yellow crystals having a melting point of 69.degree.-72.degree. C.
.sup.1 H-NMR (CDCl.sub.3): .delta.=1.27(t,3H); 1.96(s,3H); 1.99(s,3H); 3.84(s,3H); 4.04(s,3H); 4.17(q,2H); 5.06(s,2H); 7.17-7.49(m,4H) ppm
EXAMPLE 3
Preparation of methyl (E,E,E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'"-hydroxyiminoethyl))iminooxymethyl!phenylacetate
2.0 g (17 mmol) of diacetyl dioxime are added in portions to 0.60 g (20 mmol) of sodium hydride (80%) in 14 ml of dry dimethylformamide and the mixture is stirred at room temperature for 30 min. A solution of 5.0 g (17 mmol) of methyl 2-methoxyimino-2-(2'-bromomethyl)phenylacetate in 30 ml of dimethylformamide is then added and the mixture is stirred at room temperature for 2 h. After addition of 10% strength hydrochloric acid, it is extracted with methyl tert-butyl ether. The combined organic phases are washed with water, dried over Na.sub.2 SO.sub.4 and concentrated. After triturating the residue with methanol, solid is filtered off with suction and the filtrate is purified by column chromatography on silica gel (methyl tert-butyl ether/n-hexane) after concentrating on a rotary evaporator. 1.0 g (18%) of the title compound is thus obtained as a white powder of melting point 107.degree.-111.degree. C.
.sup.1 H-NMR (CDCl.sub.3): .delta.=1.97(s,3H); 2.00(s,3H); 3.84(s,3H); 4.05(s,3H); 5.08(s,2H); 7.17-7.45(m,4H), 8.56(s,1H) ppm.
EXAMPLE 4
Preparation of 4-hydroxyimino-2,2-dimethylpentan-3-one
A solution of 40 g of hydrogen chloride in 156 g of diethyl ether is added dropwise at room temperature to 96 g (0.84 mol) of 2,2-dimethyl-3-pentanone in 960 g of toluene. After cooling to -10.degree. C., a solution of 95 g of n-butyl nitrite in 470 g of diethyl ether is added dropwise. The mixture is stirred at from -10.degree. C. to 0.degree. C. for 4 hours and then allowed to come to room temperature. After a total of 16 h, the reaction mixture is washed three times with 1 l of ice-water each time and then extracted twice with 1 l of 1M sodium hydroxide solution each time. The alkaline phase is separated off and neutralized with 20% strength sulfuric acid. The crude product is filtered off with suction and, after drying, recrystallized from n-hexane. 66 g (55%) of the title compound are obtained as a pale yellow powder of melting point 107.degree.-110.degree. C.
.sup.1 H-NMR (CDCl.sub.3): .delta.=1.29(s,9H); 1.99(s,3H); 8.30(s,1H) ppm.
EXAMPLE 5
Preparation of methyl (E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'",1'"-dimethylethylcarbonyl))iminooxymethyl!phenylacetate
25 g (0.17 mol) of 4-hydroxyimino-2,2-dimethylpentan-3-one are added in portions under protective gas to 6.4 g (0.21 mol) of sodium hydride (80%) in 150 ml of dry dimethylformamide, the reaction mixture warming to 50.degree. C. Stirring is continued for 30 min, then a solution of 50 g (0.17 mol) of methyl 2-methoxyimino-2-(2'-bromomethyl)phenylacetate in 300 ml of dimethylformamide is added dropwise and the mixture is stirred at room temperature for 16 h. After addition of 10% strength hydrochloric acid, it is extracted with methyl tert-butyl ether. The combined organic phases are washed with water, dried over Na.sub.2 SO.sub.2 �sic! and concentrated. The black oily residue is purified by column chromatography on silica gel (methyl tert-butyl ether/n-hexane) and the tube �sic! product thus obtained is suspended in ice-cold methanol. After filtering off with suction, 24 g (41%) of the title compound are obtained as an almost colorless powder of melting point 58.degree.-62.degree. C.
.sup.1 H-NMR (CDCl.sub.3): .delta.=1.19(s,9H); 1.90(s,3H); 3.83(s,3H); 4.04(s,3H); 5.11(s,2H); 7.18-7.45(m,4H) ppm.
EXAMPLE 6
Preparation of methyl (E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'"-(6""-(4'""-chlorophenyl)hexyloxyimino),2'",2'"-dimethylpropyl))iminooxymethyl!phenylacetate
5.9 g (26 mmol) of O-6-(4"-chlorophenyl)hexylhydroxylamine, 3.6 g of dry molecular sieve beads (3 A) and 1.6 g (8.6 mmol) of p-toluenesulfonic acid hydrate are added to a solution of 3.0 g (8.6 mmol) of methyl (E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'",1'"-dimethylethylcarbonyl))iminooxymethyl!phenylacetate in 60 ml of warm methanol after cooling to room temperature and the mixture is refluxed for 3 h. After filtering off the molecular sieve, the solution is concentrated, the residue is partitioned between methyl tert-butyl ether and water, and the organic phase is washed with water, dried over Na.sub.2 SO.sub.4 and concentrated. After column chromatography on silica gel (hexane/methyl tert-butyl ether), 3.8 g (79%) of the title compound are obtained as a pale yellow oil.
.sup.1 H-NMR (CDCl.sub.3): .delta.=1.09(s,9H); 1.26-1.42(m,4H); 1.52-1.67(m,4H); 1.90(s,3H); 2.57(t,2H); 3.84(s,3H); 3.99(t,2H); 4.03(s,3H); 5.02(s,2H); 7.07-7.47(m,8H) ppm.
EXAMPLE 7
Preparation of methyl (E)-2-methoxyimino-2-�2'-(1"-methyl,1"-methoxycarbonyl)iminooxymethyl phenylacetate
6.1 g (52 mmol) of methyl 2-hydroxyiminopropionate are added in portions to 2.0 g (67 mmol) of sodium hydride (80%) in 100 ml of dry dimethylformamide, the reaction mixture warming to 50.degree. C. Stirring is continued for 30 min, then a solution of 15 g (52 mmol) of methyl 2-methoxyimino-2-(2'-bromomethyl)phenylacetate in 90 ml of dimethylformamide is added dropwise and the mixture is stirred at room temperature for 16 h. After addition of 10% strength hydrochloric acid, it is extracted with methyl tert-butyl ether. The combined organic phases are washed with water, dried over Na.sub.2 SO.sub.4 and concentrated. The residue is suspended in ice-cold methanol. After filtering off with suction, 7.2 g (43%) of the title compound are obtained as a beige powder of melting point 78.degree.-82.degree. C.
.sup.1 H-NMR (CDCl.sub.3): .delta.=2.04(s,3H); 3.85(s,3H); 3.86(s,3H); 5.19(s,2H); 7.16-7.49(m,4H) ppm.
EXAMPLE 8
Preparation of methyl 2-�2'-(1"-methyl, 1"-(1'"-methoxyimino,1'"-phenyl)methyl)iminooxymethyl!phenyl-3-methoxy-prop-E-2-enoate ##STR18## 2.4 g (28 mmol) of O-methylhydroxylamine hydrochloride and 3 g of dry molecular sieve (3 .ANG.) are added to a solution of 2.5 g (7 mmol) of methyl 2-�2'-(1"-methyl,1"-benzoyl)iminooxymethyl!phenyl-3-methoxyprop-E-2-enoate in 100 ml of methanol. The reaction solution is allowed to stand at room temperature for 3 days and is then stirred at 60.degree. C. for 8 hours.
After filtering off the molecular sieve, the solution is added to 200 ml of water and the mixture is extracted with methyl tert-butyl ether.
The combined organic extracts are washed with water, dried over Na.sub.2 SO.sub.4 and concentrated. After column chromatography on silica gel (n-hexane/methyl tert-butyl ether 9:1), 1.1 g (40%) of the title compound are obtained in the form of an isomer mixture (isomerism in side chain, isomers 1:10). Colorless oil.
IR �cm.sup.-1 ! (film) 768, 1036, 1057, 1111, 1130, 1190, 1256, 1284, 1634, 1709, 2930
EXAMPLE 9
Preparation of methyl .alpha.-�2'-(1"-methyl, 1"-(1'"-methoxyimino, 1'"-phenyl)methyl)iminooxymethyl!phenyl-E-.beta.-methylacrylate ##STR19## 1 g (11.4 mmol) of O-methylhydroxylamine hydrochloride and 2 g of dry molecular sieve (3 .ANG.) are added to a solution of 1 g (2.9 mmol) of methyl .alpha.-�2'-(1"-methyl,1"-benzoyl)iminooxymethyl!phenyl-E-.beta.-methylacrylate �sic! in 50 ml of methanol. The solution is first allowed to stand at room temperature for 2 hours, then heated at 60.degree. C. for 6 hours. After filtering off the molecular sieve, water is added and the mixture is extracted with methyl tert-butyl ether. The combined organic extracts are washed with water, dried over Na.sub.2 SO.sub.4 and concentrated.
After column chromatography on silica gel (n-hexane/methyl tert-butyl ether 9:1), 0.9 g (85%) of the title compound are obtained in the form of an isomer mixture (1:1, isomerism in side chain). Colorless oil.
IR �cm.sup.-1 ! (film): 693, 764, 872, 892, 1005, 1035, 1207 1253, 1435, 1716, 2920
EXAMPLE 10
Isomerization of methyl (E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'"(2)-methoxyimino, 1'"-phenyl)methyl)(E)-iminooxymethyl!phenylacetate (Tab. I, Cpd. I 48) to methyl (E)-2-methoxyimino-2-�2'-(1"-methyl,1"-(1'"-(E)-methoxyimino,1'"-phenyl)methyl!(E)-iminooxymethyl!phenylacetate
46 g of the starting compound are suspended in 600 ml of diethyl ether, treated with 200 ml of saturated ether. HCl and allowed to stand at room temperature for 19 hours. The reaction solution is added to ice-water and extracted with dichloromethane, and the extract is dried over Na.sub.2 SO.sub.4. After concentrating on the rotary evaporator, an oily residue is obtained. The desired (E,E,E)-isomer crystallizes on addition of methanol in the form of a white solid (35 g=75% of theory)
M.p.: 118.degree.-120.degree. C. (95% E,E,E)
TABLE I__________________________________________________________________________ ##STR20##No. R.sup.2 m R.sup.3 R.sup.4 R.sup.5 Data__________________________________________________________________________I.01 H CH.sub.3 CH.sub.3 H m.p.: 107-111.degree. C.I.02 H CH.sub.3 CH.sub.3 CH.sub.3 m.p.: 89-91.degree. C.I.03 H CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 m.p.: 69-72.degree. C.I.04 H CH.sub.3 CH.sub.3 i-C.sub.3 H.sub.7 m.p.: 128-130.degree. C.I.05 H CH.sub.3 CH.sub.3 n-C.sub.4 H.sub.9 m.p.: 59-62.degree. C.I.06 H CH.sub.3 CH.sub.3 t-C.sub.4 H.sub.9 oil; .sup.1 H-NMR(CDCl.sub.3):.delta.= 1.29(s, 9H); 1.92(s, 3H); 2.00(s, 3H); 3.85(s, 3H); 4.04(s, 3H); 5.06(s, 2H); 7.17-7.48(m, 4H) ppmI.07 H CH.sub.3 CH.sub.3 n-C.sub.6 H.sub.13 m.p.: 49-53.degree. C.I.08 H CH.sub.3 CH.sub.3 CH.sub.2 CN m.p.: 80-86.degree. C.I.09 H CH.sub.3 CH.sub.3 CH.sub.2 CH.sub.2 CN m.p.: 52-61.degree. C.I.10 H CH.sub.3 CH.sub.3 3-Methyl- m.p.: 51-56.degree. C. but-2-en-1-ylI.11 H CH.sub.3 CH.sub.3 4-ClC.sub.6 H4CH.sub.2 m.p.: 128-130.degree. C.I.12 H CH.sub.3 CH.sub.3 2-Naphthyl-CH.sub.2 m.p.: 83-85.degree. C.I.13 H CH.sub.3 CH.sub.3 6-(4'-Chloro- oil; .sup.1 H-NMR(CDCl.sub.3):.delta.= phenyl)hex-1-yl 1.26-1.70(m, 8H); 1.94(s, 3H); 1.98(s, 3H); 2.56(t, 2H); 3.84(s, 3H); 4.03(s, 3H); 4.10(t, 2H); 5.06(s, 2H); 7.08-7.50(m, 8H) ppmI.14 H CH.sub.3 CH.sub.3 2,4-(NO.sub.2).sub.2 C.sub.6 H.sub.3 m.p.: 158-161.degree. C.I.15 H CH.sub.3 CH.sub.3 3-CF.sub.3 -C.sub.6 H.sub.4 m.p.: 77-79.degree. C.I.16 H CH.sub.3 CH.sub.3 4-CF.sub.3, 6-Cl-py- m.p.: 134-137.degree. C. rid-2-ylI.17 H CH.sub.3 CH.sub.3 4-CF.sub.3 -py- m.p.: 92-95.degree. C. rid-2-ylI.18 H CH.sub.3 CH.sub.3 6-Cl-pyrimi- m.p.: 110-120.degree. C. din-4-ylI.19 H CH.sub.3 CH.sub.3 (E)-1-Chloro- m.p.: 76-78.degree. C. propen-3-ylI.20 H CH.sub.3 CH.sub.3 (E)-4-(4'- m.p.: 69-73.degree. C. Chlorophenyl)- but-2-en-1-ylI.21 H CH.sub.3 CH.sub.3 Propyn-3-y1 m.p.: 119-121.degree. C.I.22 H CH.sub.3 CH.sub.3 2-Hydroxy- m.p.: 74-79.degree. C. prop-1-ylI.23 H CH.sub.3 CH.sub.3 6-Hydroxy-2-me- m.p.: 189-194.degree. C. thyl-pyrimi- din-4-ylmethylI.24 H CH.sub.3 CH.sub.3 6-Hydroxy-2-iso m.p.: 180-187.degree. C. propyl-pyrimi- din-4-ylmethylI.25 H CH.sub.3 CH.sub.3 6-Hydroxy-2-cy- m.p.: 190-193.degree. C. clopropyl-pyri- midin-4-yl- methylI.26 H CH.sub.3 CH.sub.3 5-(2'-Furan)-pe m.p.: 36-40.degree. C. nt-1-ylI.27 H CH.sub.3 CH.sub.3 5-(2'-N-Methyl- m.p.: 40-44.degree. C. pyrrol)-pent-1- ylI.28 H CH.sub.3 CH.sub.3 2-(4'-Chloro- m.p.: 110-115.degree. C. phenyl)-oxazol- 4-ylmethylI.29 H CH.sub.3 CH.sub.3 3-Trifluoromethyl m.p.: 112-115.degree. C. pyrid-2-ylI.30 H CH.sub.3 CH.sub.3 5-Trifluoromethyl m.p.: 110-115.degree. C. pyrid-2-ylI.31 H CH.sub.3 CH.sub.3 6-(2'-Thio- IR �cm.sup.-1 !: 893, 958 phen)-hex-1-yl 988, 1021, 1049, 1070, 1219, 1365, 1729, 2935I.32 H CH.sub.3 t-C.sub.4 H.sub.9 H m.p.: 114-117.degree. C.I.33 H CH.sub.3 t-C.sub.4 H.sub.9 CH.sub.3 m.p.: 51-55.degree. C.I.34 H CH.sub.3 t-C.sub.4 H.sub.9 C.sub.2 H.sub.5 oil; IR (film): 2972, 2955, 1729, 1364, 1219, 1069, 1044, 1020, 957I.35 H CH.sub.3 t-C.sub.4 H.sub.9 i-C.sub.3 H.sub.7 oil; IR (film): 2972, 2937, 1729, 1366, 1323, 1218, 1070, 1047, 1020, 962I.36 H CH.sub.3 t-C.sub.4 H.sub.9 n-C.sub.4 H.sub.9 oil; IR (film): 2957, 2935, 2872, 1929, 1437, 1364, 1218, 1069, 1020, 959I.37 H CH.sub.3 t-C.sub.4 H.sub.9 t-C.sub.4 H.sub.9 oil; IR (film): 2973, 1730, 1364, 1218, 1195, 1069, 1047, 1020, 956, 916I.38 H CH.sub.3 t-C.sub.4 H.sub.9 n-C.sub.6 H.sub.13 oil; IR (film): 2955, 2933, 2870, 1729, 1364, 1218, 1069, 1049, 1020, 958I.39 H CH.sub.3 t-C.sub.4 H.sub.9 (E)-1-Chloro- oil; IR (film): 2955, propen-3-yl 1729, 1437, 1365, 1219, 1069, 1046, 1020, 959, 915I.40 H CH.sub.3 t-C.sub.4 H.sub.9 Propyn-3-yl oil; IR (film): 3300, 2955, 1729, 1437, 1365, 1321, 1219, 1069, 1020, 1006, 916I.41 H CH.sub.3 t-C.sub.4 H.sub.9 3-Methyl- oil; IR (film): 2968, but-2-en-1-yl 2954, 1729, 1437, 1218, 1069, 1046, 1019, 985, 918I.42 H CH.sub.3 t-C.sub.4 H.sub.9 2-Naphthyl-CH.sub.2 oil; IR (film): 2954, 1728, 1437, 1365, 1219, 1069, 1019, 958, 921, 896I.43 H CH.sub.3 t-C.sub.4 H.sub.9 4-ClC.sub.6 H4CH.sub.2 oil; IR (film): 2960, 1728, 1491, 1365, 1218, 1089, 1069, 1015, 988, 919, 881I.44 H CH.sub.3 t-C.sub.4 H.sub.9 (E)-4-(4'-Chloro- oil; IR (film): 2963, phenyl)but-2- 1728, 1491, 1365, 1218, en-1-yl 1093, 1069, 1048, 1016, 983, 960I.45 H CH.sub.3 t-C.sub.4 H.sub.9 6-(4'-Chloro- oil; IR (film): 2934, phenyl)hex-1-yl 1729, 1492, 1364, 1218, 1092, 1069, 1048, 1016, 958I.46 H CH.sub.3 t-C.sub.4 H.sub.9 3-CF.sub.3 -C.sub.6 H.sub.4 oil; IR (film): 2980, 1729, 1450, 1331, 1214, 1169, 1127, 1069, 1020, 941, 928I.47 H CH.sub.3 C.sub.6 H.sub.5 H m.p.: 1.39-143.degree. C.I.48 H CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 m.p.: 71-75.degree. C.I.49 H CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5 m.p.: 65-70.degree. C.I.50 H CH.sub.3 C.sub.6 H.sub.5 i-C.sub.3 H.sub.7 m.p.: 83-87.degree. C.I.51 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.4 H.sub.9 oil; IR (film): 2956, 2937, 1728, 1219, 1201, 1069, 1046, 1019, 978, 959I.52 H CH.sub.3 C.sub.6 H.sub.5 4-Cl-C.sub.6 H4-CH.sub.2 m.p.: 88-93.degree. C.I.53 H CH.sub.3 C.sub.6 H.sub.5 3-CF.sub.3 -C.sub.6 H.sub.4 oil; IR (film): 2940, 1729, 1450, 1329, 1281, 1219, 1169, 1126, 1069, 1021, 957I.54 H CH.sub.3 C.sub.6 H.sub.5 6-(4'-Chloro- oil; IR (film): 2935, phenyl)hex-1-yl 1732, 1492, 1444, 1437, 1219, 1069, 1015, 985, 959I.55 H CH.sub.3 C.sub.6 H.sub.5 (E)-4-(4'-Chloro- oil; IR (film): 2945, phenyl)but-2- 1727, 1491, 1444, 1437, en-1-yl 1219, 1201, 1069, 1047, 1015, 974I.56 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 CH.sub.3 IR �cm.sup.-1 ! (KBr): 692, 766, 958, 986, 1018, 1051, 1069, 1221, 1445, 1727, 2940I.57 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 C.sub.2 H.sub.5 oil; IR �cm.sup.-1 ! (film): 693, 766, 959, 985, 1019, 1050, 1069, 1221, 1445, 1728, 2940I.58 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 n-C.sub.3 H.sub.7 oil; IR �cm.sup.-1 ! (film); 693, 766, 962, 987, 1020, 1068, 1221, 1445, 1728, 2930I.59 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 i-C.sub.3 H.sub.7 oil; IR �cm.sup.-1 ! (film): 693, 766, 978, 1019, 1069, 1121, 1220, 1323, 1445, 1728, 2960I.60 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 n-C.sub.4 H.sub.9 oil; IR �cm.sup.-1 ! (film): 693, 960, 975, 1020, 1069, 1220, 1445, 1728, 2956I.61 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 t-C.sub.4 H.sub.9 oil; IR �cm.sup.-1 ! (film): 694, 961, 971, 1019, 1069, 1190, 1220, 1364, 1445, 1728, 2960I.62 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 n-C.sub.6 H.sub.13 oil; IR �cm.sup.-1 ! (film): 693, 959, 986, 1019, 1069, 1220, 1445, 1728, 2935, 2952I.63 H C.sub.6 H.sub.5 C.sub.6 H.sub.5 3-Methyl- oil; IR �cm.sup.-1 ! (film): but-2-en-1-yl 693, 766, 958, 986, 1049, 1069, 1220; 1444, 1728, 2930I.64 H CH.sub.3 CH.sub.3 4-Phenyl-but-1-yl m.p.: 64-66.degree. C.I.65 H CH.sub.3 CH.sub.3 4-Phenoxy- oil; IR �cm.sup.-1 ! (film): but-1-yl 755, 890, 987, 1020, 1049, 1079, 1220, 1245, 1498, 1728, 2940I.66 H CH.sub.3 CH.sub.3 2-(2'-Fluoro- oil; IR �cm.sup.-1 ! (film): phenoxy)- 749, 1020, 1036, 1051, eth-1-yl 1070, 1295, 1219, 1260, 1507, 1728, 2940I.67 H CH.sub.3 CH.sub.3 3-(2'-Fluoro- m.p.: 53-56.degree. C. phenoxy)- prop-1-ylI.68 H CH.sub.3 CH.sub.3 4-(2'-Fluoro- m.p.: 47-50.degree. C. phenoxy)- but-1-ylI.69 H CH.sub.3 CH.sub.3 6-(4'-Chloro- oil; IR �cm.sup.-1 ! (film): phenoxy)- 890, 1020, 1047, 1070, hex-1-yl 1219, 1244, 1366, 1492, 1728, 2939I.70 H CH.sub.3 CH.sub.3 2-(4'-Chloro- oil; IR �cm.sup.-1 ! (film): phenoxy)- 886, 958, 1020, 1049, prop-1-yl 1070, 1220, 1241, 1366, 1490, 1728, 2920I.71 H CH.sub.3 CH.sub.3 C.sub.6 H5C.sub.2 H4OC.sub.2 H.sub.4 oil; IR �cm.sup.-1 ! (film): 893, 958, 984, 1020, 1049, 1069, 1120, 1219, 1366, 1728, 2940I.72 H CH.sub.3 CH.sub.3 E-4-(3'-Meth- oil; IR �cm.sup.-1 ! (film): oxy- 890, 959, 1020, 1046, phenyl)-but-3- 1070, 1219, 1266, 1366, en-1-yl 1436, 1728, 2940I.73 H CH.sub.3 CH.sub.3 4-(4'-Fluoro- m.p.: 60-64.degree. C. phenyl)-but-3- en-1-ylI.74 H CH.sub.3 CH.sub.3 ##STR21## m.p.: 160-164.degree. C.I.75 H CH.sub.3 CH.sub.3 (3-Bromo- oil; IR �cm.sup.-1 ! (film): isoxazol-5-yl)- 879, 898, 952, 1020, methyl 1070, 1202, 1219, 1366, 1437, 1728, 2940I.76 H CH.sub.3 CH.sub.3 (3-CF.sub.3 - oil; IR �cm.sup.-1 ! (KBr): Isoxazol-5-yl) 941, 1013, 1055, 1070, methyl 1149, 1187, 1199, 1226, 1726I.77 H CH.sub.3 CH.sub.3 (3-iso-Propyl- oil; IR �cm.sup.-1 ! (film): isoxazol-5-yl)- 828, 898, 958, 983, methyl 1021, 1070, 1219, 1367, 1437, 1728, 2960I.78 H CH.sub.3 CH.sub.3 (3-Cyclopropyl- m.p.: 72-75.degree. C. isoxazol-5-yl)- methylI.79 H CH.sub.3 CH.sub.3 (3-iso-Propyl- oil; .sup.1 H-NMR(CDCl.sub.3): 1,2,4-Oxadiazol- .delta. = 1.34(s, 3H); 5-yl)-methyl 1.36(s, 3H); 1.92(s, 3H); 2.04(s, 3H); 3.13(m, 1H); 3.84(s, 3H); 4.04(s, 3H); 5.06(s, 2H); 5.31(s, 2H); 7.15-7.45(m, 4H)I.80 H CH.sub.3 CH.sub.3 (2-Methyl- oil; IR �cm.sup.-1 ! (film): thiazol-4-yl)- 885, 894, 958, 986, methyl 1020, 1070, 1219, 1366, 1437, 1728, 2920I.81 H CH.sub.3 p-OCH.sub.3 CH.sub.3 m.p.: 105-110.degree. C. C.sub.6 H.sub.4I.82 H CH.sub.3 p-OCH.sub.3 C.sub.2 H.sub.5 m.p.: 64-70.degree. C. C.sub.6 H.sub.4I.83 H CH.sub.3 p-OCH.sub.3 n-C.sub.3 H.sub.7 m.p.: 58-65.degree. C. C.sub.6 H.sub.4I.84 H CH.sub.3 p-OCH.sub.3 i-C.sub.3 H.sub.7 m.p.: 60-68.degree. C. C.sub.6 H.sub.4I.85 H CH.sub.3 p-OCH.sub.3 n-C.sub.4 H.sub.9 m.p.: 95-100.degree. C. C.sub.6 H.sub.4I.86 H CH.sub.3 p-OCH.sub.3 t-C.sub.4 H.sub.9 m.p.: 76-80.degree. C. C.sub.6 H.sub.4I.87 H CH.sub.3 C.sub.6 H.sub.5 3-Fluoro-benzyl oil; IR �cm.sup.-1 ! (film): 695., 779, 959, 1019, 1069, 1220, 1255, 1446, 1591, 1728, 2920I.88 H CH.sub.3 C.sub.6 H.sub.5 3-Bromo-benzyl oil; IR �cm.sup.-1 ! (film): 695, 777, 890, 959, 1019, 1069, 1219, 1436, 1444, 1728, 2930I.89 H CH.sub.3 C.sub.6 H.sub.5 3-CF.sub.3 -Benzyl oil; IR �cm.sup.-1 ! (film): 702, 1020, 1072, 1125, 1166, 1201, 1220, 1330, 1445, 1729, 2930I.90 H CH.sub.3 C.sub.6 H.sub.5 4-Chloro-phenyl oil; IR �cm.sup.-1 ! (film): 826, 925, 958, 1020, 1069, 1202, 1221, 1484, 1728I.91 H CH.sub.3 C.sub.6 H.sub.5 3,4-Dichloro- IR �cm.sup.-1 ! (KBr): benzyl 767, 879, 959, 1020, 1069, 1219, 1437, 1444, 1471, 1728, 2930I.92 H CH.sub.3 C.sub.6 H.sub.5 ##STR22## m.p.: 140-147.degree. C.I.93 H CH.sub.3 CH.sub.3 CH.sub.2 CO.sub.2 CH.sub.3 m.p.: 70-73.degree. C.I.94 H CH.sub.3 CH.sub.3 2-Methoxy- m.p.: 62-65.degree. C. eth-1-ylI.95 H CH.sub.3 4-Cl CH.sub.3 m.p.: 104-107.degree. C. C.sub.6 H.sub.4I.96 H CH.sub.3 4-Cl C.sub.2 H.sub.5 m.p.: 74-76.degree. C. C.sub.6 H.sub.4I.97 H CH.sub.3 4-Cl n-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 989, 1029, 1069, 1091, 1219, 1491, 1728, 2938I.98 H CH.sub.3 4-Cl i-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 974, 1019, 1069, 1091, 1120, 1219, 1324, 1490, 1728, 2960I.99 H CH.sub.3 4-Cl n-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 959, 979, 1020, 1070, 1091, 1219, 1728, 2937, 2957I.100 H CH.sub.3 4-Cl t-C.sub.4 H.sub.9 IR (KBr): C.sub.6 H.sub.4 833, 894, 981, 993, 1021, 1067, 1218, 1364, 1722, 2970I.101 H CH.sub.3 4-Cl n-C.sub.6 H.sub.13 oil; IR (film): C.sub.6 H.sub.4 958, 1020, 1070, 1091, 1219, 1491, 1729, 2935, 2953I.102 H CH.sub.3 4-Cl- 3-Methyl- oil; IR (film): C.sub.6 H.sub.4 but-2-en-1-yl 960, 4019, 1069, 1219, 1437, 1491, 1728, 2930I.103 H CH.sub.3 4-Cl- Propargyl oil; IR (film): C.sub.6 H.sub.4 958, 1009, 1069, 1092, 1220, 1437, 1491, 1728, 2120, 2930, 3280I.104 H CH.sub.3 4-F- CH.sub.3 m.p.: 104-107.degree. C. C.sub.6 H.sub.4I.105 H CH.sub.3 4-F- C.sub.2 H.sub.5 oil; IR (film): C.sub.6 H.sub.4 841, 957, 1020, 1069, 1222, 1438, 1509, 1728, 2930I.106 H CH.sub.3 4-F- n-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 959, 989, 1020, 1069, 1222, 1437, 1509, 1728, 2930I.107 H CH.sub.3 4-F- i-C.sub.3 H.sub.7 m.p.: 66-71.degree. C. C.sub.6 H.sub.4I.108 H CH.sub.3 4-F- t-C.sub.4 H.sub.9 m.p.: 76-81.degree. C. C.sub.6 H.sub.4I.109 H CH.sub.3 4-F- n-C.sub.4 H.sub.9 oil; IR (film): C-6H.sub.4 959, 980, 1020, 1070, 1222, 1509, 1729, 2938, 2957I.110 H CH.sub.3 4-F- n-C.sub.6 H.sub.13 oil; IR (film): C.sub.6 H.sub.4 958, 986, 1020, 1070, 1222, 1509, 1729, 2935, 2953I.111 H CH.sub.3 4-F- 3-Methyl- oil; IR (film): C.sub.6 H.sub.4 but-2-en-1-y1 841, 969, 986, 1019, 1069, 1222, 1508, 1728, 2930I.112 H CH.sub.3 4-F- Propargyl m.p.: 83-88.degree. C. C.sub.6 H.sub.4I.113 H CH.sub.3 4-Cl H m.p.: 137-140.degree. C. C.sub.6 H.sub.4I.114 H CH.sub.3 4-Cl (2-Methyl- m.p.: 128-133.degree. C. C.sub.6 H.sub.4 thiazol-4-yl)- methylI.115 H CH.sub.3 4-Cl (Thiazol-4-yl-)- m.p.: 93-97.degree. C. C.sub.6 H.sub.4 methylI.116 H CH.sub.3 4-Cl (3-iso-Propyl- oil; IR (film): C.sub.6 H.sub.4 1,2,4-Oxadiazol- 874, 958, 1018, 1069, 5-yl)-methyl 1091, 1220, 1491, 1589, 1728, 2960I.117 H CH.sub.3 4-Cl (3-iso-Propyl- oil; IR (film): C.sub.6 H.sub.4 isoxazol-5-yl)- 959, 986, 999, 1021, methyl 1070, 1092, 1220, 1437, 1491, 1728, 2960I.118 H CH.sub.3 4-Cl (3-Bromo-isox- oil; IR (film): C.sub.6 H.sub.4 azol-5-yl)- 952, 1014, 1069, 1092, methyl 1201, 1219, 1334, 1362, 1436, 1727, 2930I.119 H CH.sub.3 4-Cl (3-CF.sub.3 -Isoxazol- oil; IR (film): C.sub.6 H.sub.4 5-yl)-methyl 970, 1016, 1070, 1092, 1155, 1192, 1219, 1491, 1728, 2930I.120 H CH.sub.3 3-Cl CH.sub.3 m.p.: 78-81.degree. C. C.sub.6 H.sub.4I.121 H CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 m.p.: 88-91.degree. C.I.122 H CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 m.p.: 60-65.degree. C.I.123 H CH.sub.3 4-CH.sub.3 CH.sub.3 oil; IR (film): C.sub.6 H.sub.4 958, 1020, 1036, 1069, 1200, 1220, 1321, 1438, 1728, 2939I.124 H CH.sub.3 4-CH.sub.3 C.sub.2 H.sub.5 oil; IR (film): C.sub.6 H.sub.4 922, 957, 983, 1020, 1069, 1220, 1438, 1729, 2940I.125 H CH.sub.3 4-CH.sub.3 n-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 959, 988, 1020, 1070, 1219, 1437, 1729, 2939, 2965I.126 H CH.sub.3 3-Cl i-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 959, 980, 1020, 1070, 1120, 1201, 1219, 1324, 1729, 2940, 2980I.127 H CH.sub.3 3-Cl n-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 959, 980, 1020, 1070, 1201, 1219, 1729, 2938, 2956I.128 H CH.sub.3 3-Cl 3-Chloro- m.p.: 73-75.degree. C. C.sub.6 H.sub.4 prop-2-en-1-ylI.129 H CH.sub.3 3-Cl Propargyl oil; IR (film): C.sub.6 H.sub.4 928, 958, 1010, 1049, 1069, 1201, 1220, 1322, 1437, 1728, 2110, 2930, 3280I.130 H CH.sub.3 2-Cl CH.sub.3 m.p.: 132-134.degree. C. C.sub.6 H.sub.4I.131 H CH.sub.3 2-Cl C.sub.2 H.sub.5 m.p.: 104-108.degree. C. C.sub.6 H.sub.4I.132 H CH.sub.3 2-Cl n-C.sub.3 H.sub.7 m.p.: 63-66.degree. C. C.sub.6 H.sub.4I.133 H CH.sub.3 3-CH.sub.3 CH.sub.3 oil; IR (film): isoxa- 2941, 1728, 1438, 1220, zol- 1201, 1070, 1039, 1019, 5-yl 959, 897I.134 H CH.sub.3 3-CH.sub.3 - C.sub.2 H.sub.5 oil; IR (film): isoxa- 2941, 1728, 1438, 1322, zol- 1220, 1069, 1038, 1020, 5-yl 988, 958I.135 H CH.sub.3 3-CH.sub.3 - n-C.sub.3 H.sub.7 oil; IR (film): isoxa- 2968, 2940, 1728, 1438, zol- 1322, 1220, 1070, 1047, 5-yl 1019, 959I.136 H CH.sub.3 3-CH.sub.3 - i-C.sub.3 H.sub.7 oil; IR (film): isoxa- 2975, 2935, 1728, 1438, zol- 1371, 1324, 1220, 1119, 5-yl 1070, 1049, 1018, 960I.137 H CH.sub.3 3-CH.sub.3 - n-C.sub.4 H.sub.9 oil; IR (film): isoxa- 2957, 2939, 1728, 1438, zol- 1322, 1220, 1070, 1020, 5-yl 985, 958I.138 H CH.sub.3 3-CH.sub.3 - n-C.sub.6 H.sub.13 oil; IR (film): isoxa- 2936, 1728, 1437, 1369, zol- 1321, 1220, 1201, 1070, 5-yl 1019, 958I.139 H CH.sub.3 3-CH.sub.3 - Prop-1-en-3-yl oil; IR (film): isoxa- 2940, 1727, 1438, 1220, zol- 1201, 1069, 1048, 1019, 5-yl 958, 914, 898I.140 H CH.sub.3 3-CH.sub.3 - (E)-1-Chloro- oil; IR (film): isoxa- prop-1-en-3-yl 2940, 1728, 1438, 1220, zol- 1201, 1070, 1048, 1018, 5-yl 988, 957, 898I.141 3-Cl CH.sub.3 CH.sub.3 CH.sub.3 m.p.: 105-107.degree. C.I.142 3-Cl CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 m.p.: 120-123.degree. C.I.143 3-Cl CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5 m.p.: 113-115.degree. C.I.144 H SCH.sub.3 CH.sub.3 CH.sub.3 oil; IR (film): 2930, 1737, 1432, 1302, 1221, 1063, 1048, 1012, 984, 952, 873I.145 H SCH.sub.3 CH.sub.3 C.sub.2 H.sub.5 oil; IR (film): 2938, 1728, 1437, 1220, 1070, 1047, 1019, 987, 959, 883I.146 H SCH.sub.3 CH.sub.3 n-C.sub.3 H.sub.7 oil; IR (film): 2938, 1729, 1437, 1321, 1220, 1070, 1047, 1018, 989, 958I.147 H SCH.sub.3 CH.sub.3 i-C.sub.3 H.sub.7 oil; IR (film): 2956, 2938, 1728, 1436, 1220, 1070, 1040, 1018, 987, 959I.148 H SCH.sub.3 CH.sub.3 n-C.sub.6 H.sub.13 oil; IR (film): 2933, 1729, 1436, 1321, 1219, 1070, 1047, 1018, 989, 958I.149 H SCH.sub.3 CH.sub.3 Prop-1-en-3-yl oil; IR (film): 2930, 1728, 1436, 1320, 1219, 1200, 1069, 1046, 1017, 990, 958I.150 H SCH.sub.3 CH.sub.3 3-CF.sub.3 C.sub.6 H4CH.sub.2 oil; IR (film): 2930, 1729, 1330, 1220, 1201, 1166, 1124, 1072, 1017, 987, 958I.151 H CH.sub.3 3- CH.sub.3 oil; IR (film): Pyridyl 2935, 1728, 1438, 1220, 1201, 1070, 1042, 1019, 958, 896, 875I.152 H CH.sub.3 3- C.sub.2 H.sub.5 oil; IR (film): Pyridyl 2935, 1728, 1438, 1322, 1220, 1202, 1069, 1044, 1019, 982, 958I.153 H CH.sub.3 3- n-C.sub.3 H.sub.7 oil; IR (film): Pyridyl 2966, 2939, 1728, 1437, 1220, 1070, 1045, 1020, 984, 958I.154 H CH.sub.3 3- i-C.sub.3 H.sub.7 oil; IR (film): Pyridyl 2965, 1728, 1371, 1324, 1220, 1121, 1070, 1048, 1021, 977, 960I.155 H CH.sub.3 3- n-C.sub.4 H.sub.9 oil; IR (film): Pyridyl 2957, 2938, 1728, 1437, 1219, 1201, 1071, 1020, 979, 959I.156 H CH.sub.3 3- Prop-1-en-3-yl oil; IR (film): Pyridyl 2940, 1728, 1322, 1220, 1202, 1070, 1020, 958I.157 H CH.sub.3 3- (E)-1-Chloro- oil; IR (film): Pyridyl prop-1-en-3-yl 2940, 1728, 1437, 1322, 1220, 1202, 1070, 1049, 1020, 985, 958__________________________________________________________________________
TABLE II__________________________________________________________________________ ##STR23##No. R.sup.2 m R.sup.3 R.sup.4 R.sup.5 Data__________________________________________________________________________II.1 H CH.sub.3 CH.sub.3 H oil; IR �cm.sup.-1 (film): 920, 985, 1111, 1132, 1257, 1286, 1365, 1437, 1633, 1709, 2930, 3370II.2 H CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 oil; IR �cm.sup.-1! (film): 768, 1037, 1057, 1111, 1130, 1190, 1256, 1284, 1634, 1709, 2930II.3 H CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5 oil; IR �cm.sup.-1! (film): 769, 1007, 1035, 1057 1111, 1129, 1256, 1284, 1634, 1709, 2930II.4 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.3 H.sub.7 oil; IR �cm.sup.-1! (film): 990, 1020, 1037, 1058, 1111, 1129, 1256, 1284, 1634, 1710, 2930II.5 H CH.sub.3 C.sub.6 H.sub.5 i-C.sub.3 H.sub.7 oil; IR �cm.sup.-1! (film): 769, 974, 1113, 1129, 1191, 1256, 1284, 1370, 1634, 1710, 2970II.6 H CH.sub.3 C.sub.6 H.sub.5 3-Fluorobenzyl oil; IR �cm.sup.-1! (film): 769, 919, 1001, 1111, 1130, 1256, 1284, 1445, 1634, 1708, 2930II.7 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.4 H.sub.9 oil; IR (film): 1030, 1111, 1130, 1256, 1284, 1634, 1710, 2956II.8 H CH.sub.3 C.sub.6 H.sub.5 t-C.sub.4 H.sub.9 oil; IR (film): 768, 971, 1111, 1130, 1190, 1256, 1284, 1346, 1634, 1710, 2980II.9 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.6 H.sub.13 oil; IR (film): 1003, 1030, 1058, 1111, 1129, 1255, 1283, 1634, 1710, 2933II.10 H CH.sub.3 C.sub.6 H.sub.5 3-Methyl- oil; IR (film): but-2-en-1-yl 768, 997, 1111, 1129, 1255, 1283, 1435, 1444, 1630, 1709, 2930II.11 H CH.sub.3 C.sub.6 H.sub.5 Propargyl oil; IR (film): 769, 1006, 1029, 1058, 1112, 1130, 1256, 1285, 1633, 1708, 2100, 2940, 3270II.12 H CH.sub.3 4-Cl CH.sub.3 m.p.: 109-113.degree. C. C.sub.6 H.sub.4II.13 H CH.sub.3 4-Cl C.sub.2 H.sub.5 oil; IR (film): C.sub.6 H.sub.4 1012, 1036, 1056, 1091, 1111, 1130, 1256, 1284, 1634, 1710, 2940II.14 H CH.sub.3 4-Cl n-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 991, 1012, 1058, 1092, 1110, 1129, 1255, 1284, 1634, 1710, 2930, 2960II.15 H CH.sub.3 4-Cl i-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 998, 1091, 1111, 1130, 1255, 1284, 1435, 1491, 1634, 1710, 2930II.16 H CH.sub.3 4-Cl n-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 977, 1012, 1091, 1111, 1129, 1255, 1284, 1491, 1634, 1710, 2930, 2950II.17 H CH.sub.3 4-Cl t-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 972, 1111, 1130, 1189, 1256, 1284, 1365, 1490, 1635, 1711, 2940, 2970II.18 H CH.sub.3 4-Cl n-C.sub.6 H.sub.13 oil; IR (film): C.sub.6 H.sub.4 1012, 1058, 1091, 1111, 1130, 1256, 1284, 1635, 1711, 2933II.19 H CH.sub.3 4-Cl Propargyl oil; IR (film): C.sub.6 H.sub.4 1006, 1028, 1058, 1092, 1111, 1130, 1256, 1285, 1634, 1708, 2110, 2940, 3270II.20 H CH.sub.3 4-F- CH.sub.3 m.p.: 113-118.degree. C. C.sub.6 H.sub.4II.21 H CH.sub.3 4-F- C.sub.2 H.sub.5 oil; IR (film): C.sub.6 H.sub.4 1036, 1056, 1112, 1130, 1225, 1256, 1284, 1509, 1635, 1710, 2930, 2970II.22 H CH.sub.3 4-F- n-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 992, 1064, 1112, 1130, 1225, 1256, 1284, 1509, 1635, 1710, 2940, 2960II.23 H CH.sub.3 4-F- i-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 975, 1113, 1129, 1158, 1225, 1256, 1284, 1508, 1634, 1710, 2930, 2960II.24 H CH.sub.3 4-F- n-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 1000, 1013, 1112, 1130, 1225, 1256, 1284, 1508, 1635, 1710, 2920, 2940II.25 H CH.sub.3 4-F- 2-Methyl- oil; IR (film): C.sub.6 H.sub.4 prop-1-yl 1003, 1029, 1111, 1130, 1225, 1256, 1284, 1508, 1635, 1710, 2950II.26 H CH.sub.3 4-F- t-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 973, 1111, 1130, 1189, 1225, 1256, 1365, 1508, 1635, 1710, 2940, 2970II.27 H CH.sub.3 4-F- n-C.sub.6 H.sub.13 oil; IR (film): C.sub.6 H.sub.4 1002, 1111, 1130, 1226, 1256, 1284, 1508, 1635, 1711, 2933II.28 H CH.sub.3 4-F- 3-Cl oil; IR (film): C.sub.6 H.sub.4 prop-2-en-1-yl 1012, 1058, 1111, 1130, 1226, 1256, 1285, 1509, 1635, 1709, 2940II.29 H CH.sub.3 4-F- Propargyl oil; IR (film): C.sub.6 H.sub.4 1006, 1028, 1112, 1130, 1226, 1256, 1285, 1509, 1630, 1708, 2110, 2940, 3280II.30 H CH.sub.3 4-OCH.sub.3 CH.sub.3 oil; IR (film): C.sub.6 H.sub.4 1035, 1057, 1111, 1129, 1174, 1253, 1512, 1608, 1633, 1708, 2930II.31 H CH.sub.3 4-OCH.sub.3 C.sub.2 H.sub.5 oil; IR (film): C.sub.6 H.sub.4 1036, 1058, 1112, 1130, 1176, 1254, 1286, 1512, 1634, 1709, 2930, 2960II.32 H CH.sub.3 4-OCH.sub.3 n-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 990, 1036, 1111, 1129, 1176, 1254, 1285, 1512, 1634, 1709, 2930, 2960II.33 H CH.sub.3 4-OCH.sub.3 i-C.sub.3 H.sub.7 oil; IR (film): C.sub.6 H.sub.4 972, 1032, 1113, 1129, 1174, 1253, 1286; 1512, 1634, 1709, 2930, 2960II.34 H CH.sub.3 4-OCH.sub.3 n-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 838, 998, 1025, 1111, 1132, 1176, 1254, 1262, 1634, 1711, 2920, 2940II.35 H CH.sub.3 4-OCH.sub.3 t-C.sub.4 H.sub.9 oil; IR (film): C.sub.6 H.sub.4 960, 1034, 1111, 1129, 1175, 1190, 1252, 1512, 1633, 1709, 2960II.36 H CH.sub.3 4-OCH.sub.3 2-Methyl- oil; IR (film): C.sub.6 H.sub.4 prop-1-yl 1004, 1031, 1111, 1129, 1175, 1253, 1512, 1607, 1634, 1709, 2950II.37 H CH.sub.3 4-OCH.sub.3 Propargyl oil; IR (film): C.sub.6 H.sub.4 1006, 1030, 1112, 1130, 1175, 1255, 1512, 1608, 1633, 1707, 2110, 2930, 3270II.38 H CH.sub.3 4-Cl 3-Methyl- oil; IR (film): C.sub.6 H.sub.4 but-2-en-1-yl 996, 1091, 1111, 1130, 1256, 1284, 1435, 1491, 1634, 1710, 2930II.39 H CH.sub.3 CH.sub.3 CH.sub.3 oil; IR (film): 2930, 1710, 1635, 1284, 1255, 1129, 1110, 1057, 1032, 903, 888II.40 H CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 oil; IR (film): 2935, 1710, 1635, 1366, 1284, 1256, 1130, 1111, 1044, 919, 891II.41 H CH.sub.3 CH.sub.3 n-C.sub.3 H.sub.7 oil; IR (film): 2930, 1711, 1635, 1284, 1256, 1129, 1110, 1044, 1019, 990, 926II.42 H CH.sub.3 CH.sub.3 i-C.sub.3 H.sub.7 oil; IR (film): 2965, 1711, 1635, 1366, 1284, 1256, 1130, 1113, 986, 914, 894II.43 H CH.sub.3 CH.sub.3 n-C.sub.4 H.sub.9 oil; IR (film): 2957, 2936, 1711, 1635, 1365, 1284, 1256, 1130, 1111, 1029II.44 H CH.sub.3 CH.sub.3 i-C.sub.4 H.sub.9 oil; IR (film): 2956, 1711, 1635, 1366, 1284, 1256, 1130, 1111, 1032, 926II.45 H CH.sub.3 CH.sub.3 t-C.sub.4 H.sub.9 oil; IR (film): 2965, 1711, 1635, 1365, 1256, 1192, 1129, 1110, 984, 930, 894II.46 H CH.sub.3 CH.sub.3 n-C.sub.6 H.sub.13 oil; IR (film): 2934, 1712, 1635, 1365, 1284, 1256, 1130, 1111, 1058, 1020II.47 H CH.sub.3 CH.sub.3 (E)-1-Chloro- oil; IR (f.iim): prop-1-en-3-yl 2940, 1709, 1634, 1366, 1285, 1255, 1130, 1110, 1019, 988, 893II.48 H CH.sub.3 CH.sub.3 Prop-1-en-3-yl oil; IR (film): 2940, 1710, 1634, 1366, 1284, 1256, 1130, 1110, 1024, 1001, 919II.49 H CH.sub.3 CH.sub.3 Propyn-3-yl oil; IR (film): 3269, 2940, 2110, 1702, 1624, 1254, 1245, 1128, 1110, 1025, 995, 896II.50 H CH.sub.3 CH.sub.3 3,7-Dimethyl-2,6- oil; IR (film): octadien-1-yl 2932, 1712, 1.635, 1436, 1365, 1255, 1130, 1111, 1002, 895II.51 H CH.sub.3 CH.sub.3 3-CF3C.sub.6 H.sub.4 oil; IR (film): 2940, 1710, 1448, 1328, 1281, 1255, 1168, 1127, 1062, 927II.52 H CH.sub.3 CH.sub.3 3-CF3C.sub.6 H4CH.sub.2 oil; IR (film): 2940, 1710, 1635, 1330, 1256, 1202, 1192, 1166, 1128, 1074, 1018II.53 H CH.sub.3 CH.sub.3 3-CF3C.sub.6 H4CH(CH.sub.3) oil; IR (film): 2925, 1710, 1635, 1329, 1271, 1257, 1204, 1166, 1128, 1073, 892II.54 H CH.sub.3 CH.sub.3 C.sub.6 H.sub.5CH.sub.2 CH.sub.2 O oil; IR (film): CH.sub.2 CH.sub.2 2935, 1710, 1634, 1365, 1284, 1256, 1129, 1112, 1057, 1038, 1002II.55 H CH.sub.3 CH.sub.3 6-(4'-Chloro- oil; IR (film): phenyl)hex-1-yl 2935, 1710, 1635, 1492, 1284, 1255, 1130, 1111, 1029, 1015II.56 H CH.sub.3 CH.sub.3 4-ClC.sub.6 H4CH.sub.2 oil; IR (film): CH.sub.2 OCH.sub.2 CH.sub.2 2935, 1709, 1635, 1493, 1284, 1256, 1129, 1112, 1057, 1038, 1015II.57 H CH.sub.3 CH.sub.3 6-(4'-Fluoro- oil; IR (film): phenyl)hex-1-yl 2934, 1710, 1635, 1510, 1256, 1220, 1130, 1110, 1029, 1003II.58 3-Cl CH.sub.3 CH.sub.3 CH.sub.3 m.p.: 125-127.degree. C.II.59 3-Cl CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 m.p.: 171-173.degree. C.II.60 3-Cl CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5 m.p.: 128-131.degree. C.__________________________________________________________________________
TABLE III__________________________________________________________________________ ##STR24##No. R.sup.2 m R.sup.3 R.sup.4 R.sup.5 Data__________________________________________________________________________III.1 H CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 oil; IR �cm.sup.-1 ! (film): 693, 764, 812, 892, 1005, 1035, 1207, 1253, 1435, 1716, 2920III.2 H CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5 oil; IR �cm.sup.-1 ! (film): 766, 927, 978, 1012, 1036, 1208, 1253, 1435, 1444, 1717, 2960III.3 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.3 H.sub.7 oil; IR �cm.sup.-1 ! (film): 693, 766, 988, 1037, 1067, 1208, 1253, 1435, 1717, 2965III.4 H CH.sub.3 C.sub.6 H.sub.5 i-C.sub.3 H.sub.7 oil; IR �cm.sup.-1 ! (film): 766, 974, 1037, 1121, 1208, 1253, 1370, 1435, 1717, 2975III.5 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.4 H.sub.9 oil; IR �cm.sup.-1 ! (film): 766, 977, 1015, 1033, 1208, 1253, 1434, 1718, 2934, 2957III.6 H CH.sub.3 C.sub.6 H.sub.5 t-C.sub.4 H.sub.9 oil; IR �cm.sup.-1 ! (film): 696, 766, 972, 1036, 1190, 1207, 1253, 1364, 1718, 2978III.7 H CH.sub.3 C.sub.6 H.sub.5 3-Methyl- oil; IR �cm.sup.-1 ! (film): but-2-en-l-yl 693, 766, 981, 997, 1036, 1207, 1253, 1435, 1444, 1717, 2930III.8 H CH.sub.3 CH.sub.3 ##STR25## IR �cm.sup.-1 ! (KBr) 759, 925, 991, 1017, 1036, 1177, 1209, 1253, 1435, 1715III.9 H CH.sub.3 C.sub.6 H.sub.5 n-C.sub.6 H.sub.13 oil; IR (film): 693, 766, 1013, 1036, 1208, 1253, 1434, 1718, 2932, 2953III.10 H CH.sub.3 C.sub.6 H.sub.5 Propargyl oil; IR (film): 694, 765, 929, 1007, 1032, 1209, 1254, 1434, 1444, 1715, 2100, 2930, 3270III.11 H CH.sub.3 CH.sub.3 CH.sub.3 oil; IR (film): 2938, 1718, 1435, 1366, 1252, 1208, 1034, 903, 888, 761III.12 H CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 oil; IR (film):. 2970, 2940, 2925, 1719, 1435, 1366, 1252, 1208, 1038, 983, 920, 890, 761III.13 H CH.sub.3 CH.sub.3 n-C.sub.3 H.sub.7 oil; IR (film): 2964, 2935, 1719, 1435, 1365, 1252, 1037, 1019, 989, 926III.14 H CH.sub.3 CH.sub.3 i-C.sub.3 H.sub.7 oil; IR (film): 2970, 2925, 1719, 1366, 1252, 1036, 1017, 985, 944, 936, 913, 893III.15 H CH.sub.3 CH.sub.3 n-C.sub.4 H.sub.9 oil; IR (film): 2958, 2934, 1719, 1434, 1365, 1252, 1208, 1031, 983, 891III.16 H CH.sub.3 CH.sub.3 i-C.sub.4 H.sub.9 oil; IR (film): 2957, 2929, 1719, 1435, 1365, 1252, 1208, 1033, 980, 926III.17 H CH.sub.3 CH.sub.3 t-C.sub.4 H.sub.9 oil; IR (film): 2980, 1720, 1366, 1252, 1194, 1036, 1018, 983, 930, 918, 893III.18 H CH.sub.3 CH.sub.3 n-C.sub.6 H.sub.13 oil; IR (film): 2954, 2932, 1720, 1434, 1365, 1252, 1036, 984, 921, 897III.19 H CH.sub.3 CH.sub.3 (E)-1-Chloro- oil; IR (film): prop-1-en-3-yl 2940, 2920, 1717, 1435, 1366, 1253, 1208, 1020, 983, 934, 894, 761III.20 H CH.sub.3 CH.sub.3 prop-1-en-3-yl oil; IR (film): 2950, 1719, 1435, 1366, 1253, 1208, 1026, 919, 890, 761III.21 H CH.sub.3 CH.sub.3 Propyn-3-yl oil; IR (film): 3290, 2950, 2930, 2125, 1717, 1435, 1366, 1254, 1208, 1033, 1009, 881III.22 H CH.sub.3 CH.sub.3 3,7-Dimethyl-2,6 oil; IR (film): octadien-1-yl 2967, 2928, 1720, 1435, 1376, 1365, 1252, 1015, 888III.23 H CH.sub.3 CH.sub.3 3-CF3C.sub.6 H.sub.4 oil;. IR (film): 2950, 1117, 1449, 1328, 1281, 1253, 1210, 1169, 1126, 927, 909III.24 H CH.sub.3 CH.sub.3 3-CF3C.sub.6 H4CH.sub.2 oil; IR (film): 2940, 2920, 1717, 1366, 1330, 1254, 1202, 1166, 1127, 1074, 1034, 884III.25 H CH.sub.3 CH.sub.3 3-CF3C.sub.6 H4 oil; IR (film): CH(CH.sub.3) 2980, 1717, 1329, 1269, 1255, 1204, 1166, 1126, 1073, 1014, 704III.26 H CH.sub.3 CH.sub.3 C.sub.6 H.sub.5-CH.sub.2 CH.sub.2 O oil; IR (film): CH.sub.2 CH.sub.2 2940, 1717, 1435, 1365, 1253, 1121, 1036, 983, 893, 750, 700III.27 H CH.sub.3 CH.sub.3 6-(4'-Chloro- oil; IR (film): phenyl)hex-1-yl 2933, 2857, 1717, 1492, 1365, 1253, 1092, 1034, 1015, 987III.28 H CH.sub.3 CH.sub.3 4-ClC.sub.6 H4CH.sub.2 oil; IR (film): CH.sub.2 OCH.sub.2 CH.sub.2 2940, 2920, 1.717, 1493, 1365, 1253, 1122, 1091, 1037, 1016, 983, 894III.29 H CH.sub.3 CH.sub.3 6-(4'-Fluoro-- oil; IR (film): phenyl)hex-1-yl 2933, 2858, 1717, 1510, 1365, 1254, 1221, 1157, 1034, 893III.30 3-Cl CH.sub.3 CH.sub.3 CH.sub.3 m.p.: 60-61.degree. C.III.31 3-C1 CH.sub.3 C.sub.6 H.sub.5 CH.sub.3 oil; IR (film): 1037, 1256, 1435, 1444, 1718, 2930III.32 3-Cl CH.sub.3 C.sub.6 H.sub.5 C.sub.2 H.sub.5 oil; IR (film): 1038, 1256, 1435, 1443; 1718, 2940, 2970__________________________________________________________________________
Examples of the action against harmful fungi
It was possible to show the fungicidal action of the compounds of the general formula I by the following tests:
The active compounds were prepared as a 20% strength emulsion in a mixture of 70% by weight of cyclohexanone, 20% by weight of Nekanil.RTM. LN (Lutensol.RTM. AP6, wetting agent having emulsifying and dispersant action based on ethoxylated alkylphenols) and 10% by weight of Emulphor.RTM. EL (Emulan.RTM. EL, emulsifier based on ethoxylated fatty alcohols) and correspondingly diluted to the desired concentration with water.
1. �sic! Erysiphe graminis var. tritici
Leaves of wheat seedlings (Kanzler variety) were first treated with the aqueous preparation of the active compounds (containing 250 ppm). After about 24 h, the plants were dusted with spores of powdery mildew of wheat (Erysiphe graminis var. tritici). The plants treated in this way were then incubated for 7 days at 20.degree.-22.degree. C. and a relative atmospheric humidity of 75-80%. The extent of fungal development was then determined.
In this test, the plants treated with the compounds according to the invention showed an attack of 15% or less, the plants treated with a known active compound (compound No. 195, Table 3, EP-A 463 488) showed 40% attack and the untreated plants showed 70% attack.
In a corresponding test (wheat seedlings of the Kanzler variety, application rate 63 ppm), in which the plants were first infected and incubated and were then treated with the active compounds, the plants treated with the compounds according to the invention showed an attack of 5% or less, the plants treated with a known active compound (compound No. 195, Table 3, EP-A 463 488) showed 25% attack and the untreated plants showed 60% attack.
Examples of the action against animal pests
It was possible to show the insecticidal action of the compounds of the general formula I by the following tests:
The active compounds were prepared
a) as a 0.1% strength solution in acetone or
b) as a 10% strength emulsion in a mixture of 70% by weight of cyclohexanol, 20% by weight of Nekanil.RTM. LN (Lutensol.RTM. AP6, wetting agent having emulsifying and dispersant action based on ethoxylated alkylphenols) and 10% by weight of Emulphor.RTM. EL, emulsifier based on ethoxylated fatty alcohols)
and correspondingly diluted to the desired concentration with acetone in the case of a) or with water in the case of b).
After termination of the tests, in each case the lowest concentration was determined at which the compounds still caused an 80-100% inhibition or mortality in comparison to untreated control tests (action threshold or minimum concentration).
Aphis fabae (black fly), contact action
Heavily infested dwarf beans (Vicia faba) were treated with the aqueous active compound preparation. The mortality rate was determined after 24 h.
In this test, the compounds I.67, I.68, I.71, I.72, I.73, I.98, I.105, I.106, I.109, I.110, II.02, II.05, II.09, II.12, II.13, II.14, II.16, II.24, II.102, III.01, III.02 and III.10 according to the invention showed action thresholds of 400 ppm or less.
Nephotettix cincticeps (green rice leaf hopper), contact action
Circular filters were treated with the aqueous active compound preparation and then occupied by 5 adult leaf hoppers. The mortality was assessed after 24 h.
In this test, the compounds I.68, I.81, I.82, I.83, I.96, II.09, II.12, II.13, II.14, II.19, II.27 and III.02 according to the invention showed action thresholds of 0.4 mg or less.
Prodenia litura (Egyptian cotton leaf worm), contact action
Filters treated with the aqueous active compound preparation were occupied by 5 caterpillars. The first assessment is carried out after 4 h. If at least one caterpillar is still living, a feed mixture is added. The mortality was determined after 24 h.
In this test, the compounds I.82, I.95, I.96, I.105, I.106, I.112, II.03, II.09, II.11, II.12, II.13, II.14, II.16, II.18, II.19, II.20, II.22, II.23, II.24, II.25, II.27, II.28, II.29 and III.10 according to the invention showed action thresholds of 0.4 mg or less.
Tetranychus telarius (common red spider mite), contact action
Potted dwarf beans having the second successive pair of leaves were treated with aqueous active compound preparation. After 24 h, the plants were infected using heavily infested pieces of leaf. The attack was determined after 12 days in the greenhouse.
In this test, the compounds I.07, I.95, I.105, I.106, I.107, I.109, I.110, II.03, II.04, II.06, II.07, II.09, II.10, II.16, II.18, II.19, II.20, II.22, II.24, II.25, II.26, II.27, II.28 and II.29 showed action thresholds of 400 ppm or less.
Claims
- 1. A phenylacetic acid derivative of the formula I ##STR26## where the substituents and the index have the following meanings: X is CHCH.sub.3 or CHCH.sub.2 CH.sub.3 ;
- R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl;
- R.sup.2 is cyano, nitro, trifluoromethyl, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy;
- m is 0, 1 or 2, it being possible for the R.sup.2 radicals to be different if m is 2;
- R.sup.3 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio; C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino;
- R.sup.4 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.2 -C.sub.6 -alkenylthio, C.sub.2 -C.sub.6 -alkenylamino, N-C.sub.2 -C.sub.6 -alkenyl-N-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkynyl,C.sub.2 -C.sub.6 -alkynyloxy, C.sub.2 -C.sub.6 -alkynylthio, C.sub.2 -C.sub.6 -alkynylamino, N-C.sub.2 -C.sub.6 -alkynyl-N-C.sub.1 -C.sub.6 -alkylamino, it being possible for the hydrocarbon radicals of these groups to be partly or completely hydrogenated or to carry one to three of the following radicals: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl,
- C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, aryl, aryloxy, aryl-C.sub.1 -C.sub.4 -alkoxy, arylthio, aryl-C.sub.1 -C.sub.4 -alkylthio, hetaryl, hetaryloxy, hetaryl-C.sub.1 -C.sub.4 -alkoxy, hetarylthio, hetaryl-C.sub.1 -C.sub.4 -alkylthio, it being possible for the cyclic radicals in turn to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio and C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, C.sub.3 -C.sub.6 -cycloalkylthio, C.sub.3 -C.sub.6 -cycloalkylamino,
- N-C.sub.3 -C.sub.6 -cycloalkyl-N-C.sub.1 -C.sub.6 -alkylamino, C.sub.3 -C.sub.6 -cycloalkenyl, C.sub.3 -C.sub.6 -cycloalkenyloxy, C.sub.3 -C.sub.6 -cycloalkenylthio, C.sub.3 -C.sub.6 -cycloalkenylamino, N-C.sub.3 -C.sub.6 -cycloalkenyl-N-C.sub.1 -C.sub.6 -alkylamino, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylamino, N-heterocyclyl-N-C.sub.1 -C.sub.6 -alkylamino, aryl, aryloxy, arylthio, arylamino, N-aryl-N-C.sub.1 -C.sub.6 -alkylamino, hetaryl, hetaryloxy, hetarylthio, hetarylamino, N-hetaryl-N-C.sub.1 -C.sub.6 -alkylamino, it being possible for the cyclic radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl and hetaryloxy;
- R.sup.5 is hydrogen,
- C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.10 -alkenyl, C.sub.2 -C.sub.10 -alkynyl, C.sub.1 -C.sub.10 -alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, C.sub.3 -C.sub.10 -alkynylcarbonyl or C.sub.1 -C.sub.10 -alkylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the cyclic groups in turn to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl or hetarylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C2.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- where
- A is oxygen, sulfur or nitrogen and where the nitrogen carries hydrogen or C.sub.1 -C.sub.6 -alkyl;
- n is 0 or 1;
- R.sup.6 is hydrogen or C.sub.1 -C.sub.6 -alkyl and
- R.sup.7 is hydrogen or C.sub.1 -C.sub.6 -alkyl, wherein heterocyclyl is a member selected from the group consisting of three- to six-membered, saturated or partly unsaturated mono- or polycyclic heterocycles, which contain one to three heteroatoms selected from a group consisting of oxygen, nitrogen and sulfur; aryl is a member selected from the group consisting of aromatic mono- or polycyclic hydrocarbon radicals; and hetaryl is a member selected from the group consisting of aromatic mono- or polycyclic radicals which, in addition to carbon ring members, contain one to four nitrogen atoms or one to three nitrogen atoms and an oxygen or a sulfur atom or an oxygen or a sulfur atom.
- 2. A compound of the formula I as claimed in claim 1, in which R.sup.3, R.sup.4 and R.sup.5 have the following meanings:
- R.sup.3 is hydrogen, hydroxyl, cyclopropyl, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkylthio,
- R.sup.4 is hydrogen, hydroxyl, halogen, cyclopropyl, cyclohexyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, aryl or hetaryl, it being possible for these groups to be partly or completely halogenated or to carry one to 3 of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl and hetaryloxy;
- R.sup.5 is hydrogen,
- C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.10 -alkenyl, C.sub.2 -C.sub.10 -alkynyl, C.sub.1 -C.sub.10 -alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, C.sub.3 -C.sub.10 -alkynylcarbonyl or C.sub.1 -C.sub.10 -alkylsulfonyl, it being possible for these groups to be partly or completely halogenated or to carry one to 3 of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the aromatic and heteroaromatic radicals, in turn, to be partly or completely halogenated and/or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- aryl, hetaryl, arylcarbonyl, hetarylcarbonyl, arylsulfonyl or hetarylsulfonyl, it being possible for these groups to be partly or completely halogenated or to carry one to 3 of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7,
- where X is not CHOCH.sub.3 if R.sup.3 is hydrogen and R.sup.5 is C.sub.1 -C.sub.10 -alkyl.
- 3. A compound of the formula I as claimed in claim 1, in which m is 0.
- 4. A compound of the formula I as claimed in claim 1, in which R.sup.1 is methyl.
- 5. A process for preparing the compounds of the formula I as claimed in claim 1, in which R.sup.3 is not halogen, which comprises reacting a benzyl derivative of the formula II ##STR27## in which L.sup.1 is a nucleophilically replaceable leaving group, in a manner known per se with a hydroxyimime �sic! of the formula III
- R.sup.5 ON.dbd.C(R.sup.4)--C(R.sup.3).dbd.NOH III.
- 6. A composition against harmful fungi, containing additives and an effective amount of a compound of the formula I as claimed in claim 1.
- 7. A composition against animal pests or harmful fungi, containing additives and an effective amount of a compound of a phenylacetic acid derivative of the formula I ##STR28## where the substituents and the index have the following meanings: X is CHCH.sub.3, and CHCH.sub.2 CH.sub.3 ;
- R.sup.1 is hydrogen and C.sub.1 -C.sub.4 -alkyl;
- R.sup.2 is cyano, nitro, trifluoromethyl, halogen, C.sub.1 -C.sub.4 -alkyl and C.sub.1 -C.sub.4 -alkoxy;
- m is 0, 1 or 2, it being possible for the R.sup.2 radicals to be different if m is 2;
- R.sup.3 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio; C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino;
- R.sup.4 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.2 -C.sub.6 -alkenylthio, C.sub.2 -C.sub.6 -alkenylamino, N-C.sub.2 -C.sub.6 -alkenyl-N-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkynyl,C.sub.2 -C.sub.6 -alkynyloxy, C.sub.2 -C.sub.6 -alkynylthio, C.sub.2 -C.sub.6 -alkynylamino, N-C.sub.2 -C.sub.6 -alkynyl-N-C.sub.1 -C.sub.6 -alkylamino, it being possible for the hydrocarbon radicals of these groups to be partly or completely hydrogenated or to carry one to three of the following radicals: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl,
- C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, aryl, aryloxy, aryl-C.sub.1 -C.sub.4 -alkoxy, arylthio, aryl-C.sub.1 -C.sub.4 -alkylthio, hetaryl, hetaryloxy, hetaryl-C.sub.1 -C.sub.4 -alkoxy, hetarylthio, hetaryl-C.sub.1 -C.sub.4 -alkylthio, it being possible for the cyclic radicals in turn to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio and C(.dbd.NOR.sup.6)--A.sub.n R.sup.7 ;
- C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, C.sub.3 -C.sub.6 -cycloalkylthio, C.sub.3 -C.sub.6 -cycloalkylamino,
- N-C.sub.3 -C.sub.6 -cycloalkyl-N-C.sub.1 -C.sub.6 -alkylamino, C.sub.3 -C.sub.6 -cycloalkenyl, C.sub.3 -C.sub.6 -cycloalkenyloxy, C.sub.3 -C.sub.6 -cycloalkenylthio, C.sub.3 -C.sub.6 -cycloalkenylamino, N-C.sub.3 -C.sub.6 -cycloalkenyl-N-C.sub.1 -C.sub.6 -alkylamino, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylamino, N-heterocyclyl-N-C.sub.1 -C.sub.6 -alkylamino, aryl, aryloxy, arylthio, arylamino, N-aryl-N-C.sub.1 -C.sub.6 -alkylamino, hetaryl, hetaryloxy, hetarylthio, hetarylamino, N-hetaryl-N-C.sub.1 -C.sub.6 -alkylamino, it being possible for the cyclic radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl and hetaryloxy;
- R.sup.5 is hydrogen,
- C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.10 -alkenyl, C.sub.2 -C.sub.10 -alkynyl, C.sub.1 -C.sub.10 -alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, C.sub.3 -C.sub.10 -alkynylcarbonyl or C.sub.1 -C.sub.10 -alkylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the cyclic groups in turn to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl or hetarylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C2.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- where
- A is oxygen, sulfur or nitrogen and where the nitrogen carries hydrogen or C.sub.1 -C.sub.6 -alkyl;
- n is 0 or 1;
- R.sup.6 is hydrogen or C.sub.1 -C.sub.6 -alkyl and
- R.sup.7 is hydrogen or C.sub.1 -C.sub.6 -alkyl, wherein heterocyclyl is a member selected from the group consisting of three- to six-membered, saturated or partly unsaturated mono- or polycyclic heterocycles, which contain one to three heteroatoms selected from a group consisting of oxygen, nitrogen and sulfur; aryl is a member selected from the group consisting of aromatic mono- or polycyclic hydrocarbon radicals; and hetaryl is a member selected from the group consisting of aromatic mono- or polycyclic radicals which, in addition to carbon ring members, contain one to four nitrogen atoms or one to three nitrogen atoms and an oxygen or a sulfur atom or an oxygen or a sulfur atom.
- 8. A method for controlling harmful fungi, which comprises treating harmful fungi, their environment or the plants, surfaces, materials or spaces to be kept free from them with an effective amount of a compound of the formula I as defined in claim 1.
- 9. A method for controlling animal pests, which comprises treating the pests, their environment or the plants, surfaces, materials or spaces to be kept free from them with an effective amount of a compound of the formula I as claimed in claim 1, where the substituents and the index have the following meanings:
- R.sup.1 is hydrogen and C.sub.1 -C.sub.4 -alkyl;
- R.sup.2 is cyano, nitro, trifluoromethyl, halogen, C.sub.1 -C.sub.4 -alkyl and C.sub.1 -C.sub.4 -alkoxy;
- m is 0, 1 or 2, it being possible for the R.sup.2 radicals to be different if m is 2;
- R.sup.3 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio; C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino;
- R.sup.4 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.2 -C.sub.6 -alkenylthio, C.sub.2 -C.sub.6 -alkenylamino, N-C.sub.2 -C.sub.6 -alkenyl-N-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkynyl,C.sub.2 -C.sub.6 -alkynyloxy, C.sub.2 -C.sub.6 -alkynylthio, C.sub.2 -C.sub.6 -alkynylamino, N-C.sub.2 -C.sub.6 -alkynyl-N-C.sub.1 -C.sub.6 -alkylamino, it being possible for the hydrocarbon radicals of these groups to be partly or completely hydrogenated or to carry one to three of the following radicals: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl,
- C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, aryl, aryloxy, aryl-C.sub.1 -C.sub.4 -alkoxy, arylthio, aryl-C.sub.1 -C.sub.4 -alkylthio, hetaryl, hetaryloxy, hetaryl-C.sub.1 -C.sub.4 -alkoxy, hetarylthio, hetaryl-C.sub.1 -C.sub.4 -alkylthio, it being possible for the cyclic radicals in turn to be partly or completely halogenated and/or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C1-C6-alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio and C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, C.sub.3 -C.sub.6 -cycloalkylthio, C.sub.3 -C.sub.6 -cycloalkylamino,
- N-C.sub.3 -C.sub.6 -cycloalkyl-N-C.sub.1 -C.sub.6 -alkylamino, C.sub.3 -C.sub.6 -cycloalkenyl, C.sub.3 -C.sub.6 -cycloalkenyloxy, C.sub.3 -C.sub.6 -cycloalkenylthio, C.sub.3 -C.sub.6 -cycloalkenylamino, N-C.sub.3 -C.sub.6 -cycloalkenyl-N-C.sub.1 -C.sub.6 -alkylamino, heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylamino, N-heterocyclyl-N-C.sub.1 -C.sub.6 -alkylamino, aryl, aryloxy, arylthio, arylamino, N-aryl-N-C.sub.1 -C.sub.6 -alkylamino, hetaryl, hetaryloxy, hetarylthio, hetarylamino, N-hetaryl-N-C.sub.1 -C.sub.6 -alkylamino, it being possible for the cyclic radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl and hetaryloxy;
- R.sup.5 is hydrogen,
- C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.2 -C.sub.10 -alkenyl, C.sub.2 -C.sub.10 -alkynyl, C.sub.1 -C.sub.10 -alkylcarbonyl, C.sub.2 -C.sub.10 -alkenylcarbonyl, C.sub.3 -C.sub.10 -alkynylcarbonyl or C.sub.1 -C.sub.10 -alkylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkoxy, heterocyclyl, heterocyclyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy and hetarylthio, it being possible for the cyclic groups in turn to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, arylthio, hetaryl, hetaryloxy, hetarylthio or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- aryl, arylcarbonyl, arylsulfonyl, hetaryl, hetarylcarbonyl or hetarylsulfonyl, it being possible for these radicals to be partly or completely halogenated or to carry one to three of the following groups: cyano, nitro, hydroxyl, mercapto, amino, carboxyl, aminocarbonyl, aminothiocarbonyl, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylsulfoxyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, C.sub.1 -C.sub.6 -alkylaminocarbonyl, di-C.sub.1 -C.sub.6 -alkylaminocarbonyl, C.sub.1 -C.sub.6 -alkylaminothiocarbonyl, C2.sub.2 -C.sub.6 -alkenyloxy, benzyl, benzyloxy, aryl, aryloxy, hetaryl, hetaryloxy or C(.dbd.NOR.sup.6)--A.sub.n --R.sup.7 ;
- where
- A is oxygen, sulfur or nitrogen and where the nitrogen carries hydrogen or C.sub.1 -C.sub.6 -alkyl;
- n is 0 or 1;
- R.sup.6 is hydrogen or C.sub.1 -C.sub.6 -alkyl and
- R.sup.7 is hydrogen or C.sub.1 -C.sub.6 -alkyl, wherein heterocyclyl is a member selected from the group consisting of three- to six-membered, saturated or partly unsaturated mono- or polycyclic heterocycles, which contain one to three heteroatoms selected from a group consisting of oxygen, nitrogen and sulfur; aryl is a member selected from the group consisting of aromatic mono- or polycyclic hydrocarbon radicals; and hetaryl is a member selected from the group consisting of aromatic mono- or polycyclic radicals which, in addition to carbon ring members, contain one to four nitrogen atoms or one to three nitrogen atoms and an oxygen or a sulfur atom or an oxygen or a sulfur atom,
- and its salts.
Priority Claims (2)
| Number |
Date |
Country |
Kind |
| 44 03 447.4 |
Feb 1994 |
DEX |
|
| 44 21 180.5 |
Jun 1994 |
DEX |
|
PCT Information
| Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
| PCT/EP95/00013 |
1/3/1995 |
|
|
7/31/1996 |
7/31/1996 |
| Publishing Document |
Publishing Date |
Country |
Kind |
| WO95/21153 |
8/10/1995 |
|
|
US Referenced Citations (3)
| Number |
Name |
Date |
Kind |
|
5055471 |
De Fraine et al. |
Oct 1991 |
|
|
5194662 |
Brand et al. |
Mar 1993 |
|
|
5286790 |
Laughner |
Feb 1994 |
|
Foreign Referenced Citations (6)
| Number |
Date |
Country |
| 2043733 |
Dec 1991 |
CAX |
| 472 300 |
Feb 1992 |
EPX |
| 9007493 |
Jul 1990 |
WOX |
| 9213830 |
Aug 1992 |
WOX |
| 9218487 |
Oct 1992 |
WOX |
| 9518789 |
Jul 1995 |
WOX |
