3(2H)-pyridazinone compounds derivatives and compositions for controlling and/or preventing insect pests intermediates for such compounds, and a process for their manufacture

BACKGROUND OF THE INVENTION
The present invention relates to novel 3(2H)-pyridazinone derivatives and insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals containing as an active ingredient said derivatives.
The present invention concerns EP-A-0088384 which corresponds to U.S. Pat. No. 4,571,397, EP-A-0134439 which corresponds to U.S. Pat. No. 4,877,787, EP-A-0183212 which corresponds to U.S. Pat. No. 4,874,861, EP-A-0199281 which corresponds to U.S. Pat. No. 4,837,217, EP-A-0210647, EP-A-0193853 which corresponds to U.S. Pat. No. 4,783,462 and EP-A-0232825. The known compounds contained in these patent publications are represented by the following general formula [II]: ##STR3##
The characteristics of the compounds of these publications are, e.g., in the above formula [II]:
in case of EP-A-0088384, EP-A-0134439, EP-A-0183212, EP-A-0199281 and EP-A-0232825, Y' represents oxygen atom or sulfur atom, but R' represents an alkyl group;
in case of EP-A-0210647, R' represents an aryl group; and
in case of EP-A-0193853, Y' represents nitrogen or oxygen atom, but R' represents hydrogen atom or an alkyl group.
However, the compounds of the present invention are novel compounds which are not covered by these European patent publications.
On the other hand, DT-OS-3328770 discloses the compounds of the following formula: ##STR4##
In the DT-OS-3328770, the above-described compound A is disclosed merely as an intermediate and the objective compounds derived from said compound A are described to have fungicidal activity for agriculture. However, said compound A is different from the present invention in chemical structure and use in comparison with the compound [I] of the present invention given below.
SUMMARY OF THE INVENTION
An object of the present invention is to provide novel 3(2H)-pyridazinone derivatives which have insecticidal, acaricidal and nematicidal activities.
Another object of the present invention is to provide a process for preparing such 3(2H)-pyridazinone derivatives.
Still another object of the present invention is to provide insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals, said compositions containing at least one of such 3(2H)-pyridazinone derivatives as an active ingredient.
Still another object of the present invention is to provide a method for controlling and/or preventing insect pests by using the above-mentioned derivatives or compositions.
Other objects of the present invention will become apparent from the description given below.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates to novel 3(2H)-pyridazinone derivatives of the formula [I]: ##STR5## wherein,
R represents an alkenyl group having 2 to 16 carbon atoms, an alkynyl group having 2 to 16 carbon atoms, an alkyl group having 3 to 8 carbon atoms substituted by an alkoxy group having 1 to 6 carbon atoms or G-Ra- in which G represents hydrogen atom, RbO-, RbS-, ##STR6##
RbSO.sub.2 -, ##STR7## RbCO.sub.2 -, ##STR8##
RbNHCO.sub.2 -, RbNH-, (Rb).sub.2 N- or a cyano group in which Rb represents an alkyl group having 1 to 4 carbon atoms, and Ra represents a halogenated alkylene group having 3 to 16 carbon atoms, a halogenated alkenylene group having 2 to 16 carbon atoms, a halogenated alkynylene group having 2 to 16 carbon atoms, a halogenated cycloalkylene group having 3 to 8 carbon atoms, a halogenated cycloalkylene having 5 to 8 carbon atoms, a halogenated oxacycloalkylene group having 5 to 8 carbon atoms, a halogenated thiacycloalkylene group having 5 to 8 carbon atoms, an alkylene group having 1 to 4 carbon atoms substituted by a cycloalkyl group having 3 to 8 carbon atoms and halogen atom, an alkylene group having 1 to 4 carbon atoms substituted by an oxirane group and halogen atom, an alkylene group having 1 to 4 carbon atoms substituted by a phenyl group which may be substituted and halogen atom or an alkylene group having 1 to 4 carbon atoms substituted by heterocyclic group which may be substituted and halogen atom;
A represents hydrogen atom, halogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an alkylthio group having 1 to 4 carbon atoms, an alkylsulfinyl group having 1 to 4 carbon atoms or an alkylsulfonyl group having 1 to 4 carbon atoms;
R.sup.1 represents hydrogen atom, halogen atom, an alkoxy group having 1 to 4 carbon atoms or hydroxyl group;
X represents oxygen or sulfur atom;
J represents ##STR9## in which R.sup.2, Rc, Rd, Re and Rf independently represent hydrogen atom or an alkyl group having 1 to 4 carbon atoms, X.sup.1 represents ##STR10## (Rg represents an alkyl group having 1 to 4 carbon atoms) and Hal represents halogen atom, Q represents a substituted phenyl group, a naphthyl group which may be substituted or a heterocyclic group which may be substituted, and Q.sup.1 represents a phenyl group which may be substituted, a naphthyl group which may be substituted or a heterocyclic group which may be substituted; a process for producing said derivatives and insecticidal, acaricidal or nematicidal compositions and compositions for expelling ticks parasitic on animals containing as an active ingredient at least one of said derivatives.
After the intensive researches, the present inventors have found that the compounds represented by the general formula [I] have excellent insecticidal, acaricidal and nematicidal activities.
For example, the known compounds of the formula [II] have strong insecticidal, acaricidal, nematicidal and fungicidal activities and have wide insecticidal spectrum and are excellent in prompt-effectiveness. On the other hand, the compounds of the present invention are slow in effectiveness because they have action to inhibit metamorphosis of insect pests. Moreover, the compounds of the present invention are effective, with very low drug-concentration, on various kinds of insect pests; e.g., agricultural insect pests such as green rice leafhopper (Nephotettix cincticeps), brown rice planthopper (Nilaparvata lugens), green peach aphid (Myzus persicae), diamondback moth (Plutella xylostella); sanitary insect pests such as house mosquito (Culex pipiens palens), house fly (Musca domestica), German cockroach (Blattella germanica), ant (Formicidae); stored product insect pests such as maize weevil (Sitophilus oryzae), red flour beetle (Tribolium castaneum), almond moth (Cadra cautella); house insect pests such as termites and veterinary insect pests such as ticks, mites, acarids, lice and the like. In other words, the compounds of the present invention can effectively control and prevent Dictyoptera, Isoptera, Hemiptera, Lepidoptera, Coleoptera, Hymenoptera, Diptera, ticks and lice.
The above-mentioned effects are described in detail in the biological examples later described.
In the substituent "J" in the above-mentioned formula [I], when Q represents an aryl group, J represents a substituted phenyl group or a substituted or unsubstituted napthyl group, and when Q.sup.1 represents an aryl group, J represents a phenyl group which may be substituted or naphthyl group which may be substituted.
As the kinds of substituents are exemplified halogen atom, an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, an alkyloxy group, an alkenyloxy group, an alkynyloxy group, a methylenedioxy group, a halogenomethylenedioxy group, an alkylthio group, an alkenylthio group, an alkylsulfinyl group, an alkysulfonyl group, a cycloalkyloxy group, a haloalkyl group, a haloalkyloxy group, a haloalkylthio group, an alkylamino group, an alkylcarbonylamino group, nitro group, cyano group, hydroxyl group, an alkylcarbonyl group, an alkoxycarbonyl group, carboxyl group, aryl group, an aryloxy group, an arylthio group, an arylamino group, an arylcarbonyl group, an arylmethyleneoxy group, an aryloxymethyl group, an arylmethylenecarbonyl group, substituted or unsubstituted pyridyloxy group, hydroxyalkyl group, an alkylcarbonyloxy alkyl group, an alkoxyalkyl group, an alkylthioalkyl group, an alkylcarbonylalkyl group, an alkoxycarbonylalkyl group, cyanoalkyl group, haloalkylcarbonyl group.
In the substituent "J" of the general formula (I), when Q or Q.sup.1 is hetero ring group, the following are raised as hetero ring; e.g., thiophene, furan, pyrrole, imidazole, thiazole, oxazole, pyrazole, pyridine, pyridazine, pyrimidine, pyrazine, benzoxazole, benzothiazole, benzothiophene, dibenzothiophene, benzofuran, benzimidazole, indole, indazole, quinoline, isoquinoline, quinoxaline. In case that the hetero ring groups have substituents, the following is raised as the kinds of their substituent: e.g., halogen atom, an alkyl group, an alkoxy group, an alkylthio group, an alkylsulfonyl group, haloalkyl group, haloalkoxy group, nitro group, cyano group, an alkylcarbonyl group, phenyl group, substituted aryl group.
The compounds of the present invention may be produced by many producing methods. These methods are, for example, as follows: ##STR11##
In the above schemes (1), (2) and (3), R, A, R.sup.1, X, X.sup.1, Rc, Rd, Re, Rf, Q.sup.1 and J each have the same meanings as defined above and Z.sup.1 represents halogen atom or azole group; Z.sup.2 represents halogen atom, alkylsulfonate group and arylsulfonate group; Z.sup.3 represents halogen atom, R.sup.3 represents compounds having double bond and R.sup.4 represents substituents having reactive functional group.
In the reaction shown in the schemes (1), (2) and (3), as the solvent may be used lower alcohols such as methanol and ethanol; ketones such as acetone and methylethylketone; hydrocarbons such as benzene and toluene; ethers such as isopropyl ether, tetrahydrofuran and 1,4-dioxane; amides such as N,N-dimethylformamides and hexamethyl phosphoric triamide; halogenated hydrocarbons such as dichloromethane and dichloroethane. If necessary, these solvents may be used as a mixture or mixture with water.
As the base may be used inorganic bases such as sodium hydride, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogencarbonate and organic bases such as sodium methoxide, sodium ethoxide, triethylamine, pyridine, etc. If necessary, a tetraammonium salt such as triethylbenzylammonium chloride or the like can be added to reaction system as a catalyst. The reaction temperature ranges from -20.degree. C. to the boiling point of the solvent used in the reaction system, and is preferably in the range of -5.degree. C. to the boiling point of the solvent used therein. Molar ratio of the starting materials can be optionally selected for reaction. However, it is advantageous to use the materials in an equimolar ratio or near such ratio.
More specifically, in the Process 1-a of the scheme (1), the compound of the present invention of the formula [I] can be produced by reacting Z.sup.1 of the compound of the formula [III] with alcohols or thiols of the formula [IV] in a suitable solvent in the presence of the base. Z.sup.1 is preferable to be halogen atom, especially, chlorine or bromine atom, and azoles, especially, 1-imidazole. As the solvent, it is preferble to use N,N-dimethylformamide, methanol, ethanol, toluene and a mixture solvent of toluene-water. As the base, it is preferable to use inorganic base, especially, sodium carbonate, potassium carbonate, sodium hydroxide and potassium hydroxide. The reaction temperature is preferably in the range of from 20.degree. C. to 50.degree. C.
In this reaction, there may be a case that compounds are by-produced in which alcohols or thiols of the formula [IV] is substituted at the 4-position of pyridazinone ring. In that case, the by-products are required to be removed to purify the objective compounds of the present invention; thus the necessary separation and purification procedure being conducted by using conventional purification method such as re-crystallization, column chromatography and the like.
In the Process 1-b, the present compounds can be produced by reacting pyridazinone derivatives of the formula [V] with alkyl halides or alkylsulfonates of the formula [VI] in a suitable solvent in the presence of the base. Z.sup.2 is preferable to be chlorine or bromine atom. As the solvent, it is preferable to use N,N-dimethylformamide, methanol, ethanol, acetonitrile, toluene and a mixture solvent of toluene-water. As the base, it is preferable to use inorganic base, especially, sodium carbonate, potassium carbonate, sodium hydroxide and potassium hydroxide. The reaction temperature is preferably in the range of from 20.degree. C. to 120.degree. C., with proviso that when XH of the pyridazinone derivatives of the formula [V] is OH, it is preferable in the range from 20.degree. C. to 120.degree. C. and that when XH is SH, it is preferable to be in the range from 20.degree. C. to 50.degree. C.
In the Process 2-a of the scheme (2), the present compounds can be produced by alkylating the 2-position of pyridazinone derivatives of the formula [VII] with R-Z.sup.2 of the formula [VIII]. In the above procedure, the present compounds may be readily produced by adding inorganic or organic bases to the reaction system to raise the reactivity of the pyridazinone derivatives of the formula [VII].
In the Process 2-b of the scheme (2), the present compound of the formula [I] can be produced by adding N-halogenopyridazinones of the formula [IX] to olefin of the formula [X]. ##STR12##
The Process 2-b is an appropriate process for producing the present compounds of the formula [I] by referring the related technology disclosed in G.B.P. 999,448.
Z.sup.1 is preferable to be halogen atom, especially, chlorine, bromine or iodine atom. In this process, the present compounds of the formula [I] can be produced by reacting pyridazinone derivatives of the formula [IX] with equimolar or excess amount of (ten-time mols) of olefin of the formula [X] at the temperature of range from -5.degree. C. to 120.degree. C. The reaction may be well proceeded even by diluting the reaction system with a suitable solvent. As the solvent, it is preferable to use hydrocarbons, halogenated hydrocarbons, ketones, ethers, lower alcohols; more preferably, benzene, toluene, hexane, heptane, methylene chloride, chloroform, carbon tetrachloride, methyl ethyl ketone, methyl isobutyl ketone, isopropyl ether, 1,4-dioxane, methanol, ethanol. When olefin of the formula [X] having low boiling point is used, the good results can be obtained by using pressure reactor such as an autoclave.
N-Halogenopyridazinone derivative as a raw material can be synthesized according to the method disclosed by German Patent No. 1122069 or a somewhat improved method thereof. The Process 2-c of the scheme (2) is a method to produce the present compound of the formula [I] by chemically modifying the functional groups in the N-substituent (R.sup.4) of the pyridazinone derivatives of the formula [XI] to be converted into an intended N-substituent (R).
More specifically, the following methods are exemplified: a method in which halogen atom contained in R.sup.4 is substituted with neucleophic reagents (R'O.sup.-, R'S.sup.-, CN.sup.-, R'COO.sup.-, etc.); a method in which oxirane group contained in R.sup.4 is ring-opened by the above-mentioned neucleophilic reagents or electrophillic reagents (alkyl halide Lewis acid reagent); a method in which double or triple bonds contained in R.sup.4 are added with halogen molecules; a method in which the above-mentioned neucleophilic reagent is added in Michael type adding method to the double bond adjacent to the electron-withdrawing group contained in R.sup.4 ; a method in which halogen atom contained in R.sup.4 is converted into hydrogen halide in the presence of base and the hydrogen halide is splitted off from R.sup.4 to form double bond; a method in which alcohol group contained in R.sup.4 is oxidized into aldehyde group, ketone group or carboxyl group; a method in which the double bond contained in R.sup.4 is converted into oxirane group by oxidizing agent; a method in which aldehyde group, ketone group, carboxyl group or carboxylate contained in R.sup.4 is reduced into alcohol; a method in which halogen atom contained in R.sup.4 is dehalogenated; a method in which alcohol group contained in R.sup.4 is converted into the corresponding halide by using halogenating reagent; a method in which alcohol group and halogen atom contained in R.sup.4 are intramolecularly cyclized in the presence of the base to convert into oxacycloalkyl group; and a method in which thiol group and halogen atom contained in R.sup.4 are intramolecularly cyclized in the presence of the base to convert into thiacycloalkyl group.
The Process 3-a of the scheme (3) produces compounds of the formula [XIII] by reacting the compound of the formula [III] with compound of the formula [XII] in a suitable solvent in the presence of the base. Further, the produced compound in the above is reacted with heterocyclic halides or acid halides of the formula [XIV] in a suitable solvent in the presence of the base to produce the present compounds.
The compounds encompassed by the present invention are illustrated in detail by the compounds listed in Tables 1, 2 and 3. However, it should be understood that the compounds in Tables 1, 2 and 3 are merely illustrated and not to restrict the present invention.
In the Tables, Me represents methyl, Et represents ethyl, Pr represents propyl, Bu represents butyl, Pen represents pentyl, Hex represents hexyl, Ph represents unsubstituted phenyl, t represents tertiary, s represents secondary, i represents iso, and c represents cyclo.
Incidentally, a compound of the present invention which contains asymmetric carbon atom(s) includes optically active (+) compound and (-) compound.
Furthermore, compounds among the present invention in which geometric isomer exists therein include cis compound and trans compound.
TABLE 1__________________________________________________________________________In Compounds of the formula: ##STR13##R A X R.sup.1 R.sup.2 Y__________________________________________________________________________Cl.sub.2 CHC(Me).sub.2 Cl O H H 4-ClCl.sub.2 CHC(Me).sub.2 Cl O H H 2,4-Cl.sub.2Cl.sub.2 CHC(Me).sub.2 Cl O H H 4-ICl.sub.2 CHC(Me).sub.2 I O H H 4-ClCl.sub.2 CHC(Me).sub.2 I O H H 4-ICl.sub.2 CHC(Me).sub.2 Cl O H H 4-BrCl.sub.2 CHC(Me).sub.2 Cl O H Me 4-ClCl.sub.2 CHC(Me).sub.2 Cl O Cl H 4-ClCl.sub.2 CHC(Me).sub.2 Cl O H H 2,4,6-Cl.sub.3Cl.sub.2 CHC(Me).sub.2 Cl S H H 4-ClCl.sub.2 CHC(Me).sub.2 Cl S H H 4-Bu-tCl.sub.2 CHC(Me).sub.2 Cl S H H 4-IBrClCHC(Me).sub. 2 Cl O H H 4-ClBrClCHC(Me).sub.2 Cl O H H 4-IBrClCHC(Me).sub.2 Br O H H 4-ClBrClCHC(Me).sub.2 I O H H 4-ClBrClCHC(Me).sub.2 Cl O H H 4-BrBrClCHC(Me).sub.2 Cl O H H 2,4-F.sub.2BrClCHC(Me).sub.2 Cl S H H 4-ClBrClCHC(Me).sub.2 Cl S H H 4-Bu-tBr.sub.2 CHC(Me).sub.2 Cl O H H 4-ClBr.sub.2 CHC(Me).sub.2 Cl O H H 4-IBr.sub.2 CHC(Me).sub.2 Br O H H 4-IBr.sub.2 CHC(Me).sub.2 I O H H 4-IBr.sub.2 CHC(Me).sub.2 Cl O H H 4-BrBr.sub.2 CHC(Me).sub.2 OMe O H H 4-ClBr.sub.2 CHC(Me).sub.2 SMe O H H 4-ClBr.sub.2 CHC(Me).sub.2 Cl O H H 3-CF.sub.3Br.sub.2 CHC(Me).sub.2 Cl O H H 4-PhBr.sub.2 CHC(Me).sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3Br.sub.2 CHC(Me).sub.2 Cl S H H 4-ClBr.sub.2 CHC(Me).sub.2 Cl S H H 4-Bu-tBr.sub.2 CHC(Me).sub.2 Cl S H H 4-EtBrClCHCH(Me) Cl O H H 4-ClBrClCHCH(Me) Cl O H H 4-IBr.sub.2 CHCH(Me) Cl O H H 4-ClBr.sub.2 CHCH(Me) Cl O H H 4-ICl.sub.2 CHCH(CH.sub.2 Cl) Cl O H H 4-ClCl.sub.2 CHCH(CH.sub.2 Cl) Cl O H H 4-ICl.sub.2 CHCH(CH.sub.2 Cl) Br O H H 4-ClCl.sub.2 CHCH(CH.sub.2 Cl) I O H H 4-ClBrClCHCH(CH.sub.2 Cl) Cl O H H 4-ClBrClCHCH(CH.sub.2 Cl) Cl O H H 4-IBrClCHCH(CH.sub.2 Br) Cl O H H 4-ClBr.sub.2 CHCH(CH.sub.2 Br) Cl O H H 4-ClBr.sub.2 CHCH(CH.sub.2 Br) Cl O H H 4-ICl.sub.2 CHCCl(CH.sub.2 Cl) Cl O H H 4-ClCl.sub.2 CHCCl(CH.sub.2 Cl) Cl O H H 4-ICl.sub.2 CHCCl(CH.sub.2 Cl) I O H H 4-ClBrClCHCCl(CH.sub.2 Cl) Cl O H H 4-ClBrClCHCCl(CH.sub.2 Cl) Cl O H H 4-IClCH.sub.2 CCl(Me) Cl O H H 4-ClClCH.sub.2 CCl(Me) Cl O H H 4-IClCH.sub.2 CCl(Me) I O H H 4-ClBrCH.sub.2 CBr(Me) Cl O H H 4-ClBrCH.sub.2 CBr(Me) Cl O H H 4-IBrCH.sub.2 CBr(Me) Br O H H 4-ClBrCH.sub.2 CBr(Me) I O H H 4-ClCl.sub.3 CCH(Me) Cl O H H 4-ClCl.sub. 3 CCH(Me) Cl O H H 4-IBrCl.sub.2 CCH(Me) Cl O H H 4-ClMeCHClCHBr Cl O H H 4-ClMeCHClCHBr Cl O H H 4-IMeCHBrCHBr Cl O H H 4-ClMeCHBrCHBr Cl O H H 4-IMeCCl.sub.2 CH.sub.2 Cl O H H 4-ClMeCCl.sub.2 CH.sub.2 Cl O H H 4-IMeCCl.sub.2 CH.sub.2 Br O H H 4-ClMeCCl.sub.2 CH.sub.2 I O H H 4-ClMeCCl.sub.2 CH.sub.2 Cl O H H 4-BrMeCCl.sub.2 CH.sub.2 H O H H 4-ClMeCCl.sub.2 CH.sub.2 H O H H 4-IMeCCl.sub.2 CH.sub.2 I O H H 4-IMeCCl.sub.2 CH.sub.2 Cl O H H 2,4-Cl.sub.2MeCCl.sub.2 CH.sub.2 F O H H 4-IMeCCl.sub.2 CH.sub.2 SMe O H H 4-ClMeCCl.sub.2 CH.sub.2 I O H Me 4-ClMeCCl.sub.2 CH.sub.2 Cl O H H 4-OMeMeCCl.sub.2 CH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'MeCCl.sub.2 CH.sub.2 Cl O H H 4-CNMeCCl.sub.2 CH.sub.2 Cl O H H 3,5-Cl.sub.2MeCCl.sub.2 CH.sub.2 Cl S H H 4-ClMeCCl.sub. 2 CH.sub.2 Cl S H H 4-Bu-tMeCCl.sub.2 CH.sub.2 Cl S H H 4-HexMeCCl.sub.2 CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OPrMeCCl.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 PhMeCCl.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 SMeMeCBrClCH.sub.2 Cl O H H 4-ClMeCBrClCH.sub.2 Cl O H H 4-IMeCBrClCH.sub.2 Br O H H 4-ClMeCBrClCH.sub.2 I O H H 4-ClMeCBrClCH.sub.2 Cl O H H 4-BrMeCBrClCH.sub.2 Cl O H H 4-PrMeCBrClCH.sub.2 I O H H 4-IMeCBrClCH.sub.2 Cl O H H 2,4-Cl.sub.2MeCBrClCH.sub.2 Me O H H 4-BrMeCBrClCH.sub.2 SMe O H H 2-F,4-ClMeCBrClCH.sub.2 Cl O OH H 4-ClMeCBrClCH.sub.2 Cl O H H 4-PrMeCBrClCH.sub.2 Cl O H H 2-Cl, 4-FMeCBrClCH.sub.2 Cl S H H 4-ClMeCBrClCH.sub.2 Cl S H H 4-Bu-tMeCBrClCH.sub.2 Cl S H H 4-(Q4)MeCBrClCH.sub.2 Cl S H H 3,4-Cl.sub.2MeCBr.sub.2 CH.sub.2 Cl O H H 4-ClMeCBr.sub.2 CH.sub.2 Cl O H H 4-IMeCBr.sub.2 CH.sub.2 Br O H H 4-ClMeCBr.sub.2 CH.sub.2 I O H H 4-ClMeCBr.sub.2 CH.sub.2 Cl O H H 4-BrMeCBr.sub.2 CH.sub.2 Cl O H H 2,4-Cl.sub.2MeCBr.sub.2 CH.sub.2 Et O H H 4-ClMeCBr.sub.2 CH.sub.2 SEt O H H 4-ClMeCBr.sub.2 CH.sub.2 Cl O H H 4-PenMeCBr.sub.2 CH.sub.2 Cl O H H 4-OPr-iMeCBr.sub.2 CH.sub.2 Cl O H H 2-Cl, 4-CF.sub.3MeCBr.sub.2 CH.sub.2 Cl S H H 4-Bu-tMeCBr.sub.2 CH.sub.2 Cl S H H 4-ClMeCBr.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 OPrMeC(Br).sub.2 CH.sub.2 Cl S H H 4-OPrClCH.sub.2 CHClCHCl Cl O H H 4-ClClCH.sub.2 CHClCHCl Cl O H H 4-IClCH.sub.2 CHClCHCl Br O H H 4-ClClCH.sub.2 CHClCHCl I O H H 4-ClBrCH.sub.2 CHClCHBr Cl O H H 4-ClBrCH.sub.2 CHClCHBr Cl O H H 4-IBrCH.sub.2 CHClCHBr I O H H 4-ClClCH.sub.2 CHBrCHCl Cl O H H 4-ClClCH.sub.2 CHBrCHCl Cl O H H 4-IBrCH.sub.2 CHBrCHBr Cl O H H 4-ClBrCH.sub.2 CHBrCHBr Cl O H H 4-IBrCH.sub.2 CHBrCHBr Br O H H 4-ClBrCH.sub.2 CHBrCHBr I O H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H 4-IClCH.sub.2 CCl.sub.2 CH.sub.2 Br O H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 I O H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H 4-BrClCH.sub.2 CCl.sub.2 CH.sub.2 H O H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 H O H H 4-IClCH.sub.2 CCl.sub.2 CH.sub.2 I O H H 4-IClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H 2,4-Cl.sub.2ClCH.sub.2 CCl.sub.2 CH.sub.2 Pr O H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 SEt O H H 4-IClCH.sub.2 CCl.sub.2 CH.sub.2 Br O Cl H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H 2,3,4,5, 6-F.sub.5ClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H 2,6-Cl.sub.2, 4-FClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H 4-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMeClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H 4-EtClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H 4-CH.sub.2 OEtClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-ClClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-IClCH.sub.2 CBrClCH.sub.2 Br O H H 4-ClClCH.sub.2 CBrClCH.sub.2 I O H H 4-ClClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-BrClCH.sub.2 CBrClCH.sub.2 Cl O H H 2,4-Cl.sub.2ClCH.sub.2 CBrClCH.sub.2 Pr-i O H H 4-ClClCH.sub.2 CBrClCH.sub.2 SPr O H H 4-ClClCH.sub.2 CBrClCH.sub.2 Br O OMe H 4-ClClCH.sub.2 CBrClCH.sub.2 Cl O H H 4-Bu-tClCH.sub.2 CBrClCH.sub.2 Cl O H H 2-OMe, 4-ClClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-ClClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-C.sub.8 H.sub.17ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-OCH.sub.2 C.sub.6 H.sub.4 Cl-4'ClCH.sub.2 CBrClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMeBrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-ClBrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CBrClCH.sub.2 Br O H H 4-ClBrCH.sub.2 CBrClCH.sub.2 I O H H 4-ClBrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-BrBrCH.sub.2 CBrClCH.sub.2 Bu O H H 4-ClBrCH.sub.2 CBrClCH.sub.2 SOMe O H H 4-ClBrCH.sub.2 CBrClCH.sub.2 Cl O H H 4-OBu-sBrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-ClBrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-CH.sub.2 OMeBrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-CH.sub.2 -Q1BrCH.sub.2 CBrClCH.sub.2 Cl S H H 4-OPhBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H 4-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H 4-IBrCH.sub.2 CBr.sub.2 CH.sub.2 Br O H H 4-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 I O H H 4-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H 4-BrBrCH.sub.2 CBr.sub.2 CH.sub.2 OMe O H H 4-BrBrCH.sub.2 CBr.sub.2 CH.sub.2 SO.sub.2 Et O H H 4-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H 2,4,5-Cl.sub. 3BrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H 4-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H 4-Bu-tBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl4'BrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H 4-CH(C.sub.6 H.sub.3 F.sub.2 -2,4)BrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H 4-NMe.sub.2MeCHBrCCl.sub.2 Cl O H H 4-ClMeCHBrCCl.sub.2 Cl O H H 4-IMeCHBrCCl.sub.2 Cl O H H 4-ClMeCHBrCCl.sub.2 Cl O H H 4-IClCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClClCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2ClCH.sub.2 CHClCH.sub.2 Cl O H H 4-IClCH.sub.2 CHClCH.sub.2 Br O H H 4-ClClCH.sub.2 CHClCH.sub.2 Br O H H 4-IClCH.sub.2 CHClCH.sub.2 I O H H 4-ClClCH.sub.2 CHClCH.sub.2 I O H H 4-IClCH.sub.2 CHClCH.sub.2 Cl S H H 4-ClClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CHClCH.sub.2 Cl S H H 4-CO-Q1ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-CH.sub.2(C.sub. 6 H.sub.3 Cl.sub.2 -2,4)ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2 NMe.sub.2ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMeClCH.sub.2 CHClCH.sub.2 Cl S H H 4-IClCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClClCH.sub.2 CHClCH.sub.2 Cl O H H 4-IClCH.sub.2 CHClCH.sub.2 Br O H H 4-ClClCH.sub.2 CHClCH.sub.2 I O H H 4-ClClCH.sub.2 CHClCH.sub.2 Cl S H H 4-ClClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CHClCH.sub.2 Cl S H H 4-CH.sub.2 CHCH.sub.2ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-SPhBrCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClBrCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CHClCH.sub.2 Br O H H 4-ClBrCH.sub.2 CHClCH.sub.2 I O H H 4-ClBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-ClBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2 SEtBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-SO.sub.2 PrBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClBrCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2BrCH.sub.2 CHClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CHClCH.sub.2 Br O H H 4-ClBrCH.sub.2 CHClCH.sub.2 I O H H 4-ClBrCH.sub.2 CHClCH.sub.2 H O H H 4-ClBrCH.sub.2 CHClCH.sub.2 H O H H 4-IBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-ClBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tBrCH.sub.2 CHClCH.sub.2 Cl S H H 4-CH.sub.2 PhICH.sub.2 CHClCH.sub.2 Cl O H H 4-ClICH.sub.2 CHClCH.sub.2 Cl O H H 4-IICH.sub.2 CHClCH.sub.2 Br O H H 4-ClICH.sub.2 CHClCH.sub.2 I O H H 4-ClICH.sub.2 CHClCH.sub.2 I O H H 4-IICH.sub.2 CHClCH.sub.2 Cl S H H 4-ClICH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tICH.sub.2 CHClCH.sub.2 Cl S H H 4-OEtICH.sub.2 CHClCH.sub.2 Cl S H H 3,4-Cl.sub.2ICH.sub.2 CHClCH.sub.2 Cl O H H 4-ClICH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2ICH.sub.2 CHClCH.sub.2 Cl O H H 4-IICH.sub.2 CHClCH.sub.2 Br O H H 4-ClICH.sub.2 CHClCH.sub.2 I O H H 4-ClICH.sub.2 CHClCH.sub.2 Cl S H H 4-ClICH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tMeCHClCCl(Me) Cl O H H 4-ClMeCHClCCl(Me) Cl O H H 4-IMeCHClCCl(Me) Cl O H H 4-ClMeCHClCCl(Me) Cl O H H 4-IMeCHClCCl(Me) Cl O H H 4-ClMeCHClCCl(Me) Cl O H H 4-IMeCHClCCl(Me) Cl O H H 4-ClMeCHClCCl(Me) Cl O H H 4-IMeCCl.sub.2 CH(Me) Cl O H H 4-ClMeCCl.sub.2 CH(Me) Cl O H H 4-IMeCBrClCH(Me) Cl O H H 4-ClMeCBrClCH(Me) Cl O H H 4-IMeCBr.sub.2 CH(Me) Cl O H H 4-ClMeCBr.sub.2 CH(Me) Cl O H H 4-IMe.sub.2 CClCHCl Cl O H H 4-ClMe.sub.2 CClCHCl Cl O H H 2,4-Cl.sub.2Me.sub.2 CClCHCl Cl O H H 4-IMe.sub.2 CClCHCl Br O H H 4-ClMe.sub.2 CClCHCl Br O H H 4-IMe.sub.2 CClCHCl I O H H 4-ClMe.sub.2 CClCHCl I O H H 4-IMe.sub.2 CClCHCl Cl S H H 4-ClMe.sub.2 CClCHCl Cl S H H 4-Bu-tMe.sub.2 CClCHCl Cl S H H 4-O(CH.sub.2).sub.3 OMeMe.sub.2 CClCHCl Cl S H H 4-EtMe.sub.2 CClCHCl Cl S H H 4-OCF.sub.3Me.sub.2 CClCHCl Cl O H H 4-ClMe.sub.2 CClCHCl Cl O H H 4-IMe.sub.2 CClCHCl Br O H H 4-ClMe.sub.2 CClCHCl I O H H 4-ClMe.sub.2 CClCHCl Cl S H H 4-ClMe.sub.2 CClCHCl Cl S H H 4-Bu-tMe.sub.2 CClCHCl Cl S H H 4-OCH.sub.2 C.sub.6 H.sub.4 Cl-4'Me.sub.2 CClCHCl Cl S H H 4-SOEtMe.sub.2 CClCHCl Cl S H H 4-OCH.sub.2 CHCHMeMe.sub.2 CBrCHCl Cl O H H 4-ClMe.sub.2 CBrCHCl Cl O H H 2,4-Cl.sub.2Me.sub.2 CBrCHCl Cl O H H 4-IMe.sub.2 CBrCHCl Br O H H 4-ClMe.sub.2 CBrCHCl I O H H 4-ClMe.sub.2 CBrCHCl Cl S H H 4-ClMe.sub.2 CBrCHCl Cl S H H 4-Bu-tMe.sub.2 CBrCHCl Cl S H H 4-OPhMe.sub.2 CBrCHCl Cl S H H 4-(Q1)Me.sub.2 CBrCHCl Cl S H H 4-SBuMe.sub.2 CBrCHBr Cl O H H 4-ClMe.sub.2 CBrCHBr Cl O H H 2,4-Cl.sub.2Me.sub.2 CBrCHBr Br O H H 4-ClMe.sub.2 CBrCHBr I O H H 4-ClMe.sub.2 CBrCHBr H O H H 4-ClMe.sub.2 CBrCHBr H O H H 4-IMe.sub.2 CBrCHBr Cl S H H 4-ClMe.sub.2 CBrCHBr Cl S H H 4-Bu-t(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 4-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 4-I(ClCH.sub.2).sub.2 CClCH.sub.2 Br O H H 4-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 I O H H 4-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 4-Br(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 2-F, 4-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 OBu O H H 4-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H Me 4-I(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 2,5-Me.sub.2(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 4-OCHF.sub.2(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 2,4,6-Cl.sub.3(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H 4-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H 4-Bu-t(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H 4-SO.sub.2 Et(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H 4-SMe(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H 4-I(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMe(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H 4-Cl(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H 4-I(ClCH.sub.2).sub.2 CBrCH.sub.2 Br O H H 4-Cl(ClCH.sub.2).sub.2 CBrCH.sub.2 I O H H 4-Cl(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H 4-Br(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H Et 4-Cl(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H 4-Bu-s(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H 2,4-F.sub.2(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl S H H 4-Cl(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl S H H 4-Bu-t(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl S H H 4-SPhClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl O H H 4-ClClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl O H H 4-IClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Br O H Me 4-ClClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl O H H 3-CF.sub.3ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3ClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl S H H 4-ClClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl S H H 4-CH.sub.2 C.sub.6 H.sub.4 Cl-4'ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-BrClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 2,4-Cl.sub.2ClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 F O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Me O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 SMe O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H Me 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O Cl H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 F O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 SMe O H H 2,4-Cl.sub.2ClCH.sub.2 CCl(Me)CH.sub.2 I O H Me 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-OMeClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CNClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 3,5-Cl.sub.2ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-HexClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-O-(Q4)ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OPrClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4 CF.sub.3 -4'ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-COEtClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-BrClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IClCH.sub.2 CBr(Me)CH.sub.2 Br O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 F O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Me O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 OMe O H H 4-IClCH.sub.2 CCl(Me)CH.sub.2 SMe O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClClCH.sub.2 CBr(Me)CH.sub.2 Cl O H Me 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O Cl H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Pr O H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 SBu O H H 2-F, 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O OH H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2-Cl, 4-FClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4 F-4'ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 3,4-Cl.sub.2ClCH.sub.2 CHClCH(CH.sub.2 Cl) Cl O H H 4-ClClCH.sub.2 CHClCH(CH.sub.2 Cl) Cl O H H 4-IClCH.sub.2 CHClCH(CH.sub.2 Cl) Br O H H 4-ClClCH.sub.2 CHClCH(CH.sub.2 Cl) I O H H 4-ClClCH.sub.2 CHClCH(CH.sub.2 Cl) Cl O H H 4-ClClCH.sub.2 CHClCH(CH.sub.2 Cl) Cl O H H 4-IBrCH.sub.2 CHClCH(CH.sub.2 Br) Cl O H H 4-ClBrCH.sub.2 CHClCH(CH.sub.2 Br) Cl O H H 4-IBrCH.sub.2 CHClCH(CH.sub.2 Br) Cl O H H 4-ClBrCH.sub.2 CHClCH(CH.sub.2 Br) Cl O H H 4-IBrCH.sub.2 CHClCH(CH.sub.2 Br) Br O H H 4-ClBrCH.sub.2 CHClCH(CH.sub.2 Br) I O H H 4-ClMeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-ClMeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-IMeCCl.sub.2 CH(CH.sub.2 Cl) Br O H H 4-ClMeCCl.sub.2 CH(CH.sub.2 Cl) I O H H 4-ClMeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-ClMeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H 4-IMeCCl.sub.2 CH(CH.sub.2 Cl) I O H H 4-ClClCH.sub.2 CHClCHCl Cl O H H 4-ClClCH.sub.2 CHClCHCl Cl O H H 4-IClCH.sub.2 CHBrCHCl Cl O H H 4-ClClCH.sub.2 CHBrCHCl Cl O H H 4-I(Me).sub.2 CClCH(CH.sub.2 Br) Cl O H H 4-Cl(Me).sub.2 CClCH(CH.sub.2 Br) Cl O H H 4-I(Me).sub.2 CClCH(CH.sub.2 Br) Br O H H 4-Cl(Me).sub.2 CClCH(CH.sub.2 Br) I O H H 4-Cl(Me).sub.2 CBrCH(CH.sub.2 Br) Cl O H H 4-Cl(Me).sub.2 CBrCH(CH.sub.2 Br) Cl O H H 4-I(Me).sub.2 CBrCH(CH.sub.2 Br) Br O H H 4-Cl(Me).sub.2 CBrCH(CH.sub.2 Br) I O H H 4-Cl(Me).sub.2 CClCH(C.sub.2 H.sub.4 Br) Cl O H H 4-Cl(Me).sub.2 CClCH(C.sub.2 H.sub.4 Br) Cl O H H 4-I(Me).sub.2 CBrCH(C.sub.2 H.sub.4 Br) Cl O H H 4-Cl(Me).sub.2 CBrCH(C.sub.2 H.sub.5 Br) Cl O H H 4-IClCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-ClClCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-IClCH.sub.2 CHClC(Me).sub.2 Br O H H 4-ClClCH.sub.2 CHClC(Me).sub.2 I O H H 4-ClClCH.sub.2 CHBrC(Me).sub.2 Cl O H H 4-ClClCH.sub.2 CHBrC(Me).sub.2 Cl O H H 4-IBrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-ClBrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-IBrCH.sub.2 CHClC(Me).sub.2 I O H H 4-ClBrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-ClBrCH.sub.2 CHClC(Me).sub.2 Cl O H H 4-IBrCH.sub.2 CHClC(Me).sub.2 I O H H 4-ClClCH.sub.2 CHClCH(Me) Cl O H H 4-ClClCH.sub.2 CHClCH(Me) Cl O H H 4-IClCH.sub.2 CHClCH(Me) Br O H H 4-ClClCH.sub.2 CHClCH(Me) I O H H 4-ClClCH.sub.2 CHBrCH(Me) Cl O H H 4-ClClCH.sub.2 CHBrCH(Me) Cl O H H 4-IMeCHClCH(CH.sub.2 Cl) Cl O H H 4-CIMeCHClCH(CH.sub.2 Cl) Cl O H H 4-IMeCHClCH(CH.sub.2 Cl) Br O H H 4-ClMeCHClCH(CH.sub.2 Cl) I O H H 4-ClMeCHBrCH(CH.sub.2 Cl) Cl O H H 4-ClMeCHBrCH(CH.sub.2 Cl) Cl O H H 4-IClCH.sub.2 CCl.sub.2 CHCl Cl O H H 4-ClClCH.sub.2 CCl.sub.2 CHCl Cl O H H 4-IClCH.sub.2 CCl.sub.2 CHCl Br O H H 4-ClClCH.sub.2 CCl.sub.2 CHCl I O H H 4-ClClCH.sub.2 CBrClCHCl Cl O H H 4-ClClCH.sub.2 CBrClCHCl Cl O H H 4-IClCH.sub.2 CHClCCl(Me) Cl O H H 4-ClClCH.sub.2 CHClCCl(Me) Cl O H H 4-IClCH.sub.2 CHClCCl(Me) Br O H H 4-ClClCH.sub.2 CHClCCl(Me) I O H H 4-ClClCH.sub.2 CHBrCCl(Me) Cl O H H 4-ClClCH.sub.2 CHBrCCl(Me) Cl O H H 4-ICl.sub.2 CHCHClCH.sub.2 Cl O H H 4-ClCl.sub.2 CHCHClCH.sub.2 Cl O H H 4-ICl.sub.2 CHCHClCH.sub.2 Br O H H 4-ClCl.sub.2 CHCHClCH.sub.2 I O H H 4-ClBrClCHCHBrCH.sub.2 Cl O H H 4-ClBrClCHCHBrCH.sub.2 Cl O H H 4-IBrClCHCHBrCH.sub.2 Br O H H 4-ClBrClCHCHBrCH.sub.2 I O H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 4-BrCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 4-ICl.sub.2 CHCCl.sub.2 CH.sub.2 Br O H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Br O H H 4-ICl.sub.2 CHCCl.sub.2 CH.sub. 2 I O H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 I O H H 4-ICl.sub.2 CHCCl.sub.2 CH.sub.2 Et O H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 SEt O H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O OMe H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 4-PenCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 4-Bu-iCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 4-OPr-iCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H 2-Cl, 4-CF.sub.3Cl.sub.2 CHCCl.sub.2 CH.sub.2 Cl S H H 4-Bu-tCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl S H H 4-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl S H H 4-OCH.sub.2 C(Me)CH.sub.2 9Cl.sub.2 CHCCl.sub.2 CH.sub.2 Cl S H H 4-OPrClBrCHCClBrCH.sub.2 Cl O H H 4-ClClBrCHCClBrCH.sub.2 Cl O H H 4-IClBrCHCClBrCH.sub.2 Br O H H 4-ClClBrCHCClBrCH.sub.2 H O H H 4-ClClBrCHCClBrCH.sub.2 H O H H 4-IClBrCHCClBrCH.sub.2 Bu O H H 4-ClClBrCHCClBrCH.sub.2 SEt O H H 4-IClBrCHCClBrCH.sub.2 Cl O H H 3-ClClBrCHCClBrCH.sub.2 Cl S H H 4-ClClBrCHCClBrCH.sub.2 Cl S H H 4-Bu-tClCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClClCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-IClCH.sub.2 CH.sub.2 CHClCH.sub.2 Br O H H 4-ClClCH.sub.2 CH.sub.2 CHClCH.sub.2 I O H H 4-ClClCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClClCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClBrCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClBrCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CH.sub.2 CHClCH.sub.2 Br O H H 4-ClBrCH.sub.2 CH.sub.2 CHClCH.sub.2 I O H H 4-ClMeCHClCHClCH.sub.2 Cl O H H 4-ClMeCHClCHClCH.sub.2 Cl O H H 2,4-Cl.sub.2MeCHClCHClCH.sub.2 Cl O H H 4-IMeCHClCHClCH.sub.2 Br O H H 4-ClMeCHClCHClCH.sub.2 Br O H H 4-IMeCHClCHClCH.sub.2 I O H H 4-ClMeCHClCHClCH.sub.2 I O H H 4-IMeCHClCHBrCH.sub.2 Cl O H H 4-ClMeCHClCHBrCH.sub.2 Cl O H H 2,4-Cl.sub.2MeCHClCHBrCH.sub.2 Cl O H H 4-IMeCHClCHBrCH.sub.2 Br O H H 4-ClMeCHClCHBrCH.sub.2 Br O H H 4-IMeCHClCHBrCH.sub.2 I O H H 4-ClMeCHClCHBrCH.sub.2 I O H H 4-IMeCHBrCHClCH.sub.2 Cl O H H 4-ClMeCHBrCHClCH.sub.2 Cl O H H 2,4-Cl.sub.2MeCHBrCHClCH.sub.2 Cl O H H 4-IMeCHBrCHClCH.sub.2 Br O H H 4-ClMeCHBrCHClCH.sub.2 I O H H 4-ClMeCHBrCHBrCH.sub.2 Cl O H H 4-ClMeCHBrCHBrCH.sub.2 Cl O H H 4-IMeCHBrCHBrCH.sub.2 Br O H H 4-ClMeCHBrCHBrCH.sub.2 I O H H 4-ClClCH.sub.2 CHClCHClCH.sub.2 Cl O H H 4-ClClCH.sub.2 CHClCHClCH.sub.2 Cl O H H 4-IClCH.sub.2 CHClCHClCH.sub.2 Br O H H 4-ClClCH.sub.2 CHClCHClCH.sub.2 I O H H 4-ClClCH.sub.2 CHClCHBrCH.sub.2 Cl O H H 4-ClClCH.sub.2 CHClCHBrCH.sub.2 Cl O H H 4-IClCH.sub.2 CHBrCHBrCH.sub.2 Cl O H H 4-ClClCH.sub.2 CHBrCHBrCH.sub.2 Cl O H H 4-IBrCH.sub.2 CH.sub.2 CHClC(Me).sub.2 Cl O H H 4-ClBrCH.sub.2 CH.sub.2 CHClC(Me).sub.2 Cl O H H 4-IBrCH.sub.2 CH.sub.2 CHClC(Me).sub.2 Cl O H H 4-ClBrCH.sub.2 CH.sub.2 CHClC(Me).sub.2 Cl O H H 4-IMe.sub.2 CClCHClCH.sub.2 Cl O H H 4-ClMe.sub.2 CClCHClCH.sub.2 Cl O H H 4-IMe.sub.2 CClCHClCH.sub.2 Br O H H 4-ClMe.sub.2 CClCHClCH.sub.2 I O H H 4-ClMe.sub.2 CClCHBrCH.sub.2 Cl O H H 4-ClMe.sub.2 CClCHBrCH.sub.2 Cl O H H 4-IMe.sub.2 CBrCHClCH.sub.2 Cl O H H 4-ClMe.sub.2 CBrCHClCH.sub.2 Cl O H H 4-IMe.sub.2 CBrCHClCH.sub.2 I O H H 4-ClMe.sub.2 CBrCHBrCH.sub.2 Cl O H H 4-ClMe.sub.2 CBrCHBrCH.sub.2 Cl O H H 4-IMe.sub.2 CBrCHBrCH.sub.2 Br O H H 4-ClMe.sub.2 CBrCHBrCH.sub.2 I O H H 4-ClClCH.sub.2 CHClCH.sub.2 CH.sub.2 Cl O H H 4-ClClCH.sub.2 CHClCH.sub.2 CH.sub.2 Cl O H H 4-IClCH.sub.2 CHClCH.sub.2 CH.sub.2 Br O H H 4-ClClCH.sub.2 CHClCH.sub.2 CH.sub.2 I O H H 4-ClBrCH.sub.2 CHBrCH.sub.2 CH.sub.2 Cl O H H 4-ClBrCH.sub.2 CHBrCH.sub.2 CH.sub.2 Cl O H H 4-IBrCH.sub.2 CHBrCH.sub.2 CH.sub.2 Br O H H 4-ClBrCH.sub.2 CHBrCH.sub.2 CH.sub.2 I O H H 4-ClMeCCl.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeCCl.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCCl.sub.2 CHClCH.sub.2 Br O H H 4-ClMeCCl.sub.2 CHClCH.sub.2 I O H H 4-ClMeCClBrCHBrCH.sub.2 Cl O H H 4-ClMeCClBrCHBrCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.3 CHClCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.3 CHClCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.3 CHBrCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.3 CHBrCH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-ClPrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 Cl)CH.sub.2 I O H H 4-IPrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-ClPrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.4 CHClCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.4 CHClCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.4 CHBrCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.4 CHBrCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.6 CHClCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.6 CHClCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.6 CHBrCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.6 CHBrCH.sub.2 Cl O H H 4-IClCH.sub.2 CH(Me) Cl O H H 4-ClClCH.sub.2 CH(Me) Cl O H H 4-IClCH.sub.2 C(Me).sub.2 Cl O H H 4-ClClCH.sub.2 C(Me) Cl O H H 4-ICl(CH.sub.2).sub.3 Cl O H H 4-ClCl(CH.sub.2).sub.3 Cl O H H 4-ICl(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2Cl(CH.sub.2).sub.3 Br O H H 4-ClCl(CH.sub.2).sub.3 I O H H 4-ClCl(CH.sub.2).sub.3 Cl S H H 4-ClCl(CH.sub.2).sub.3 Cl S H H 4-Bu-tBr(CH.sub.2).sub.3 Cl O H H 4-ClBr(CH.sub.2).sub.3 Cl O H H 4-IBr(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2Br(CH.sub.2).sub.3 Br O H H 4-ClBr(CH.sub.2).sub.3 I O H H 4-ClBr(CH.sub.2).sub.3 Cl S H H 4-ClBr(CH.sub.2).sub.3 Cl S H H 4-Bu-tI(CH.sub.2).sub.3 Cl O H H 4-ClI(CH.sub.2).sub.3 Cl O H H 4-II(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2I(CH.sub.2).sub.3 Br O H H 4-ClI(CH.sub.2).sub.3 I O H H 4-ClI(CH.sub.2).sub.3 Cl S H H 4-ClI(CH.sub.2).sub.3 Cl S H H 4-Bu-tMeCHClCH.sub.2 Cl O H H 4-ClMeCHClCH.sub.2 Cl O H H 4-IMeCHBrCH.sub.2 Cl O H H 4-ClMeCHBrCH.sub.2 Cl O H H 4-IMe.sub.2 CClC(Me).sub.2 Cl O H H 4-ClMe.sub.2 CClC(Me).sub.2 Cl O H H 4-IMe.sub.2 CBrC(Me).sub.2 Cl O H H 4-ClMe.sub.2 CBrC(Me).sub.2 Cl O H H 4-IMeCHClCH(Et) Cl O H H 4-ClMeCHClCH(Et) Cl O H H 4-IMeCHBrCH(Et) Cl O H H 4-ClMeCHBrCH(Et) Cl O H H 4-IMeCHClCH(Pr) Cl O H H 4-ClMeCHClCH(Pr) Cl O H H 4-IMeCHBrCH(Pr) Cl O H H 4-ClMeCHBrCH(Pr) Cl O H H 4-IMeCHClCH(Pr-i) Cl O H H 4-ClMeCHClCH(Pr-i) Cl O H H 4-IMeCHBrCH(Pr-i) Cl O H H 4-ClMeCHBrCH(Pr-i) Cl O H H 4-IMeCHClCH(Bu) Cl O H H 4-ClMeCHClCH(Bu) Cl O H H 4-IMeCHBrCH(Bu) Cl O H H 4-ClMeCHBrCH(Bu) Cl O H H 4-IMeCHClCH(Pen) Cl O H H 4-ClMeCHClCH(Pen) Cl O H H 4-IMeCHBrCH(Pen) Cl O H H 4-ClMeCHBrCH(Pen) Cl O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-BrMe.sub.2 CClCH.sub.2 Br O H H 4-ClMe.sub.2 CClCH.sub.2 Br O H H 4-IMe.sub.2 CClCH.sub.2 I O H H 4-ClMe.sub.2 CClCH.sub.2 I O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2Me.sub.2 CClCH.sub.2 Pr-i O H H 4-ClMe.sub.2 CClCH.sub.2 SPr O H H 4-ClMe.sub.2 CClCH.sub.2 Br O OMe H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-Bu-tMe.sub.2 CClCH.sub.2 Cl O H H 3-OBuMe.sub.2 CClCH.sub.2 Cl O H H 4-FMe.sub.2 CClCH.sub.2 Cl S H H 4-ClMe.sub.2 CClCH.sub.2 Cl S H H 4-Bu-tMe.sub.2 CClCH.sub.2 Cl S H H 4-CF.sub.3Me.sub.2 CClCH.sub.2 Cl S H H 4-CH(OH)EtMe.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMeMe.sub.2 CBrCH.sub.2 Cl O H H 4-ClMe.sub.2 CBrCH.sub.2 Cl O H H 4-BrMe.sub.2 CBrCH.sub.2 Br O H H 4-ClMe.sub.2 CBrCH.sub.2 I O H H 4-ClMe.sub.2 CBrCH.sub.2 H O H H 4-ClMe.sub.2 CBrCH.sub.2 H O H H 4-IMe.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2Me.sub.2 CBrCH.sub.2 Bu O H H 4-ClMe.sub.2 CBrCH.sub.2 SOEt O H H 4-ClMe.sub.2 CBrCH.sub.2 I O Cl H 4-ClMe.sub.2 CBrCH.sub.2 Cl O H H 4-OBu-sMe.sub.2 CBrCH.sub.2 Cl S H H 4-ClMe.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-tMe.sub.2 CBrCH.sub.2 Cl S H H 4-PhMe.sub.2 CBrCH.sub.2 Cl S H H 4-OPhMe.sub.2 CBrCH.sub.2 Cl S H H 4-CH(OMe)EtMeCHClCH(Me) Cl O H H 4-ClMeCHClCH(Me) Cl O H H 4-IMeCHBrCH(Me) Cl O H h 4-ClMeCHBrCH(Me) Cl O H h 4-IMeCHClC(Me).sub.2 Cl O H H 4-ClMeCHClC(Me).sub.2 Cl O H H 4-IMeCHBrC(Me).sub.2 Cl O H H 4-ClMeCHBrC(Me).sub.2 Cl O H H 4-IMe.sub.2 CClCH(Me) Cl O H H 4-ClMe.sub.2 CClCH(Me) Cl O H H 4-IMe.sub.2 CBrCH(Me) Cl O H H 4-ClMe.sub.2 CBrCH(Me) Cl O H H 4-IMe.sub.2 CClCH(Bu-t) Cl O H H 4-ClMe.sub.2 CClCH(Bu-t) Cl O H H 4-IMe.sub.2 CBrCH(Bu-t) Cl O H H 4-ClMe.sub.2 CBrCH(Bu-t) Cl O H H 4-IMeCHClC(Me)(Et) Cl O H H 4-ClMeCHClC(Me)(Et) Cl O H H 4-IMeCHBrC(Me)(Et) Cl O H H 4-ClMeCHBrC(Me)(Et) Cl O H H 4-ICl(CH.sub.2).sub.4 Cl O H H 4-ClCl(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2Cl(CH.sub.2).sub.4 Cl O H H 4-ICl(CH.sub.2).sub.4 Br O H H 4-ClCl(CH.sub.2).sub.4 I O H H 4-ClCl(CH.sub.2).sub.4 Cl S H H 4-ClCl(CH.sub.2).sub.4 Cl S H H 4-Bu-tBr(CH.sub.2).sub.4 Cl O H H 4-ClBr(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2Br(CH.sub.2).sub.4 Cl O H H 4-IBr(CH.sub.2).sub.4 Br O H H 4-ClBr(CH.sub.2).sub.4 I O H H 4-ClBr(CH.sub.2).sub.4 Cl S H H 4-ClBr(CH.sub.2).sub.4 Cl S H H 4-Bu-tI(CH.sub.2).sub.4 Cl O H H 4-ClI(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2I(CH.sub.2).sub.4 Cl O H H 4-II(CH.sub.2).sub.4 Br O H H 4-ClI(CH.sub.2).sub.4 I O H H 4-ClI(CH.sub.2).sub.4 Cl S H H 4-ClI(CH.sub.2).sub.4 Cl S H H 4-Bu-tMeCHClCH.sub.2 CH.sub.2 Cl O H H 4-ClMeCHClCH.sub.2 CH.sub.2 Cl O H H 4-ICl(CH.sub.2).sub.5 Cl O H H 4-ClCl(CH.sub.2).sub.5 Cl O H H 4-IBr(CH.sub.2).sub.5 Cl O H H 4-ClBr(CH.sub.2).sub.5 Cl O H H 4-II(CH.sub.2).sub.5 Cl O H H 4-ClI(CH.sub.2).sub.5 Cl O H H 4-IMeCHBrCH.sub.2 CH.sub.2 CH.sub.2 Cl O H H 4-ClMeCHBrCH.sub.2 CH.sub.2 CH.sub.2 Cl O H H 4-ICl(CH.sub.2).sub.6 Cl O H H 4-ClCl(CH.sub.2).sub.6 Cl O H H 4-II(CH.sub.2).sub.6 Cl O H H 4-ClI(CH.sub.2).sub.6 Cl O H H 4-IBr(CH.sub.2).sub.8 Cl O H H 4-ClBr(CH.sub.2).sub.8 Cl O H H 4-II(CH.sub.2).sub.8 Cl O H H 4-ClI(CH.sub.2).sub.8 Cl O H H 4-IEtCHClCH.sub.2 Cl O H H 4-ClEtCHClCH.sub.2 Cl O H H 4-IEtCHBrCH.sub.2 Cl O H H 4-ClEtCHBrCH.sub.2 Cl O H H 4-Ii-PrCCl(Et)CH.sub.2 Cl O H H 4-Cli-PrCCl(Et)CH.sub.2 Cl O H H 4-Bri-PrCCl(Et)CH.sub.2 Cl O H H 4-Ii-PrCCl(Et)CH.sub.2 Br O H H 4-Cli-PrCCl(Et)CH.sub.2 Br O H H 4-Ii-PrCCl(Et)CH.sub.2 I O H H 4-Cli-PrCCl(Et)CH.sub.2 I O H H 4-Ii-PrCCl(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCCl(Et)CH.sub.2 OMe O H H 4-Bri-PrCCl(Et)CH.sub.2 SO.sub.2 Pr O H H 4-Cli-PrCCl(Et)CH.sub.2 Cl O H H 4-OPri-PrCCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3i-PrCCl(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub. 3i-PrCCl(Et)CH.sub.2 Cl S H H 4-Cli-PrCCl(Et)CH.sub.2 Cl S H H 4-Bu-ti-PrCCl(Et)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl-'i-PrCCl(Et)CH.sub.2 Cl S H H 4-OC.sub.6 H.sub.4 F-4'i-PrCCl(Et)CH.sub.2 Cl S H H 4-SiMe.sub.3i-PrCBr(Et)CH.sub.2 Cl O H H 4-Cli-PrCBr(Et)CH.sub.2 Cl O H H 4-Bri-PrCBr(Et)CH.sub.2 Cl O H H 4-Ii-PrCBr(Et)CH.sub.2 Br O H H 4-Cli-PrCBr(Et)CH.sub.2 I O H H 4-Cli-PrCBr(Et)CH.sub.2 H O H H 4-Cli-PrCBr(Et)CH.sub.2 H O H H 4-Ii-PrCBr(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 2-F, 4-Cli-PrCBr(Et)CH.sub.2 OEt O H H 4-Cli-PrCBr(Et)CH.sub.2 Cl O H Me 4-Ii-PrCBr(Et)CH.sub.2 Cl O H H 4-Mei-PrCBr(Et)CH.sub.2 Cl O H H 2,5-Me.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 4-OCHF.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3i-PrCBr(Et)CH.sub.2 Cl S H H 4-Cli-PrCBr(Et)CH.sub.2 Cl S H H 4-Bu-ti-PrCBr(Et)CH.sub.2 Cl S H H 3-Mei-PrCBr(Et)CH.sub.2 Cl S H H 4-CHCHMei-PrCBr(Et)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2 CNi-PrCBr(Et)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMeEtCCl(Me)CH.sub.2 Cl O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H H 4-BrEtCCl(Me)CH.sub.2 Cl O H H 4-IEtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2EtCCl(Me)CH.sub.2 Br O H H 4-ClEtCCl(Me)CH.sub.2 Br O H H 4-IEtCCl(Me)CH.sub.2 I O H H 4-ClEtCCl(Me)CH.sub.2 I O H H 4-IEtCCl(Me)CH.sub.2 F O H H 4-ClEtCCl(Me)CH.sub.2 Me O H H 4-ClEtCCl(Me)CH.sub.2 OMe O H H 4-ClEtCCl(Me)CH.sub.2 OMe O H H 4-IEtCCl(Me)CH.sub.2 SMe O H H 4-ClEtCCl(Me)CH.sub.2 SMe O H H 4-IEtCCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H Me 4-ClEtCCl(Me)CH.sub.2 Cl O Cl H 4-ClEtCCl(Me)CH.sub.2 Cl O H H 2,Cl, 4-BrEtCCl(Me)CH.sub.2 OBu O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H Et 4-ClEtCCl(Me)CH.sub.2 Cl O H H 4-Bu-sEtCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3EtCCl(Me)CH.sub.2 Cl O H H 2,4-F.sub.2EtCCl(Me)CH.sub.2 Cl S H H 4-ClEtCCl(Me)CH.sub.2 Cl S H H 4-Bu-tEtCCl(Me)CH.sub.2 Cl S H H 4-MeEtCCl(Me)CH.sub.2 Cl S H H 4-OPrEtCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6 H.sub.3 Cl.sub.2 -2,4)EtCCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4 Cl-4'EtCCl(Me)CH.sub.2 Cl S H H 4-OCH(Me)CH.sub.2 OEtEtCBr(Me)CH.sub.2 Cl O H H 4-ClEtCBr(Me)CH.sub.2 Cl O H H 4-BrEtCBr(Me)CH.sub.2 Cl O H H 4-IEtCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2EtCBr(Me)CH.sub.2 Br O H H 4-ClEtCBr(Me)CH.sub.2 Br O H H 4-IEtCBr(Me)CH.sub.2 I O H H 4-ClEtCBr(Me)CH.sub.2 I O H H 4-IEtCBr(Me)CH.sub.2 F O H H 4-ClEtCBr(Me)CH.sub.2 Me O H H 4-ClEtCBr(Me)CH.sub.2 OMe O H H 4-ClEtCBr(Me)CH.sub.2 SMe O H H 4-ClEtCBr(Me)CH.sub.2 Cl O H Me 4-ClEtCBr(Me)CH.sub.2 Br O H Me 4-ClEtCBr(Me)CH.sub.2 Cl O H H 3-CF.sub.3EtCBr(Me)CH.sub.2 Cl O H H 4-PhEtCBr(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3EtCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2EtCBr(Me)CH.sub.2 Cl S H H 4-ClEtCBr(Me)CH.sub.2 Cl S H H 4-Bu-tEtCBr(Me)CH.sub.2 Cl S H H 4-OC.sub. 10 H.sub.21EtCBr(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'EtCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6 H.sub.3 Cl.sub.2 -3,5)Et.sub.2 CClCH.sub.2 Cl O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-BrEt.sub.2 CClCH.sub.2 Cl O H H 4-IEt.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2Et.sub.2 CClCH.sub.2 Br O H H 4-ClEt.sub.2 CClCH.sub.2 Br O H H 4-IEt.sub.2 CClCH.sub.2 I O H H 4-ClEt.sub.2 CClCH.sub.2 I O H H 4-IEt.sub.2 CClCH.sub.2 F O H H 4-ClEt.sub.2 CClCH.sub.2 Me O H H 4-ClEt.sub.2 CClCH.sub.2 OMe O H H 4-ClEt.sub.2 CClCH.sub.2 OMe O H H 4-IEt.sub.2 CClCH.sub.2 SMe O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-OC.sub.10 H.sub.21Et.sub.2 CClCH.sub.2 SO.sub.2 Me O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H Me 4-ClEt.sub.2 CClCH.sub.2 Cl O Cl H 4-ClEt.sub.2 CClCH.sub.2 F O H H 4-IEt.sub.2 CClCH.sub.2 SMe O H H 2,4-Cl.sub.2Et.sub.2 CClCH.sub.2 I O H Me 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'Et.sub.2 CClCH.sub.2 Cl O H H 4-CNEt.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CH.sub.2NHCOOE tEt.sub.2 CClCH.sub.2 Cl S H H 4-ClEt.sub.2 CClCH.sub.2 Cl S H H 4-Bu-tEt.sub.2 CClCH.sub.2 Cl S H H 4-HexEt.sub.2 CClCH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OPrEt.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCH.sub.2Et.sub.2 CClCH.sub.2 Cl S H H 4-CH.sub.2 CH.sub.2 PhEt.sub.2 CBrCH.sub.2 Cl O H H 4-ClEt.sub.2 CBrCH.sub.2 Cl O H H 4-BrEt.sub.2 CBrCH.sub.2 Cl O H H 4-IEt.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2Et.sub.2 CBrCH.sub.2 Br O H H 4-ClEt.sub.2 CBrCH.sub.2 I O H H 4-ClEt.sub.2 CBrCH.sub.2 H O H H 4-ClEt.sub.2 CBrCH.sub.2 H O H H 4-IEt.sub.2 CBrCH.sub.2 F O H H 4-ClEt.sub.2 CBrCH.sub.2 Me O H H 4-ClEt.sub.2 CBrCH.sub.2 OMe O H H 4-ClEt.sub.2 CBrCH.sub.2 SMe O H H 4-ClEt.sub.2 CBrCH.sub.2 Me O H H 4-BrEt.sub.2 CBrCH.sub.2 Cl O OH H 4-ClEt.sub.2 CBrCH.sub.2 Cl O H H 4-PrEt.sub.2 CBrCH.sub.2 Cl O H H 2-Cl, 4-FEt.sub.2 CBrCH.sub.2 Cl S H H 4-ClEt.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-tEt.sub.2 CBrCH.sub.2 Cl S H H 4-(Q4)Et.sub.2 CBrCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2NHCOOE tt-BuCHBrCH.sub.2 Cl O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-It-BuCHBrCH.sub.2 Br O H H 4-Clt-BuCHBrCH.sub.2 I O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-IEtCHClCH(Me) Cl O H H 4-ClEtCHClCH(Me) Cl O H H 4-IEtCHBrCH(Me) Cl O H H 4-ClEtCHBrCH(Me) Cl O H H 4-IEtCHClCH(Et) Cl O H H 4-ClEtCHClCH(Et) Cl O H H 4-IEtCHBrCH(Me) Cl O H H 4-ClEtCHBrCH(Et) Cl O H H 4-IEtCHClCH(Pr) Cl O H H 4-ClEtCHClCH(Pr) Cl O H H 4-IEtCHBrCH(Pr) Cl O H H 4-ClEtCHBrCH(Pr) Cl O H H 4-Ii-PrCHClCH.sub.2 Cl O H H 4-Cli-PrCHClCH.sub.2 Cl O H H 4-Ii-PrCHBrCH.sub.2 Cl O H H 4-Cli-PrCHBrCH.sub.2 Cl O H H 4-IEtCHClC(Me).sub.2 Cl O H H 4-ClEtCHClC(Me).sub.2 Cl O H H 4-IEtCHBrC(Me).sub.2 Cl O H H 4-ClEtCHBrC(Me).sub.2 Cl O H H 4-IEtCCl(Me)CH(Me) Cl O H H 4-ClEtCCl(Me)CH(Me) Cl O H H 4-IEtCBr(Me)CH(Me) Cl O H H 4-ClEtCBr(Me)CH(Me) Cl O H H 4-Ii-PrCHClCH(Me) Cl O H H 4-Cli-PrCHClCH(Me) Cl O H H 4-Ii-PrCHBrCH(Me) Cl O H H 4-Cli-PrCHBrCH(Me) Cl O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 4-Clt-BuCCl(Me)CH.sub.2 Cl O H H 4-Brt-BuCCl(Me)CH.sub.2 Cl O H H 4-It-BuCCl(Me)CH.sub.2 Br O H H 4-Clt-BuCCl(Me)CH.sub.2 Br O H H 4-It-BuCCl(Me)CH.sub.2 I O H H 4-Clt-BuCCl(Me)CH.sub.2 I O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2t-BuCCl(Me)CH.sub.2 F O H H 4-Clt-BuCCl(Me)CH.sub.2 Me O H H 4-Clt-BuCCl(Me)CH.sub.2 OMe O H H 4-Clt-BuCCl(Me)CH.sub.2 OMe O H H 4-It-BuCCl(Me)CH.sub.2 SMe O H H 4-Clt-BuCCl(Me)CH.sub.2 Me O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Clt-BuCCl(Me)CH.sub.2 OEt O H H 4-Clt-BuCCl(Me)CH.sub.2 Cl O H Me 4-It-BuCCl(Me)CH.sub.2 Cl O H H 4-Met-BuCCl(Me)CH.sub.2 Cl O H H 2,5-Me.sub.2t-BuCCl(Me)CH.sub.2 Cl O H H 4-OCHF.sub.2t-BuCCl(Me)CH.sub.2 Cl S H H 4-Clt-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-tt-BuCCl(Me)CH.sub.2 Cl S H H 3-Met-BuCCl(Me)CH.sub.2 Cl S H H 4-SMet-BuCCl(Me)CH.sub.2 Cl S H H 4-It-BuCCl(Me)CH.sub.2 Cl S H H 4-SPrt-BuCBr(Me)CH.sub.2 Cl O H H 4-Clt-BuCBr(Me)CH.sub.2 Cl O H H 4-Brt-BuCBr(Me)CH.sub.2 Cl O H H 4-It-BuCBr(Me)CH.sub.2 Br O H H 4-Clt-BuCBr(Me)CH.sub.2 Br O H H 4-It-BuCBr(Me)CH.sub.2 I O H H 4-Clt-BuCBr(Me)CH.sub.2 I O H H 4-IBr(CH.sub.2).sub.6 CHClCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.6 CHClCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.6 CHBrCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.6 CHBrCH.sub.2 Cl O H H 4-IClCH.sub.2 CH(Me) Cl O H H 4-ClClCH.sub.2 CH(Me) Cl O H H 4-IClCH.sub.2 C(Me).sub.2 Cl O H H 4-ClClCH.sub.2 C(Me) Cl O H H 4-ICl(CH.sub.2).sub.3 Cl O H H 4-ClCl(CH.sub.2).sub.3 Cl O H H 4-ICl(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2Cl(CH.sub.2).sub.3 Br O H H 4-ClCl(CH.sub.2).sub.3 I O H H 4-ClCl(CH.sub.2).sub.3 Cl S H H 4-ClCl(CH.sub.2).sub.3 Cl S H H 4-Bu-tBr(CH.sub.2).sub.3 Cl O H H 4-ClBr(CH.sub.2).sub.3 Cl O H H 4-IBr(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2Br(CH.sub.2).sub.3 Br O H H 4-ClBr(CH.sub.2).sub.3 I O H H 4-ClBr(CH.sub.2).sub.3 Cl S H H 4-ClBr(CH.sub.2).sub.3 Cl S H H 4-Bu-tI(CH.sub.2).sub.3 Cl O H H 4-ClI(CH.sub.2).sub.3 Cl O H H 4-II(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2I(CH.sub.2).sub.3 Br O H H 4-ClI(CH.sub.2).sub.3 I O H H 4-ClI(CH.sub.2).sub.3 Cl S H H 4-ClI(CH.sub.2).sub.3 Cl S H H 4-Bu-tMeCHClCH.sub.2 Cl O H H 4-ClMeCHClCH.sub.2 Cl O H H 4-IMeCHBrCH.sub.2 Cl O H H 4-ClMeCHBrCH.sub.2 Cl O H H 4-IMe.sub.2 CClC(Me).sub.2 Cl O H H 4-ClMe.sub.2 CClC(Me).sub.2 Cl O H H 4-IMe.sub.2 CBrC(Me).sub.2 Cl O H H 4-ClMe.sub.2 CBrC(Me).sub.2 Cl O H H 4-IMeCHClCH(Et) Cl O H H 4-ClMeCHClCH(Et) Cl O H H 4-IMeCHBrCH(Et) Cl O H H 4-ClMeCHBrCH(Et) Cl O H H 4-IMeCHClCH(Pr) Cl O H H 4-ClMeCHClCH(Pr) Cl O H H 4-IMeCHBrCH(Pr) Cl O H H 4-ClMeCHBrCH(Pr) Cl O H H 4-IMeCHClCH(Pr-i) Cl O H H 4-ClMeCHClCH(Pr-i) Cl O H H 4-IMeCHBrCH(Pr-i) Cl O H H 4-ClMeCHBrCH(Pr-i) Cl O H H 4-IMeCHClCH(Bu) Cl O H H 4-ClMeCHClCH(Bu) Cl O H H 4-IMeCHBrCH(Bu) Cl O H H 4-ClMeCHBrCH(Bu) Cl O H H 4-IMeCHClCH(Pen) Cl O H H 4-ClMeCHClCH(Pen) Cl O H H 4-IMeCHBrCH(Pen) Cl O H H 4-ClMeCHBrCH(Pen) Cl O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-BrMe.sub.2 CClCH.sub.2 Br O H H 4-ClMe.sub.2 CClCH.sub.2 Br O H H 4-IMe.sub.2 CClCH.sub.2 I O H H 4-ClMe.sub.2 CClCH.sub.2 I O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2Me.sub.2 CClCH.sub.2 Pr-i O H H 4-ClMe.sub.2 CClCH.sub.2 SPr O H H 4-ClMe.sub.2 CClCH.sub.2 Br O OMe H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-Bu-tMe.sub.2 CClCH.sub.2 Cl O H H 3-OBuMe.sub.2 CClCH.sub.2 Cl O H H 4-FMe.sub.2 CClCH.sub.2 Cl S H H 4-ClMe.sub.2 CClCH.sub.2 Cl S H H 4-Bu-tMe.sub.2 CClCH.sub.2 Cl S H H 4-CF.sub.3Me.sub.2 CClCH.sub.2 Cl S H H 4-CH(OH)EtMe.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMeMe.sub.2 CBrCH.sub.2 Cl O H H 4-ClMe.sub.2 CBrCH.sub.2 Cl O H H 4-BrMe.sub.2 CBrCH.sub.2 Br O H H 4-ClMe.sub.2 CBrCH.sub.2 I O H H 4-ClMe.sub.2 CBrCH.sub.2 H O H H 4-ClMe.sub.2 CBrCH.sub.2 H O H H 4-IMe.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2Me.sub.2 CBrCH.sub.2 Bu O H H 4-ClMe.sub.2 CBrCH.sub.2 SOEt O H H 4-ClMe.sub.2 CBrCH.sub.2 I O Cl H 4-ClMe.sub.2 CBrCH.sub.2 Cl O H H 4-OBu-sMe.sub.2 CBrCH.sub.2 Cl S H H 4-ClMe.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-tMe.sub.2 CBrCH.sub.2 Cl S H H 4-PhMe.sub.2 CBrCH.sub.2 Cl S H H 4-OPhMe.sub.2 CBrCH.sub.2 Cl S H H 4-CH(OMe)EtMeCHClCH(Me) Cl O H H 4-ClMeCHClCH(Me) Cl O H H 4-IMeCHBrCH(Me) Cl O H h 4-ClMeCHBrCH(Me) Cl O H h 4-IMeCHClC(Me).sub.2 Cl O H H 4-ClMeCHClC(Me).sub.2 Cl O H H 4-IMeCHBrC(Me).sub.2 Cl O H H 4-ClMeCHBrC(Me).sub.2 Cl O H H 4-IMe.sub.2 CClCH(Me) Cl O H H 4-ClMe.sub.2 CClCH(Me) Cl O H H 4-IMe.sub.2 CBrCH(Me) Cl O H H 4-ClMe.sub. 2 CBrCH(Me) Cl O H H 4-IMe.sub.2 CClCH(Bu-t) Cl O H H 4-ClMe.sub.2 CClCH(Bu-t) Cl O H H 4-IMe.sub.2 CBrCH(Bu-t) Cl O H H 4-ClMe.sub.2 CBrCH(Bu-t) Cl O H H 4-IMeCHClC(Me)(Et) Cl O H H 4-ClMeCHClC(Me)(Et) Cl O H H 4-IMeCHBrC(Me)(Et) Cl O H H 4-ClMeCHBrC(Me)(Et) Cl O H H 4-ICl(CH.sub.2).sub.4 Cl O H H 4-ClCl(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2Cl(CH.sub.2).sub.4 Cl O H H 4-ICl(CH.sub.2).sub.4 Br O H H 4-ClCl(CH.sub.2).sub.4 I O H H 4-ClCl(CH.sub.2).sub.4 Cl S H H 4-ClCl(CH.sub.2).sub.4 Cl S H H 4-Bu-tBr(CH.sub.2).sub.4 Cl O H H 4-ClBr(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2Br(CH.sub.2).sub.4 Cl O H H 4-IBr(CH.sub.2).sub.4 Br O H H 4-ClBr(CH.sub.2).sub.4 I O H H 4-ClBr(CH.sub.2).sub.4 Cl S H H 4-ClBr(CH.sub.2).sub.4 Cl S H H 4-Bu-tI(CH.sub.2).sub.4 Cl O H H 4-ClI(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2I(CH.sub.2).sub.4 Cl O H H 4-II(CH.sub.2).sub.4 Br O H H 4-ClI(CH.sub.2).sub.4 I O H H 4-ClI(CH.sub.2).sub.4 Cl S H H 4-ClI(CH.sub.2).sub.4 Cl S H H 4-Bu-tMeCHClCH.sub.2 CH.sub.2 Cl O H H 4-ClMeCHClCH.sub.2 CH.sub.2 Cl O H H 4-ICl(CH.sub.2).sub.5 Cl O H H 4-ClCl(CH.sub.2).sub.5 Cl O H H 4-IBr(CH.sub.2).sub.5 Cl O H H 4-ClBr(CH.sub.2).sub.5 Cl O H H 4-II(CH.sub.2).sub.5 Cl O H H 4-ClI(CH.sub.2).sub.5 Cl O H H 4-IMeCHBrCH.sub.2 CH.sub.2 CH.sub.2 Cl O H H 4-ClMeCHBrCH.sub.2 CH.sub.2 CH.sub.2 Cl O H H 4-ICl(CH.sub.2).sub.6 Cl O H H 4-ClCl(CH.sub.2).sub.6 Cl O H H 4-II(CH.sub.2).sub.6 Cl O H H 4-ClI(CH.sub.2).sub.6 Cl O H H 4-IBr(CH.sub.2).sub.8 Cl O H H 4-ClBr(CH.sub.2).sub.8 Cl O H H 4-II(CH.sub.2).sub.8 Cl O H H 4-ClI(CH.sub.2).sub.8 Cl O H H 4-IEtCHClCH.sub.2 Cl O H H 4-ClEtCHClCH.sub.2 Cl O H H 4-IEtCHBrCH.sub.2 Cl O H H 4-ClEtCHBrCH.sub.2 Cl O H H 4-Ii-PrCCl(Et)CH.sub.2 Cl O H H 4-Cli-PrCCl(Et)CH.sub.2 Cl O H H 4-Bri-PrCCl(Et)CH.sub.2 Cl O H H 4-Ii-PrCCl(Et)CH.sub.2 Br O H H 4-Cli-PrCCl(Et)CH.sub.2 Br O H H 4-Ii-PrCCl(Et)CH.sub.2 I O H H 4-Cli-PrCCl(Et)CH.sub.2 I O H H 4-Ii-PrCCl(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCCl(Et)CH.sub.2 OMe O H H 4-Bri-PrCCl(Et)CH.sub.2 SO.sub.2 Pr O H H 4-Cli-PrCCl(Et)CH.sub.2 Cl O H H 4-OPri-PrCCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3i-PrCCl(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3i-PrCCl(Et)CH.sub.2 Cl S H H 4-Cli-PrCCl(Et)CH.sub.2 Cl S H H 4-Bu-ti-PrCCl(Et)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl-'i-PrCCl(Et)CH.sub.2 Cl S H H 4-OC.sub.6 H.sub.4 F-4'i-PrCCl(Et)CH.sub.2 Cl S H H 4-SiMe.sub.3i-PrCBr(Et)CH.sub.2 Cl O H H 4-Cli-PrCBr(Et)CH.sub.2 Cl O H H 4-Bri-PrCBr(Et)CH.sub.2 Cl O H H 4-Ii-PrCBr(Et)CH.sub.2 Br O H H 4-Cli-PrCBr(Et)CH.sub.2 I O H H 4-Cli-PrCBr(Et)CH.sub.2 H O H H 4-Cli-PrCBr(Et)CH.sub.2 H O H H 4-Ii-PrCBr(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 2-F, 4-Cli-PrCBr(Et)CH.sub.2 OEt O H H 4-Cli-PrCBr(Et)CH.sub.2 Cl O H Me 4-Ii-PrCBr(Et)CH.sub.2 Cl O H H 4-Mei-PrCBr(Et)CH.sub.2 Cl O H H 2,5-Me.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 4-OCHF.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3i-PrCBr(Et)CH.sub.2 Cl S H H 4-Cli-PrCBr(Et)CH.sub.2 Cl S H H 4-Bu-ti-PrCBr(Et)CH.sub.2 Cl S H H 3-Mei-PrCBr(Et)CH.sub.2 Cl S H H 4-CHCHMei-PrCBr(Et)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2 CNi-PrCBr(Et)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMeEtCCl(Me)CH.sub.2 Cl O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H H 4-BrEtCCl(Me)CH.sub.2 Cl O H H 4-IEtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2EtCCl(Me)CH.sub.2 Br O H H 4-ClEtCCl(Me)CH.sub.2 Br O H H 4-IEtCCl(Me)CH.sub.2 I O H H 4-ClEtCCl(Me)CH.sub.2 I O H H 4-IEtCCl(Me)CH.sub.2 F O H H 4-ClEtCCl(Me)CH.sub.2 Me O H H 4-ClEtCCl(Me)CH.sub.2 OMe O H H 4-ClEtCCl(Me)CH.sub.2 OMe O H H 4-IEtCCl(Me)CH.sub.2 SMe O H H 4-ClEtCCl(Me)CH.sub.2 SMe O H H 4-IEtCCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H Me 4-ClEtCCl(Me)CH.sub.2 Cl O Cl H 4-ClEtCCl(Me)CH.sub.2 Cl O H H 2,Cl, 4-BrEtCCl(Me)CH.sub.2 OBu O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H Et 4-ClEtCCl(Me)CH.sub.2 Cl O H H 4-Bu-sEtCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3EtCCl(Me)CH.sub.2 Cl O H H 2,4-F.sub.2EtCCl(Me)CH.sub.2 Cl S H H 4-ClEtCCl(Me)CH.sub.2 Cl S H H 4-Bu-tEtCCl(Me)CH.sub.2 Cl S H H 4-MeEtCCl(Me)CH.sub.2 Cl S H H 4-OPrEtCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6 H.sub.3 Cl.sub.2 -2,4)EtCCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4 Cl-4'EtCCl(Me)CH.sub.2 Cl S H H 4-OCH(Me)CH.sub.2 OEtEtCBr(Me)CH.sub.2 Cl O H H 4-ClEtCBr(Me)CH.sub.2 Cl O H H 4-BrEtCBr(Me)CH.sub.2 Cl O H H 4-IEtCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2EtCBr(Me)CH.sub.2 Br O H H 4-ClEtCBr(Me)CH.sub.2 Br O H H 4-IEtCBr(Me)CH.sub.2 I O H H 4-ClEtCBr(Me)CH.sub.2 I O H H 4-IEtCBr(Me)CH.sub.2 F O H H 4-ClEtCBr(Me)CH.sub.2 Me O H H 4-ClEtCBr(Me)CH.sub.2 OMe O H H 4-ClEtCBr(Me)CH.sub.2 SMe O H H 4-ClEtCBr(Me)CH.sub.2 Cl O H Me 4-ClEtCBr(Me)CH.sub.2 Br O H Me 4-ClEtCBr(Me)CH.sub.2 Cl O H H 3-CF.sub.3EtCBr(Me)CH.sub.2 Cl O H H 4-PhEtCBr(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3EtCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2EtCBr(Me)CH.sub.2 Cl S H H 4-ClEtCBr(Me)CH.sub.2 Cl S H H 4-Bu-tEtCBr(Me)CH.sub.2 Cl S H H 4-OC.sub.10 H.sub.21EtCBr(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'EtCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6 H.sub.3 Cl.sub.2 -3,5)Et.sub.2 CClCH.sub.2 Cl O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-BrEt.sub.2 CClCH.sub.2 Cl O H H 4-IEt.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2Et.sub.2 CClCH.sub.2 Br O H H 4-ClEt.sub.2 CClCH.sub.2 Br O H H 4-IEt.sub.2 CClCH.sub.2 I O H H 4-ClEt.sub.2 CClCH.sub.2 I O H H 4-IEt.sub.2 CClCH.sub.2 F O H H 4-ClEt.sub.2 CClCH.sub.2 Me O H H 4-ClEt.sub.2 CClCH.sub.2 OMe O H H 4-ClEt.sub.2 CClCH.sub.2 OMe O H H 4-IEt.sub.2 CClCH.sub.2 SMe O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-OC.sub.10 H.sub.21Et.sub.2 CClCH.sub.2 SO.sub.2 Me O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H Me 4-ClEt.sub.2 CClCH.sub.2 Cl O Cl H 4-ClEt.sub.2 CClCH.sub.2 F O H H 4-IEt.sub.2 CClCH.sub.2 SMe O H H 2,4-Cl.sub.2Et.sub.2 CClCH.sub.2 I O H Me 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'Et.sub.2 CClCH.sub.2 Cl O H H 4-CNEt.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CH.sub.2NHCOOE tEt.sub.2 CClCH.sub. 2 Cl S H H 4-ClEt.sub.2 CClCH.sub.2 Cl S H H 4-Bu-tEt.sub.2 CClCH.sub.2 Cl S H H 4-HexEt.sub.2 CClCH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OPrEt.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCH.sub.2Et.sub.2 CClCH.sub.2 Cl S H H 4-CH.sub.2 CH.sub.2 PhEt.sub.2 CBrCH.sub.2 Cl O H H 4-ClEt.sub.2 CBrCH.sub.2 Cl O H H 4-BrEt.sub.2 CBrCH.sub.2 Cl O H H 4-IEt.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2Et.sub.2 CBrCH.sub.2 Br O H H 4-ClEt.sub.2 CBrCH.sub.2 I O H H 4-ClEt.sub.2 CBrCH.sub.2 H O H H 4-ClEt.sub.2 CBrCH.sub.2 H O H H 4-IEt.sub.2 CBrCH.sub.2 F O H H 4-ClEt.sub.2 CBrCH.sub.2 Me O H H 4-ClEt.sub.2 CBrCH.sub.2 OMe O H H 4-ClEt.sub.2 CBrCH.sub.2 SMe O H H 4-ClEt.sub.2 CBrCH.sub.2 Me O H H 4-BrEt.sub.2 CBrCH.sub.2 Cl O OH H 4-ClEt.sub.2 CBrCH.sub.2 Cl O H H 4-PrEt.sub. 2 CBrCH.sub.2 Cl O H H 2-Cl, 4-FEt.sub.2 CBrCH.sub.2 Cl S H H 4-ClEt.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-tEt.sub.2 CBrCH.sub.2 Cl S H H 4-(Q4)Et.sub.2 CBrCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2NHCOOE tt-BuCHBrCH.sub.2 Cl O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-It-BuCHBrCH.sub.2 Br O H H 4-Clt-BuCHBrCH.sub.2 I O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-IEtCHClCH(Me) Cl O H H 4-ClEtCHClCH(Me) Cl O H H 4-IEtCHBrCH(Me) Cl O H H 4-ClEtCHBrCH(Me) Cl O H H 4-IEtCHClCH(Et) Cl O H H 4-ClEtCHClCH(Et) Cl O H H 4-IEtCHBrCH(Me) Cl O H H 4-ClEtCHBrCH(Et) Cl O H H 4-IEtCHClCH(Pr) Cl O H H 4-ClEtCHClCH(Pr) Cl O H H 4-IEtCHBrCH(Pr) Cl O H H 4-ClEtCHBrCH(Pr) Cl O H H 4-Ii-PrCHClCH.sub.2 Cl O H H 4-Cli-PrCHClCH.sub.2 Cl O H H 4-Ii-PrCHBrCH.sub.2 Cl O H H 4-Cli-PrCHBrCH.sub.2 Cl O H H 4-IEtCHClC(Me).sub.2 Cl O H H 4-ClEtCHClC(Me).sub.2 Cl O H H 4-IEtCHBrC(Me).sub.2 Cl O H H 4-ClEtCHBrC(Me).sub.2 Cl O H H 4-IEtCCl(Me)CH(Me) Cl O H H 4-ClEtCCl(Me)CH(Me) Cl O H H 4-IEtCBr(Me)CH(Me) Cl O H H 4-ClEtCBr(Me)CH(Me) Cl O H H 4-Ii-PrCHClCH(Me) Cl O H H 4-Cli-PrCHClCH(Me) Cl O H H 4-Ii-PrCHBrCH(Me) Cl O H H 4-Cli-PrCHBrCH(Me) Cl O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 4-Clt-BuCCl(Me)CH.sub.2 Cl O H H 4-Brt-BuCCl(Me)CH.sub.2 Cl O H H 4-It-BuCCl(Me)CH.sub.2 Br O H H 4-Clt-BuCCl(Me)CH.sub.2 Br O H H 4-It-BuCCl(Me)CH.sub.2 I O H H 4-Clt-BuCCl(Me)CH.sub.2 I O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2t-BuCCl(Me)CH.sub.2 F O H H 4-Clt-BuCCl(Me)CH.sub.2 Me O H H 4-Clt-BuCCl(Me)CH.sub.2 OMe O H H 4-Clt-BuCCl(Me)CH.sub.2 OMe O H H 4-It-BuCCl(Me)CH.sub.2 SMe O H H 4-Clt-BuCCl(Me)CH.sub.2 Me O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Clt-BuCCl(Me)CH.sub.2 OEt O H H 4-Clt-BuCCl(Me)CH.sub.2 Cl O H Me 4-It-BuCCl(Me)CH.sub.2 Cl O H H 4-Met-BuCCl(Me)CH.sub.2 Cl O H H 2,5-Me.sub.2t-BuCCl(Me)CH.sub.2 Cl O H H 4-OCHF.sub.2t-BuCCl(Me)CH.sub.2 Cl S H H 4-Clt-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-tt-BuCCl(Me)CH.sub.2 Cl S H H 3-Met-BuCCl(Me)CH.sub.2 Cl S H H 4-SMet-BuCCl(Me)CH.sub.2 Cl S H H 4-It-BuCCl(Me)CH.sub.2 Cl S H H 4-SPrt-BuCBr(Me)CH.sub.2 Cl O H H 4-Clt-BuCBr(Me)CH.sub.2 Cl O H H 4-Brt-BuCBr(Me)CH.sub.2 Cl O H H 4-It-BuCBr(Me)CH.sub.2 Br O H H 4-Clt-BuCBr(Me)CH.sub.2 Br O H H 4-It-BuCBr(Me)CH.sub.2 I O H H 4-Clt-BuCBr(Me)CH.sub.2 I O H H 4-IBr(CH.sub.2).sub.6 CHClCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.6 CHClCH.sub.2 Cl O H H 4-IBr(CH.sub.2).sub.6 CHBrCH.sub.2 Cl O H H 4-ClBr(CH.sub.2).sub.6 CHBrCH.sub.2 Cl O H H 4-IClCH.sub.2 CH(Me) Cl O H H 4-ClClCH.sub.2 CH(Me) Cl O H H 4-IClCH.sub.2 C(Me).sub.2 Cl O H H 4-ClClCH.sub.2 C(Me) Cl O H H 4-ICl(CH.sub.2).sub.3 Cl O H H 4-ClCl(CH.sub.2).sub.3 Cl O H H 4-ICl(CH.sub.2).sub. 3 Cl O H H 2,4-Cl.sub.2Cl(CH.sub.2).sub.3 Br O H H 4-ClCl(CH.sub.2).sub.3 I O H H 4-ClCl(CH.sub.2).sub.3 Cl S H H 4-ClCl(CH.sub.2).sub.3 Cl S H H 4-Bu-tBr(CH.sub.2).sub.3 Cl O H H 4-ClBr(CH.sub.2).sub.3 Cl O H H 4-IBr(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2Br(CH.sub.2).sub.3 Br O H H 4-ClBr(CH.sub.2).sub.3 I O H H 4-ClBr(CH.sub.2).sub.3 Cl S H H 4-ClBr(CH.sub.2).sub.3 Cl S H H 4-Bu-tI(CH.sub.2).sub.3 Cl O H H 4-ClI(CH.sub.2).sub.3 Cl O H H 4-II(CH.sub.2).sub.3 Cl O H H 2,4-Cl.sub.2I(CH.sub.2).sub.3 Br O H H 4-ClI(CH.sub.2).sub.3 I O H H 4-ClI(CH.sub.2).sub.3 Cl S H H 4-ClI(CH.sub.2).sub.3 Cl S H H 4-Bu-tMeCHClCH.sub.2 Cl O H H 4-ClMeCHClCH.sub.2 Cl O H H 4-IMeCHBrCH.sub.2 Cl O H H 4-ClMeCHBrCH.sub.2 Cl O H H 4-IMe.sub. 2 CClC(Me).sub.2 Cl O H H 4-ClMe.sub.2 CClC(Me).sub.2 Cl O H H 4-IMe.sub.2 CBrC(Me).sub.2 Cl O H H 4-ClMe.sub.2 CBrC(Me).sub.2 Cl O H H 4-IMeCHClCH(Et) Cl O H H 4-ClMeCHClCH(Et) Cl O H H 4-IMeCHBrCH(Et) Cl O H H 4-ClMeCHBrCH(Et) Cl O H H 4-IMeCHClCH(Pr) Cl O H H 4-ClMeCHClCH(Pr) Cl O H H 4-IMeCHBrCH(Pr) Cl O H H 4-ClMeCHBrCH(Pr) Cl O H H 4-IMeCHClCH(Pr-i) Cl O H H 4-ClMeCHClCH(Pr-i) Cl O H H 4-IMeCHBrCH(Pr-i) Cl O H H 4-ClMeCHBrCH(Pr-i) Cl O H H 4-IMeCHClCH(Bu) Cl O H H 4-ClMeCHClCH(Bu) Cl O H H 4-IMeCHBrCH(Bu) Cl O H H 4-ClMeCHBrCH(Bu) Cl O H H 4-IMeCHClCH(Pen) Cl O H H 4-ClMeCHClCH(Pen) Cl O H H 4-IMeCHBrCH(Pen) Cl O H H 4-ClMeCHBrCH(Pen) Cl O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-BrMe.sub.2 CClCH.sub.2 Br O H H 4-ClMe.sub.2 CClCH.sub.2 Br O H H 4-IMe.sub.2 CClCH.sub.2 I O H H 4-ClMe.sub.2 CClCH.sub.2 I O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2Me.sub.2 CClCH.sub.2 Pr-i O H H 4-ClMe.sub.2 CClCH.sub.2 SPr O H H 4-ClMe.sub.2 CClCH.sub.2 Br O OMe H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-Bu-tMe.sub.2 CClCH.sub.2 Cl O H H 3-OBuMe.sub.2 CClCH.sub.2 Cl O H H 4-FMe.sub.2 CClCH.sub.2 Cl S H H 4-ClMe.sub.2 CClCH.sub.2 Cl S H H 4-Bu-tMe.sub.2 CClCH.sub.2 Cl S H H 4-CF.sub.3Me.sub.2 CClCH.sub.2 Cl S H H 4-CH(OH)EtMe.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMeMe.sub.2 CBrCH.sub.2 Cl O H H 4-ClMe.sub.2 CBrCH.sub.2 Cl O H H 4-BrMe.sub.2 CBrCH.sub.2 Br O H H 4-ClMe.sub.2 CBrCH.sub.2 I O H H 4-ClMe.sub.2 CBrCH.sub.2 H O H H 4-ClMe.sub.2 CBrCH.sub.2 H O H H 4-IMe.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2Me.sub.2 CBrCH.sub.2 Bu O H H 4-ClMe.sub.2 CBrCH.sub.2 SOEt O H H 4-ClMe.sub.2 CBrCH.sub.2 I O Cl H 4-ClMe.sub.2 CBrCH.sub.2 Cl O H H 4-OBu-sMe.sub.2 CBrCH.sub.2 Cl S H H 4-ClMe.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-tMe.sub.2 CBrCH.sub.2 Cl S H H 4-PhMe.sub.2 CBrCH.sub.2 Cl S H H 4-OPhMe.sub.2 CBrCH.sub.2 Cl S H H 4-CH(OMe)EtMeCHClCH(Me) Cl O H H 4-ClMeCHClCH(Me) Cl O H H 4-IMeCHBrCH(Me) Cl O H h 4-ClMeCHBrCH(Me) Cl O H h 4-IMeCHClC(Me).sub.2 Cl O H H 4-ClMeCHClC(Me).sub.2 Cl O H H 4-IMeCHBrC(Me).sub.2 Cl O H H 4-ClMeCHBrC(Me).sub.2 Cl O H H 4-IMe.sub.2 CClCH(Me) Cl O H H 4-ClMe.sub.2 CClCH(Me) Cl O H H 4-IMe.sub.2 CBrCH(Me) Cl O H H 4-ClMe.sub.2 CBrCH(Me) Cl O H H 4-IMe.sub.2 CClCH(Bu-t) Cl O H H 4-ClMe.sub.2 CClCH(Bu-t) Cl O H H 4-IMe.sub.2 CBrCH(Bu-t) Cl O H H 4-ClMe.sub.2 CBrCH(Bu-t) Cl O H H 4-IMeCHClC(Me)(Et) Cl O H H 4-ClMeCHClC(Me)(Et) Cl O H H 4-IMeCHBrC(Me)(Et) Cl O H H 4-ClMeCHBrC(Me)(Et) Cl O H H 4-ICl(CH.sub.2).sub.4 Cl O H H 4-ClCl(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2Cl(CH.sub.2).sub.4 Cl O H H 4-ICl(CH.sub.2).sub.4 Br O H H 4-ClCl(CH.sub.2).sub.4 I O H H 4-ClCl(CH.sub.2).sub.4 Cl S H H 4-ClCl(CH.sub.2).sub.4 Cl S H H 4-Bu-tBr(CH.sub.2).sub.4 Cl O H H 4-ClBr(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2Br(CH.sub.2).sub.4 Cl O H H 4-IBr(CH.sub.2).sub.4 Br O H H 4-ClBr(CH.sub.2).sub.4 I O H H 4-ClBr(CH.sub.2).sub.4 Cl S H H 4-ClBr(CH.sub.2).sub.4 Cl S H H 4-Bu-tI(CH.sub.2).sub.4 Cl O H H 4-ClI(CH.sub.2).sub.4 Cl O H H 2,4-Cl.sub.2I(CH.sub.2).sub.4 Cl O H H 4-II(CH.sub.2).sub.4 Br O H H 4-ClI(CH.sub.2).sub.4 I O H H 4-ClI(CH.sub.2).sub.4 Cl S H H 4-ClI(CH.sub.2).sub.4 Cl S H H 4-Bu-tMeCHClCH.sub. 2 CH.sub.2 Cl O H H 4-ClMeCHClCH.sub.2 CH.sub.2 Cl O H H 4-ICl(CH.sub.2).sub.5 Cl O H H 4-ClCl(CH.sub.2).sub.5 Cl O H H 4-IBr(CH.sub.2).sub.5 Cl O H H 4-ClBr(CH.sub.2).sub.5 Cl O H H 4-II(CH.sub.2).sub.5 Cl O H H 4-ClI(CH.sub.2).sub.5 Cl O H H 4-IMeCHBrCH.sub.2 CH.sub.2 CH.sub.2 Cl O H H 4-ClMeCHBrCH.sub.2 CH.sub.2 CH.sub.2 Cl O H H 4-ICl(CH.sub.2).sub.6 Cl O H H 4-ClCl(CH.sub.2).sub.6 Cl O H H 4-II(CH.sub.2).sub.6 Cl O H H 4-ClI(CH.sub.2).sub.6 Cl O H H 4-IBr(CH.sub.2).sub.8 Cl O H H 4-ClBr(CH.sub.2).sub.8 Cl O H H 4-II(CH.sub.2).sub.8 Cl O H H 4-ClI(CH.sub.2).sub.8 Cl O H H 4-IEtCHClCH.sub.2 Cl O H H 4-ClEtCHClCH.sub.2 Cl O H H 4-IEtCHBrCH.sub.2 Cl O H H 4-ClEtCHBrCH.sub.2 Cl O H H 4-Ii-PrCCl(Et)CH.sub.2 Cl O H H 4-Cli-PrCCl(Et)CH.sub.2 Cl O H H 4-Bri-PrCCl(Et)CH.sub.2 Cl O H H 4-Ii-PrCCl(Et)CH.sub.2 Br O H H 4-Cli-PrCCl(Et)CH.sub.2 Br O H H 4-Ii-PrCCl(Et)CH.sub.2 I O H H 4-Cli-PrCCl(Et)CH.sub.2 I O H H 4-Ii-PrCCl(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCCl(Et)CH.sub.2 OMe O H H 4-Bri-PrCCl(Et)CH.sub.2 SO.sub.2 Pr O H H 4-Cli-PrCCl(Et)CH.sub.2 Cl O H H 4-OPri-PrCCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3i-PrCCl(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3i-PrCCl(Et)CH.sub.2 Cl S H H 4-Cli-PrCCl(Et)CH.sub.2 Cl S H H 4-Bu-ti-PrCCl(Et)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 Cl-'i-PrCCl(Et)CH.sub.2 Cl S H H 4-OC.sub.6 H.sub.4 F-4'i-PrCCl(Et)CH.sub.2 Cl S H H 4-SiMe.sub.3i-PrCBr(Et)CH.sub.2 Cl O H H 4-Cli-PrCBr(Et)CH.sub.2 Cl O H H 4-Bri-PrCBr(Et)CH.sub.2 Cl O H H 4-Ii-PrCBr(Et)CH.sub.2 Br O H H 4-Cli-PrCBr(Et)CH.sub.2 I O H H 4-Cli-PrCBr(Et)CH.sub.2 H O H H 4-Cli-PrCBr(Et)CH.sub.2 H O H H 4-Ii-PrCBr(Et)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 2-F, 4-Cli-PrCBr(Et)CH.sub.2 OEt O H H 4-Cli-PrCBr(Et)CH.sub.2 Cl O H Me 4-Ii-PrCBr(Et)CH.sub.2 Cl O H H 4-Mei-PrCBr(Et)CH.sub.2 Cl O H H 2,5-Me.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 4-OCHF.sub.2i-PrCBr(Et)CH.sub.2 Cl O H H 2,4,5-Cl.sub.3i-PrCBr(Et)CH.sub.2 Cl S H H 4-Cli-PrCBr(Et)CH.sub.2 Cl S H H 4-Bu-ti-PrCBr(Et)CH.sub.2 Cl S H H 3-Mei-PrCBr(Et)CH.sub.2 Cl S H H 4-CHCHMei-PrCBr(Et)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2 CNi-PrCBr(Et)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMeEtCCl(Me)CH.sub.2 Cl O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H H 4-BrEtCCl(Me)CH.sub.2 Cl O H H 4-IEtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2EtCCl(Me)CH.sub.2 Br O H H 4-ClEtCCl(Me)CH.sub.2 Br O H H 4-IEtCCl(Me)CH.sub.2 I O H H 4-ClEtCCl(Me)CH.sub.2 I O H H 4-IEtCCl(Me)CH.sub.2 F O H H 4-ClEtCCl(Me)CH.sub.2 Me O H H 4-ClEtCCl(Me)CH.sub.2 OMe O H H 4-ClEtCCl(Me)CH.sub.2 OMe O H H 4-IEtCCl(Me)CH.sub.2 SMe O H H 4-ClEtCCl(Me)CH.sub.2 SMe O H H 4-IEtCCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H Me 4-ClEtCCl(Me)CH.sub.2 Cl O Cl H 4-ClEtCCl(Me)CH.sub.2 Cl O H H 2,Cl, 4-BrEtCCl(Me)CH.sub.2 OBu O H H 4-ClEtCCl(Me)CH.sub.2 Cl O H Et 4-ClEtCCl(Me)CH.sub.2 Cl O H H 4-Bu-sEtCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3EtCCl(Me)CH.sub.2 Cl O H H 2,4-F.sub.2EtCCl(Me)CH.sub.2 Cl S H H 4-ClEtCCl(Me)CH.sub.2 Cl S H H 4-Bu-tEtCCl(Me)CH.sub.2 Cl S H H 4-MeEtCCl(Me)CH.sub.2 Cl S H H 4-OPrEtCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6 H.sub.3 Cl.sub.2 -2,4)EtCCl(Me)CH.sub.2 Cl S H H 4-COC.sub.6 H.sub.4 Cl-4'EtCCl(Me)CH.sub.2 Cl S H H 4-OCH(Me)CH.sub.2 OEtEtCBr(Me)CH.sub.2 Cl O H H 4-ClEtCBr(Me)CH.sub.2 Cl O H H 4-BrEtCBr(Me)CH.sub.2 Cl O H H 4-IEtCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2EtCBr(Me)CH.sub.2 Br O H H 4-ClEtCBr(Me)CH.sub.2 Br O H H 4-IEtCBr(Me)CH.sub.2 I O H H 4-ClEtCBr(Me)CH.sub.2 I O H H 4-IEtCBr(Me)CH.sub.2 F O H H 4-ClEtCBr(Me)CH.sub. 2 Me O H H 4-ClEtCBr(Me)CH.sub.2 OMe O H H 4-ClEtCBr(Me)CH.sub.2 SMe O H H 4-ClEtCBr(Me)CH.sub.2 Cl O H Me 4-ClEtCBr(Me)CH.sub.2 Br O H Me 4-ClEtCBr(Me)CH.sub.2 Cl O H H 3-CF.sub.3EtCBr(Me)CH.sub.2 Cl O H H 4-PhEtCBr(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3EtCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2EtCBr(Me)CH.sub.2 Cl S H H 4-ClEtCBr(Me)CH.sub.2 Cl S H H 4-Bu-tEtCBr(Me)CH.sub.2 Cl S H H 4-OC.sub.10 H.sub.21EtCBr(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'EtCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2(C.sub.6 H.sub.3 Cl.sub.2 -3,5)Et.sub.2 CClCH.sub.2 Cl O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-BrEt.sub.2 CClCH.sub.2 Cl O H H 4-IEt.sub.2 CClCH.sub.2 Cl O H H 2,4-Cl.sub.2Et.sub.2 CClCH.sub.2 Br O H H 4-ClEt.sub.2 CClCH.sub.2 Br O H H 4-IEt.sub.2 CClCH.sub.2 I O H H 4-ClEt.sub.2 CClCH.sub.2 I O H H 4-IEt.sub.2 CClCH.sub.2 F O H H 4-ClEt.sub.2 CClCH.sub.2 Me O H H 4-ClEt.sub.2 CClCH.sub.2 OMe O H H 4-ClEt.sub.2 CClCH.sub.2 OMe O H H 4-IEt.sub.2 CClCH.sub.2 SMe O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-OC.sub.10 H.sub.21Et.sub.2 CClCH.sub.2 SO.sub.2 Me O H H 4-ClEt.sub.2 CClCH.sub.2 Cl O H Me 4-ClEt.sub.2 CClCH.sub.2 Cl O Cl H 4-ClEt.sub.2 CClCH.sub.2 F O H H 4-IEt.sub.2 CClCH.sub.2 SMe O H H 2,4-Cl.sub.2Et.sub.2 CClCH.sub.2 I O H Me 4-ClEt.sub.2 CClCH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'Et.sub.2 CClCH.sub.2 Cl O H H 4-CNEt.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CH.sub.2NHCOOE tEt.sub.2 CClCH.sub.2 Cl S H H 4-ClEt.sub.2 CClCH.sub.2 Cl S H H 4-Bu-tEt.sub.2 CClCH.sub.2 Cl S H H 4-HexEt.sub.2 CClCH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OPrEt.sub.2 CClCH.sub.2 Cl S H H 4-OCH.sub.2 CHCH.sub.2Et.sub.2 CClCH.sub.2 Cl S H H 4-CH.sub.2 CH.sub.2 PhEt.sub.2 CBrCH.sub.2 Cl O H H 4-ClEt.sub.2 CBrCH.sub.2 Cl O H H 4-BrEt.sub.2 CBrCH.sub.2 Cl O H H 4-IEt.sub.2 CBrCH.sub.2 Cl O H H 2,4-Cl.sub.2Et.sub.2 CBrCH.sub.2 Br O H H 4-ClEt.sub.2 CBrCH.sub.2 I O H H 4-ClEt.sub.2 CBrCH.sub.2 H O H H 4-ClEt.sub.2 CBrCH.sub.2 H O H H 4-IEt.sub.2 CBrCH.sub.2 F O H H 4-ClEt.sub.2 CBrCH.sub.2 Me O H H 4-ClEt.sub.2 CBrCH.sub.2 OMe O H H 4-ClEt.sub.2 CBrCH.sub.2 SMe O H H 4-ClEt.sub.2 CBrCH.sub.2 Me O H H 4-BrEt.sub.2 CBrCH.sub.2 Cl O OH H 4-ClEt.sub.2 CBrCH.sub.2 Cl O H H 4-PrEt.sub.2 CBrCH.sub.2 Cl O H H 2-Cl, 4-FEt.sub.2 CBrCH.sub.2 Cl S H H 4-ClEt.sub.2 CBrCH.sub.2 Cl S H H 4-Bu-tEt.sub.2 CBrCH.sub.2 Cl S H H 4-(Q4)Et.sub.2 CBrCH.sub.2 Cl S H H 4-OCH.sub.2 CH.sub.2NHCOOE tt-BuCHBrCH.sub.2 Cl O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-It-BuCHBrCH.sub.2 Br O H H 4-Clt-BuCHBrCH.sub.2 I O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-Clt-BuCHBrCH.sub.2 Cl O H H 4-IEtCHClCH(Me) Cl O H H 4-ClEtCHClCH(Me) Cl O H H 4-IEtCHBrCH(Me) Cl O H H 4-ClEtCHBrCH(Me) Cl O H H 4-IEtCHClCH(Et) Cl O H H 4-ClEtCHClCH(Et) Cl O H H 4-IEtCHBrCH(Me) Cl O H H 4-ClEtCHBrCH(Et) Cl O H H 4-IEtCHClCH(Pr) Cl O H H 4-ClEtCHClCH(Pr) Cl O H H 4-IEtCHBrCH(Pr) Cl O H H 4-ClEtCHBrCH(Pr) Cl O H H 4-Ii-PrCHClCH.sub.2 Cl O H H 4-Cli-PrCHClCH.sub.2 Cl O H H 4-Ii-PrCHBrCH.sub.2 Cl O H H 4-Cli-PrCHBrCH.sub.2 Cl O H H 4-IEtCHClC(Me).sub.2 Cl O H H 4-ClEtCHClC(Me).sub.2 Cl O H H 4-IEtCHBrC(Me).sub.2 Cl O H H 4-ClEtCHBrC(Me).sub.2 Cl O H H 4-IEtCCl(Me)CH(Me) Cl O H H 4-ClEtCCl(Me)CH(Me) Cl O H H 4-IEtCBr(Me)CH(Me) Cl O H H 4-ClEtCBr(Me)CH(Me) Cl O H H 4-Ii-PrCHClCH(Me) Cl O H H 4-Cli-PrCHClCH(Me) Cl O H H 4-Ii-PrCHBrCH(Me) Cl O H H 4-Cli-PrCHBrCH(Me) Cl O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 4-Clt-BuCCl(Me)CH.sub.2 Cl O H H 4-Brt-BuCCl(Me)CH.sub.2 Cl O H H 4-It-BuCCl(Me)CH.sub.2 Br O H H 4-Clt-BuCCl(Me)CH.sub.2 Br O H H 4-It-BuCCl(Me)CH.sub.2 I O H H 4-Clt-BuCCl(Me)CH.sub.2 I O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2t-BuCCl(Me)CH.sub.2 F O H H 4-Clt-BuCCl(Me)CH.sub.2 Me O H H 4-Clt-BuCCl(Me)CH.sub.2 OMe O H H 4-Clt-BuCCl(Me)CH.sub.2 OMe O H H 4-It-BuCCl(Me)CH.sub.2 SMe O H H 4-Clt-BuCCl(Me)CH.sub.2 Me O H H 4-It-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Clt-BuCCl(Me)CH.sub.2 OEt O H H 4-Clt-BuCCl(Me)CH.sub.2 Cl O H Me 4-It-BuCCl(Me)CH.sub.2 Cl O H H 4-Met-BuCCl(Me)CH.sub.2 Cl O H H 2,5-Me.sub.2t-BuCCl(Me)CH.sub.2 Cl O H H 4-OCHF.sub.2t-BuCCl(Me)CH.sub.2 Cl S H H 4-Clt-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-tt-BuCCl(Me)CH.sub.2 Cl S H H 3-Met-BuCCl(Me)CH.sub.2 Cl S H H 4-SMet-BuCCl(Me)CH.sub.2 Cl S H H 4-It-BuCCl(Me)CH.sub.2 Cl S H H 4-SPrt-BuCBr(Me)CH.sub.2 Cl O H H 4-Clt-BuCBr(Me)CH.sub.2 Cl O H H 4-Brt-BuCBr(Me)CH.sub.2 Cl O H H 4-It-BuCBr(Me)CH.sub.2 Br O H H 4-Clt-BuCBr(Me)CH.sub.2 Br O H H 4-It-BuCBr(Me)CH.sub.2 I O H H 4-Clt-BuCBr(Me)CH.sub.2 I O H H 4-It-BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2t-BuCCl(Me)CH.sub.2 F O H H 4-Clt-BuCBr(Me)CH.sub.2 Me O H H 4-Clt-BuCBr(Me)CH.sub.2 OMe O H H 4-Clt-BuCBr(Me)CH.sub.2 OMe O H H 4-It-BuCBr(Me)CH.sub.2 SMe O H H 4-Clt-BuCBr(Me)CH.sub.2 SMe O H H 4-It-BuCBr(Me)CH.sub.2 Cl O H H 2,4-F.sub.2t-BuCBr(Me)CH.sub.2 OBu O H H 4-Clt-BuCBr(Me)CH.sub.2 Cl O H Et 4-Clt-BuCBr(Me)CH.sub.2 Cl O H H 4-Bu-st-BuCBr(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2t-BuCBr(Me)CH.sub.2 Cl O H H 4-OCF.sub.3t-BuCBr(Me)CH.sub.2 Cl S H H 4-Clt-BuCBr(Me)CH.sub.2 Cl S H H 4-Bu-tt-BuCBr(Me)CH.sub.2 Cl S H H 4-Met-BuCBr(Me)CH.sub.2 Cl S H H 4-COC.sub.7 H.sub.15t-BuCBr(Me)CH.sub.2 Cl S H H 4-SPht-BuCHClC(Me).sub.2 Cl O H H 4-Clt-BuCHClC(Me).sub.2 Cl O H H 4-It-BuCHBrC(Me).sub.2 Cl O H H 4-Clt-BuCHBrC(Me).sub.2 Cl O H H 4-IPrCHClCH.sub.2 Cl O H H 4-ClPrCHClCH.sub.2 Cl O H H 4-IPrCHBrCH.sub.2 Cl O H H 4-ClPrCHBrCH.sub.2 Cl O H H 4-IPrCHClCH(Me) Cl O H H 4-ClPrCHClCH(Me) Cl O H H 4-IPrCHBrCH(Me) Cl O H H 4-ClPrCHBrCH(Me) Cl O H H 4-IPrCHClCH(Et) Cl O H H 4-ClPrCHClCH(Et) Cl O H H 4-IPrCHBrCH(Et) Cl O H H 4-ClPrCHBrCH(Et) Cl O H H 4-IPrCHClCH(Pr) Cl O H H 4-ClPrCHClCH(Pr) Cl O H H 4-IPrCHBrCH(Pr) Cl O H H 4-ClPrCHBrCH(Pr) Cl O H H 4-IPrCCl(Me)CH.sub.2 Cl O H H 4-ClPrCCl(Me)CH.sub.2 Cl O H H 4-BrPrCCl(Me)CH.sub.2 Cl O H H 4-IPrCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2PrCCl(Me)CH.sub.2 Br O H H 4-ClPrCCl(Me)CH.sub.2 Br O H H 4-IPrCCl(Me)CH.sub.2 I O H H 4-ClPrCCl(Me)CH.sub.2 I O H H 4-IPrCCl(Me)CH.sub.2 F O H H 4-ClPrCCl(Me)CH.sub.2 Me O H H 4-ClPrCCl(Me)CH.sub.2 OMe O H H 4-ClPrCCl(Me)CH.sub.2 OMe O H H 4-IPrCCl(Me)CH.sub.2 SMe O H H 4-ClPrCCl(Me)CH.sub. 2 SMe O H H 4-IPrCCl(Me)CH.sub.2 Cl O H H 2-F, 4-ClPrCCl(Me)CH.sub.2 Cl O H H 4-FPrCCl(Me)CH.sub.2 Cl O H H 4-BrPrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3PrCCl(Me)CH.sub.2 Cl O H H 4-MePrCCl(Me)CH.sub.2 Cl O H H 4-PhPrCCl(Me)CH.sub.2 Cl O H H 4-O(C.sub.6 H.sub.3 Cl-2, CF.sub.3 -4)PrCCl(Me)CH.sub.2 Cl O H H 4-COC.sub.6 H.sub.4 Cl-4'PrCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 C.sub.6 H.sub.4 Cl-4'PrCCl(Me)CH.sub.2 Cl O H H 4-SMePrCCl(Me)CH.sub.2 Cl S H H 4-ClPrCCl(Me)CH.sub.2 Cl S H H 4-Bu-tPrCCl(Me)CH.sub.2 Cl S H H 4-FPrCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 C(Me)CH.sub.2PrCCl(Me)CH.sub.2 Cl S H H 4-CH.sub.2 -Q4PrCCl(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 EtPrCCl(Me)CH.sub.2 Cl S H H 4-CF.sub.3BuCBr(Me)CH.sub.2 Cl O H H 4-ClBuCBr(Me)CH.sub.2 Cl O H H 4-BrBuCBr(Me)CH.sub.2 Cl O H H 4-IBuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2BuCBr(Me)CH.sub.2 Br O H H 4-ClBuCBr(Me)CH.sub.2 Br O H H 4-IBuCBr(Me)CH.sub.2 I O H H 4-ClBuCBr(Me)CH.sub.2 I O H H 4-IBuCBr(Me)CH.sub.2 F O H H 4-ClBuCBr(Me)CH.sub.2 Me O H H 4-ClBuCBr(Me)CH.sub.2 OMe O H H 4-ClBuCBr(Me)CH.sub.2 OMe O H H 4-IBuCBr(Me)CH.sub.2 SMe O H H 4-ClBuCBr(Me)CH.sub.2 SMe O H H 4-IBuCBr(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClBuCBr(Me)CH.sub.2 Cl O H Me 4-ClBuCBr(Me)CH.sub.2 Cl O Cl H 4-ClBuCBr(Me)CH.sub.2 Pr O H H 4-ClBuCBr(Me)CH.sub.2 SEt O H H 4-IBuCBr(Me)CH.sub.2 Br O Cl H 4-ClBuCBr(Me)CH.sub.2 Cl O H H 3-ClBuCBr(Me)CH.sub.2 Cl O H H 2,3,4,5,6-F.sub.5BuCBr(Me)CH.sub.2 Cl O H H 4-OHexBuCBr(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2, 4-FBuCBr(Me)CH.sub.2 Cl S H H 4-ClBuCBr(Me)CH.sub.2 Cl S H H 4-Bu-tBuCBr(Me)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 OMeBuCBr(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 C.sub.6 H.sub.4 CF.sub.3 -4'BuCBr(Me)CH.sub.2 Cl S H H 4-EtBuCBr(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2 OHBuCBr(Me)CH.sub.2 Cl S H H 4-COC.sub.9 H.sub.19BuCBr(Me)CH.sub. 2 Bu O H H 4-ClBuCBr(Me)CH.sub.2 Cl O H H 4-OBu-sBuCBr(Me)CH.sub.2 Cl O H H 2-Me, 4-ClBuCBr(Me)CH.sub.2 Cl S H H 4-ClBuCBr(Me)CH.sub.2 Cl S H H 4-Bu-tBuCBr(Me)CH.sub.2 Cl S H H 4-PhBuCBr(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2 OCOMeBuCBr(Me)CH.sub.2 Cl S H H 4-SBuPrCH(Me)CHClCH.sub.2 Cl O H H 4-ClPrCH(Me)CHClCH.sub.2 Cl O H H 4-IPrCH(Me)CHBrCH.sub.2 Cl O H H 4-ClPrCH(Me)CHBrCH.sub.2 Cl O H H 4-IBuCHClCH.sub.2 Cl O H H 4-ClBuCHClCH.sub.2 Cl O H H 4-IBuCHClCH.sub.2 Br O H h 4-ClBuCHClCH.sub.2 I O H h 4-ClBuCHBrCH.sub.2 Cl O H H 4-ClBuCHBrCH.sub.2 Cl O H H 4-IBuCHBrCH.sub.2 Br O H H 4-ClBuCHBrCH.sub.2 I O H H 4-ClPenCHClCH.sub.2 Cl O H H 4-ClPenCHClCH.sub.2 Cl O H H 4-IPenCHBrCH.sub.2 Cl O H H 4-ClPenCHBrCH.sub.2 Cl O H H 4-IPenCHClCH(Me) Cl O H H 4-ClPenCHClCH(Me) Cl O H H 4-IPenCHBrCH(Me) Cl O H H 4-ClPenCHBrCH(Me) Cl O H H 4-IPenCCl(Me)CH.sub.2 Cl O H H 4-ClPenCCl(Me)CH.sub.2 Cl O H H 4-IPenCCl(Me)CH.sub.2 I O H H 4-ClPenCBr(Me)CH.sub.2 Cl O H H 4-ClPenCBr(Me)CH.sub.2 Cl O H H 4-IPenCBr(Me)CH.sub.2 I O H H 4-IHexCHClCH.sub.2 Cl O H H 4-ClHexCHClCH.sub.2 Cl O H H 4-IBuCCl(Me)CH.sub.2 Br O H H 4-IBuCCl(Me)CH.sub.2 I O H H 4-ClBuCCl(Me)CH.sub.2 I O H H 4-IBuCCl(Me)CH.sub.2 F O H H 4-ClBuCCl(Me)CH.sub.2 Me O H H 4-ClBuCCl(Me)CH.sub.2 OMe O H H 4-ClBuCCl(Me)CH.sub.2 OMe O H H 4-IBuCCl(Me)CH.sub.2 SMe O H H 4-ClBuCCl(Me)CH.sub.2 SMe O H H 4-IBuCCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-ClBuCCl(Me)CH.sub.2 Cl O H Me 4-ClBuCCl(Me)CH.sub.2 Cl O Cl H 4-ClBuCCl(Me)CH.sub.2 Pr-i O H H 4-ClBuCCl(Me)CH.sub.2 SPr O H H 4-ClBuCCl(Me)CH.sub.2 Br O OMe H 4-ClBuCCl(Me)CH.sub.2 Cl O H H 4-BuBuCCl(Me)CH.sub.2 Cl O H H 4-FBuCCl(Me)CH.sub.2 Cl O H H 2-OMe, 4-ClBuCCl(Me)CH.sub.2 Cl S H H 4-ClBuCCl(Me)CH.sub.2 Cl S H H 4-Bu-tBuCCl(Me)CH.sub.2 Cl S H H 4-CF.sub.3BuCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 C.sub.6 H.sub.4 Cl-'BuCCl(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CH.sub.2 OMeBuCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 CHCHMeBuCBr(Me)CH.sub.2 Cl O H H 4-ClBuCBr(Me)CH.sub.2 Cl O H H 4-BrBuCBr(Me)CH.sub.2 Cl O H H 4-IBuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2BuCBr(Me)CH.sub.2 Br O H H 4-ClBuCBr(Me)CH.sub.2 Br O H H 4-IBuCBr(Me)CH.sub.2 I O H H 4-ClBuCBr(Me)CH.sub.2 I O H H 4-IBuCBr(Me)CH.sub.2 F O H H 4-ClBuCBr(Me)CH.sub.2 Me O H H 4-ClBuCBr(Me)CH.sub.2 OMe O H H 4-ClBuCBr(Me)CH.sub.2 SMe O H H 4-Cli-PrCBr(Me)CH.sub.2 Me O H H 4-Cli-PrCBr(Me)CH.sub.2 OMe O H H 4-Cli-PrCBr(Me)CH.sub.2 OMe O H H 4-Ii-PrCBr(Me)CH.sub.2 SMe O H H 4-Cli-PrCBr(Me)CH.sub.2 SMe O H H 4-Ii-PrCBr(Me)CH.sub.2 SO.sub.2 Me O H H 4-Cli-PrCBr(Me)CH.sub.2 F O H H 4-Ii-PrCBr(Me)CH.sub.2 SMe O H H 2,4-Cl.sub.2i-PrCBr(Me)CH.sub.2 Cl O H H 4-OMei-PrCBr(Me)CH.sub.2 Cl O H H 4-C.sub.6 H.sub.4 Cl-4'i-PrCBr(Me)CH.sub.2 Cl O H H 4-CNi-PrCBr(Me)CH.sub.2 Cl S H H 4-Cli-PrCBr(Me)CH.sub.2 Cl S H H 4-Bu-ti-PrCBr(Me)CH.sub.2 Cl S H H 4-CH.sub.2 Phi-PrCBr(Me)CH.sub.2 Cl S H H 4-C(Me).sub.2 CNi-BuCHClCH.sub.2 Cl O H H 4-Cli-BuCHClCH.sub.2 Cl O H H 4-Ii-BuCHBrCH.sub.2 Cl O H H 4-Cli-BuCHBrCH.sub.2 Cl O H H 4-Is-BuCHClCH.sub.2 Cl O H H 4-Cls-BuCHClCH.sub.2 Cl O H H 4-Is-BuCHBrCH.sub.2 Cl O H H 4-Cls-BuCHBrCH.sub.2 Cl O H H 4-It-BuCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Clt-BuCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-It-BuCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Clt-BuCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-IBuCHClCH(Me) Cl O H H 4-ClBuCHClCH(Me) Cl O H H 4-IBuCHBrCH(Me) Cl O H H 4-ClBuCHBrCH(Me) Cl O H H 4-IBuCCl(Me)CH.sub.2 Cl O H H 4-ClBuCCl(Me)CH.sub.2 Cl O H H 4-BrBuCCl(Me)CH.sub.2 Cl O H H 4-IBuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2BuCCl(Me)CH.sub.2 Br O H H 4-Cli-PrCCl(Me)CH.sub.2 Cl O H H 4-Cli-PrCCl(Me)CH.sub. 2 Cl O H H 4-Bri-PrCCl(Me)CH.sub.2 Cl O H H 4-Ii-PrCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCCl(Me)CH.sub.2 Br O H H 4-Cli-PrCCl(Me)CH.sub.2 Br O H H 4-Ii-PrCCl(Me)CH.sub.2 I O H H 4-Cli-PrCCl(Me)CH.sub.2 I O H H 4-Ii-PrCCl(Me)CH.sub.2 F O H H 4-Cli-PrCCl(Me)CH.sub.2 Me O H H 4-Cli-PrCCl(Me)CH.sub.2 OMe O H H 4-Cli-PrCCl(Me)CH.sub.2 OMe O H H 4-Ii-PrCCl(Me)CH.sub.2 SMe O H H 4-Cli-PrCCl(Me)CH.sub.2 SMe O H H 4-Ii-PrCCl(Me)CH.sub.2 SO.sub.2 Me O H H 4-Cli-PrCCl(Me)CH.sub.2 Cl O H Me 4-Cli-PrCCl(Me)CH.sub.2 Cl O Cl H 4-Cli-PrCCl(Me)CH.sub.2 Cl O H H 2-Cl, 4-Ii-PrCCl(Me)CH.sub.2 Cl O H H 4-Phi-PrCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3i-PrCCl(Me)CH.sub.2 Cl O H H 2,6-Cl.sub.2i-PrCCl(Me)CH.sub.2 Cl S H H 4-Cli-PrCCl(Me)CH.sub.2 Cl S H H 4-Bu-ti-PrCCl(Me)CH.sub.2 Cl S H H 4-Eti-PrCCl(Me)CH.sub.2 Cl S H H 4-COOEti-PrCCl(Me)CH.sub.2 Cl S H H 4-C.sub.6 H.sub.4 F-4'i-PrCCl(Me)CH.sub.2 Cl S H H 4-COPhi-PrCBr(Me)CH.sub.2 Cl O H H 4-Cli-PrCBr(Me)CH.sub.2 Cl O H H 4-Bri-PrCBr(Me)CH.sub.2 Cl O H H 4-Ii-PrCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-PrCBr(Me)CH.sub.2 Br O H H 4-Cli-PrCBr(Me)CH.sub.2 Br O H H 4-Ii-PrCBr(Me)CH.sub.2 I O H H 4-Cli-PrCBr(Me)CH.sub.2 I O H H 4-Ii-PrCBr(Me)CH.sub.2 F O H H 4-ClHexCHBrCH.sub.2 Cl O H H 4-ClHexCHBrCH.sub.2 Cl O H H 4-Ii-BuCCl(Me)CH.sub.2 Cl O H H 4-Cli-BuCCl(Me)CH.sub.2 Cl O H H 4-Bri-BuCCl(Me)CH.sub.2 Cl O H H 4-Ii-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-BuCCl(Me)CH.sub.2 Br O H H 4-Cli-BuCCl(Me)CH.sub.2 I O H H 4-Cli-BuCCl(Me)CH.sub.2 I O H H 4-Ii-BuCCl(Me)CH.sub.2 Me O H H 4-Cli-BuCCl(Me)CH.sub.2 OMe O H H 4-Cli-BuCCl(Me)CH.sub.2 Sme O H H 4-Cli-BuCCl(Me)CH.sub.2 F O H H 4-Cli-BuCCl(Me)CH.sub.2 Cl O H H 2-F,4-Cli-BuCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2 CH(Me)O-Q17i-BuCCl(Me)CH.sub.2 Cl S H H 4-Cli-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-ti-BuCCl(Me)CH.sub.2 Cl S H H 4-(Q4)i-BuCCl(Me)CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OMei-BuCBr(Me)CH.sub. 2 C1 O H H 4-Cli-BuCBr(Me)CH.sub.2 Cl O H H 4-Bri-BuCBr(Me)CH.sub.2 Cl O H H 4-Ii-BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2i-BuCBr(Me)CH.sub.2 Br O H H 4-Cli-BuCBr(Me)CH.sub.2 I O H H 4-Cli-BuCBr(Me)CH.sub.2 Cl S H H 4-Cli-BuCBr(Me)CH.sub.2 Cl S H H 4-O(CH.sub.2).sub.3 CCClC.sub.8 H.sub.17 CHClCH.sub.2 Cl O H H 4-ClMe.sub.2 C(OMe)(CH.sub.2).sub.3 C(Me)CHCHCl Cl O H H 4-ClMe.sub.2 C(OMe)(CH.sub.2).sub.3 CCl(Me)CHClCH.sub.2 Cl O H H 4-ClC.sub.14 H.sub.29 CHClCH.sub.2 Cl O H H 4-ClMe.sub.2 CCHCH.sub.2 CH.sub.2 CCl(Me)CHClCH.sub.2 Cl O H H 4-ClEtCHC(Me)CH.sub.2 CH.sub.2 CHClC(Me).sub.2 Cl O H H 4-ClHCC(CH.sub.2).sub.10 CHClCH.sub.2 Cl O H H 4-Cls-BuCCl(Me)CH.sub.2 Cl O H H 4-Cls-BuCCl(Me)CH.sub.2 Cl O H H 4-Brs-BuCCl(Me)CH.sub.2 Cl O H H 4-Is-BuCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2s-BuCCl(Me)CH.sub.2 Br O H H 4-Cls-BuCCl(Me)CH.sub.2 I O H H 4-Cls-BuCCl(Me)CH.sub.2 I O H H 4-Is-BuCCl(Me)CH.sub.2 Me O H H 4-Cls-BuCCl(Me)CH.sub.2 OMe O H H 4-Cls-BuCCl(Me)CH.sub.2 SMe O H H 4-Cls-BuCCl(Me)CH.sub.2 F O H H 4-Cls-BuCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cls-BuCCl(Me)CH.sub.2 Cl O H H 4-O(CH.sub.2).sub.3 CCCls-BuCCl(Me)CH.sub.2 Cl S H H 4-Cls-BuCCl(Me)CH.sub.2 Cl S H H 4-Bu-ts-BuCCl(Me)CH.sub.2 Cl S H H 4-Ets-BuCCl(Me)CH.sub.2 Cl S H H 4-OCH.sub.2 CH(Me)O-Q17s-BuCBr(Me)CH.sub.2 Cl O H H 4-Cls-BuCBr(Me)CH.sub.2 Cl O H H 4-Brs-BuCBr(Me)CH.sub.2 Cl O H H 4-Is-BuCBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2s-BuCBr(Me)CH.sub.2 Br O H H 4-Cls-BuCBr(Me)CH.sub.2 I O H H 4-Cls-BuCBr(Me)CH.sub.2 Cl O H H 4-Bu-ts-BuCBr(Me)CH.sub.2 Cl S H H 4-Cls-BuCBr(Me)CH.sub.2 Cl S H H 4-Bu-tMeCHCH(CH.sub.2).sub.7 CHClCH.sub.2 Cl O H H 4-Cl(3,3-Me.sub.2 -Q21)CH.sub.2 CH.sub.2 C(Me)CHCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMe.sub.2 C(OMe)(CH.sub.2).sub. 3 CH(Me)CH.sub.2 CHCHCCl(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2CH(CH.sub.2).sub.12 CHClCH.sub.2 Cl O H H 4-ClMeCC(CH.sub.2).sub.3 CHClCH.sub.2 Cl O H H 4-Cls-BuCBr(Me)CH.sub.2 Cl S H H 4-OC(Me).sub.2 CH.sub.2 OEtClCHCH Cl O H H 4-ClClCHCH Cl O H H 4-IBrCHCH Cl O H H 4-ClBrCHCH Cl O H H 4-ICH.sub.2C(Cl) Cl O H H 4-ClCH.sub.2C(Cl) Cl O H H 4-ICH.sub.2C(Br) Cl O H H 4-ClCH.sub.2C(Br) Cl O H H 4-ICH.sub.2C(CH.sub.2 Cl) Cl O H H 4-ClCH.sub.2C(CH.sub.2 Cl) Cl O H H 4-ICH.sub.2C(CH.sub.2 Br) Cl O H H 4-ClMe.sub.2 CC(CH.sub.2 Cl) Cl O H H 4-ClMe.sub.2 CC(CH.sub.2 Cl) Cl O H H 4-ICH.sub.2C(Cl)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Cl)CH.sub.2 Cl O H H 4-ICH.sub.2C(Br)CH.sub.2 Cl O H H 4-ClMe.sub.2 CC(Cl)CH.sub.2 Cl O H H 4-ClMe.sub.2 CC(Cl)CH.sub.2 Cl O H H 4-IMe.sub.2 CC(Br)CH.sub.2 Cl O H H 4-ClMe.sub.2 CC(Br)CH.sub.2 Cl O H H 4-ICH.sub.2CHCH(Me)CHClCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH(Me)CHClCH.sub.2 Cl O H H 4-ICH.sub.2CHCH(Me)CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH(Me)CHBrCH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ICH.sub.2C(Me)CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClCH.sub.2C(Me)CH.sub.2 CHClCH.sub.2 Cl O H H 4-ICH.sub.2C(Me)CH.sub.2 CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2C(Me)CH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Me)CH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ICH.sub.2C(Me)CH.sub.2 CH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 CH.sub.2 CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 CH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Me)CH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClCH.sub.2C(Me)CH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H 4-ICH.sub.2C(Me)CH.sub.2 CH.sub.2 CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH(Me)CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH(Me)CH.sub.2 CHClCH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 CH(Me)CHClCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CH(Me)CHClCH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 CH(Me)CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 CH(Me)CHBrCH.sub.2 Cl O H H 4-IMeCHCHCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeCHCHCH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCHCHCH.sub.2 CHBrCH.sub. 2 Cl O H H 4-ClMeCHCHCH.sub.2 CHBrCH.sub.2 Cl O H H 4-ICH.sub.2CH(CH.sub.2).sub.3 CHClCH.sub.2 Cl O H H 4-ClCH.sub.2CH(CH.sub.2).sub.3 CHClCH.sub.2 Cl O H H 4-ICH.sub.2CH(CH.sub.2).sub.3 CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2CH(CH.sub.2).sub.3 CHBrCH.sub.2 Cl O H H 4-ICH.sub.2Ch(CH.sub.2).sub.4 CHClCH.sub.2 Cl O H H 4-ClCH.sub.2CH(CH.sub.2).sub.2 CHClCH.sub.2 Cl O H H 4-ICH.sub.2CH(CH.sub.2).sub.4 CHClCH.sub.2 Br O H H 4-ClCH.sub.2CH(CH.sub.2).sub.4 CHClCH.sub.2 I O H H 4-ICh.sub.2CH(CH.sub.2).sub.4 CHBrCH.sub.2 Cl O H H 4-ClCH.sub.2CH(CH.sub.2).sub.4 CHBrCH.sub.2 Cl O H H 4-ICH.sub.2C(Cl)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Cl)CH.sub.2 Cl O H H 4-ICH.sub.2C(Cl)CH.sub.2 Br O H H 4-ClCH.sub.2C(Cl)CH.sub.2 I O H H 4-iCh.sub.2C(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-ClCH.sub.2C(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-ICH.sub.2C(CH.sub.2 Cl)CH.sub.2 Br O H H 4-ClCh.sub.2C(CH.sub.2 Cl)CH.sub.2 I O H H 4-IClCHCHCH.sub.2 Cl O H H 4-ClClCHCHCH.sub.2 Cl O H H 4-IClCHCHCH.sub.2 Br O H H 4-ClClCHCHCH.sub.2 I O H H 4-ClBrCHCHCH.sub.2 Cl O H H 4-ClBrCHCHCH.sub.2 Cl O H H 4-IClCHC(Cl)CH.sub.2 Cl O H H 4-ClClCHC(Cl)CH.sub.2 Cl O H H 4-IClCHC(C1)CH.sub.2 Br O H H 4-ClClCHC(Cl)CH.sub.2 I O H H 4-ClBrCHC(Br)CH.sub.2 Cl O H H 4-ClBrCHC(Br)CH.sub.2 Cl O H H 4-IClCH.sub.2 CHCHCH.sub.2 Cl O H H 4-ClClCH.sub.2 CHCHCH.sub.2 Cl O H H 4-IClCH.sub.2 CHCHCH.sub.2 Br O H H 4-ClClCH.sub.2 CHCHCH.sub.2 I O H H 4-ClBrCN.sub.2 CNCHCH.sub.2 Cl O H H 4-ClBrCN.sub.2 CHCHCH.sub.2 Cl O H H 4-IBrCH.sub.2 CHCHCH.sub.2 Br O H H 4-ClBrCH.sub.2 CHCHCH.sub.2 I O H H 4-ClMeC(Cl)CHCH.sub.2 Cl O H H 4-ClMeC(Cl)CHCH.sub.2 Cl O H H 4-IMeC(Cl)CHCH.sub.2 Br O H H 4-ClMeC(Cl)CHCH.sub.2 I O H H 4-ClCH.sub.2CHCHClCH.sub.2 Cl 0 H H 4-ClCH.sub.2CHCHClCH.sub.2 Cl O H H 4-ICH.sub.2CHCHClCH.sub.2 Br O H H 4-ClCH.sub.2CHCHClCH.sub.2 I O H H 4-ClClCH.sub.2 CCCH.sub.2 Cl O H H 4-ClClCH.sub.2 CCCH.sub.2 Cl O H H 4-IClCC Cl O H H 4-ClClCC Cl O H H 4-IBrCC Cl O H H 4-IClcCCH.sub.2 Cl 0 H H methylClCCCH.sub.2 Cl O H H 4-IBrC CCH.sub.2 Cl O H H 4-ClBrCCCH.sub.2 Cl O H H 4-IClCH.sub.2 CC Cl O H H 4-ClClCH.sub.2 CC C1 0 H H 4-ClBrCH.sub.2 CC Cl O H H 4-ClBrCH.sub.2 CC Cl O H H 4-IQ1-2,2-F.sub.2 Cl O H H 4-ClQ1-2,2-F.sub.2 Cl O H H 4-I(Q1-2,2-Cl.sub.2) CH.sub.5 Cl H H 4-Cl(Q1-2,2-Cl.sub.2)CH.sub.3 Cl O H H 4-I(Q1-2,2-Br.sub.2)CH.sub.2 Cl O O H H(Q1-2,2-Br.sub.2)CH.sub.2 Cl O H H 4-I(Q1-2,2-F.sub.2)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2)CH.sub.2 C O H H 4-I(Q1-2,2-F.sub.2 -3-Me)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2 -3-Me)CH.sub.2 Cl O H H 4-I(Q1-2,2-Cl.sub.2 -3-Me)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-Cl.sub.2 -3-Me)CH.sub.2 Cl O H H 4-I(Q1-2,2-F.sub.2 3,3-Me.sub.2)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2 3,3-Me.sub.2)CH.sub.2 Cl O H H 4-I(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2 Cl O H H 4-I(Q1-2,2-Br.sub.2 3,3-Me.sub.2)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-Br.sub.2 3,3-Me.sub.2)CH.sub.2 Cl O H H 4-I(Q1-2-Cl-3,3-Me.sub.2)CH.sub.2 Cl O H H 4-Cl(Q1-2-Cl-3,3-Me.sub.2)CH.sub.2 Cl O H H 4-I(Q1-2-cl-3-Me)CH.sub.2 Cl O H H 4-Cl(Q1-2-Cl-3-Me)CH.sub.2 Cl O H H 4-I(Q1-2,2-Cl.sub.2 -1-Me)CH(Me) Cl O H H 4-Cl(Q1-2,2-Cl.sub.2 -1-Me)CH(Me) Cl O H H 4-I(Q1-2,2-F.sub.2 -1-Me)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2 -1-Me)CH.sub.2 Cl O H H 4-I(Q1-2,2-F.sub.2 -l-Cl)CH.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2 -1-Cl)CH.sub.2 Cl O H H 4-I(Q1-2,2-Cl.sub.2 l-Me)CH.sub.2 CH.sub.2 Cl O H H 4-Cl(Q1-2,2-Cl.sub.2 -1-Mel) CH.sub.2 CH.sub.3 Cl O H H 4-I(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2 CH.sub.2 Cl O H H 4-Cl(Q1-2,2-Cl.sub.2 3,3-Me.sub.2)CH.sub.2 Ch.sub.2 Cl O H H 4-I(Q1-2-Cl)CH.sub.2 CH.sub.2 Cl O H H 4-Cl(Q1-2-Cl)CH.sub.2 Ch.sub.2 Cl O H H 4-I(Q1-2,2-F.sub.2)CH.sub.2 Ch.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2)CH.sub.2 CH.sub.2 Cl O H H 4-I(Q1-2,2-F.sub.2)CH.sub.2 Ch.sub.2 CH.sub.2 Cl O H H 4-Cl(Q1-2,2-F.sub.2)CH.sub.2 Ch.sub.2 CH.sub.2 Cl O H H 4-I(Q1-1-Cl)CH.sub.2 Cl O H H 4-Cl(Q1-1-Cl)CH.sub.2 Cl O H H 4-I(Q1-1-Cl)CH.sub.2 Br O H H 4-Cl(Q1-1-Cl)CH.sub.2 I O H H 4-Cl(Q1-1-Br)CH.sub.2 Cl O H H 4-Cl(Q1-1-Br)CH.sub.2 Cl O H H 4-I(Q1-1-Br)CH.sub.2 Br O H H 4-Cl(Q1-1-Br)CH.sub.2 I O H H 4-Cl(Q2-1-Cl)CH.sub.2 Cl O H H 4-Cl(Q2-1-Cl)CH.sub.2 Cl O H H 4-I(Q2-1-Cl)CH.sub.2 Br O H H 4-Cl(Q2-1-Cl)CH.sub.2 I O H H 4-Cl(Q2-1-Br)CH.sub.2 Cl O H H 4-Cl(Q2-1-Br)CH.sub.2 Cl O H H 4-I(Q2-1-Br)CH.sub.2 Br O H H 4-Cl(Q2-1-Br)CH.sub.2 I O H H 4-Cl(Q3-1-Cl)CH.sub.2 Cl O H H 4-Cl(Q3-1-Cl)CH.sub.2 Cl O H H 4-I(Q3-1-Cl)CH.sub.2 Br O H H 4-Cl(Q3-1-Cl)CH.sub.2 I O H H 4-Cl(Q3-1-Br)CH.sub.2 Cl O H H 4-Cl(Q3-1-Br)CH.sub.2 Cl O H H 4-I(Q3-1-Br)CH.sub.2 Br O H H 4-Cl(Q3-1-Br)CH.sub.2 I O H H 4-ClQ3-2-Cl Cl O H H 4-ClQ3-2-Cl Cl O H H 2,4-Cl.sub.2Q3-2-Cl Cl O H H 4-IQ3-2-Cl Br O H H 4-ClQ3-2-Cl I O H H 4-ClQ3-2-cl Cl S H H 4-ClQ3-2-Cl Cl S H H 4-Bu-tQ3-2-Br Cl O H H 4-ClQ3-2-Br Cl O H H 2,4-Cl.sub.2Q3-2-Br Cl O H H 4-IQ3-2-Br Br O H H 4-ClQ3-2-Br I O H H 4-ClQ3-2-Br Cl S H H 4-ClQ3-2-Br Cl S H H 4-Bu-tQ3-CH(Cl)CH.sub.2 Cl O H H 4-ClQ3-CH(Cl)CH.sub.2 Cl O H H 4-IQ3-CH(Br)CH.sub.2 Cl O H H 4-ClQ3-CH(Br)CH.sub.2 Cl O H H 4-IQ3-1,2,3,3,4,4,5,5-F.sub.8 Cl O H H 4-ClQ3-1,2,3,3,4,4,5,5-F.sub.8 Cl O H H 4-IQ3-1,2,3,3,4,4,5-F.sub.7 Cl O H H 4-ClQ3-1,2,3,3,4,4,5-F.sub.7 Cl O H H 4-IQ4-CHClCH.sub.2 Cl O H H 4-ClQ4-CHClCH.sub.2 Cl O H H 4-IQ4-CHBrCH.sub.2 Cl O H H 4-ClQ4-CHBrCH.sub.2 Cl O H H 4-I(Q4-1-Cl)CH.sub.2 Cl O H H 4-Cl(Q4-1-Cl)CH.sub.2 Cl O H H 4-I(Q4-1-Cl)CH.sub.2 Br O H H 4-Cl(Q4-1-Cl)CH.sub.2 I O H H 4-Cl(Q4-1-Br)CH.sub.2 Cl O H H 4-Cl(Q4-1-Br)CH.sub.2 Cl O H H 4-I(Q4-1-Br)CH.sub.2 Br O H H 4-Cl(Q4-1-Br)CH.sub.2 I O H H 4-ClQ4-1,2-Cl.sub.2 Cl O H H 4-ClQ4-1,2-Cl.sub.2 Cl O H H 4-IQ4-1,2-C.sub.2 Br O H H 4-ClQ4-1,2-Cl.sub.2 I O H H 4-ClQ4-1,2-Br.sub.2 Cl O H H 4-ClQ4-1,2-Br.sub.2 Cl O H H 4-IQ4-1,2-Br.sub.2 Br O H H 4-ClQ4-1,2-Br.sub.2 I O H H 4-ClQ4-2-Cl-2-Me Cl O H H 4-ClQ4-2-Cl-2-Me Cl O H H 4-IQ4-2-Cl-2-Me Br O H H 4-ClQ4-2-Cl-2-Me I O H H 4-ClQ4-2-Br-2-Me Cl O H H 4-ClQ4-2-Br-2-Me Cl O H H 4-IQ4-2-Br-2-Me Br O H H 4-ClQ4-2-Br-2-Me I O H H 4-ClQ4-2-Cl-1-Me Cl O H H 4-ClQ4-2-Cl-1-Me Cl O H H 4-IQ4-2-Cl-1-Me Br O H H 4-ClQ4-2-Cl-1-Me I O H H 4-ClQ4-2-Br-1-Me Cl O H H 4-ClQ4-2-Br-1-Me Cl O H H 4-IQ4-2-Br-1-Me Br O H H 4-ClQ4-2-Br-1-Me I O H H 4-ClQ4-2,2-Cl.sub.2 Cl O H H 4-ClQ4-2,2-Cl.sub.2 Cl O H H 4-IQ4-2,2-Cl.sub.2 Br O H H 4-ClQ4-2,2-Cl.sub.2 I O H H 4-ClQ4-2-Cl-2-Br Cl O H H 4-ClQ4-2-Cl-2-Br Cl O H H 4-IQ4-2-Cl-2-Br Br O H H 4-ClQ4-2-Cl-2-Br I O H H 4-ClQ4-2-Cl-4-Me Cl O H H 4-ClQ4-2-Cl-4-Me Cl O H H 4-IQ4-2-Cl-4-Me Br O H H 4-ClQ4-2-Cl-4-Me I O H H 4-ClQ4-2-Br-4-Me Cl O H H 4-ClQ4-2-Br-4-Me Cl O H H 4-IQ4-2-Br-4-Me Br O H H 4-ClQ4-2-Br-4-Me I O H H 4-ClQ4-2-Cl-5-Me Cl O H H 4-ClQ4-2-Cl-5-Me Cl O H H 4-IQ4-2-Cl-5-Me Br O H H 4-ClQ4-2-Cl-5-Me I O H H 4-ClQ4-2-Br-5-Me Cl O H H 4-ClQ4-2-Br-5-Me Cl O H H 4-IQ4-2-Br-5-Me Br O H H 4-ClQ4-2-Br-5-Me I O H H 4-ClQ4-2-Cl Cl O H H 4-ClQ4-2-Cl Cl O H H 4-BrQ4-2-Cl Cl O H H 2,4-Cl.sub.2Q4-2-Cl Br O H H 4-ClQ4-2-Cl Br O H H 4-IQ4-2-Cl I O H H 4-ClQ4-2-Cl F O H H 4-ClQ4-2-Cl Me O H H 4-ClQ4-2-Cl OMe O H H 4-ClQ4-2-Cl OMe O H H 4-IQ4-2-Cl SMe O H H 4-ClQ4-2-Cl SMe O H H 4-IQ4-2-Cl SO.sub.2 Me O H H 4-ClQ4-2-Cl Cl O H Me 4-ClQ4-2-Cl Cl O Cl H 4-ClQ4-2-Cl OMe O H H 4-BrQ4-2-Cl SO.sub.2 Et O H H 4-ClQ4-2-Cl Cl O H H 2-MeQ4-2-Cl Cl O H H 4-OPrQ4-2-Cl Cl O H H 4-CF.sub.3Q4-2-Cl Cl O H H 2,4,5-Cl.sub.3Q4-2-Cl Cl S H H 4-ClQ4-2-Cl Cl S H H 4-Bu-tQ4-2-Cl Cl S H H 4-C.sub.6 H.sub.4 Cl-4'Q4-2-Cl Cl S H H 4-OC.sub.6 H.sub.4 F-4'Q4-2-Cl Cl S H H 4-(Q4)Q4-2-Cl Cl S H H 4-SiMe.sub.3Q4-2-Br Cl O H H 4-ClQ4-2-Br Cl O H H 4-BrQ4-2-Br Cl O H H 2,4-Cl.sub.2Q4-2-Br Br O H H 4-ClQ4-2-Br Br O H H 4-IQ4-2-Br I O H H 4-ClQ4-2-Br F O H H 4-ClQ4-2-Br Me O H H 4-ClQ4-2-Br OEt O H H 4-ClQ4-2-Br SEt O H H 4-ClQ4-2-Br SO.sub.2 Me O H H 4-ClQ4-2-Br Cl O H Et 4-ClQ4-2-Br Cl O Cl H 4-ClQ4-2-Br Cl O H H 2-F,4-clQ4-2-Br OPr O H H 4-ClQ4-2-Br Cl O H Bu 4-IQ4-2-Br Cl O H H 4-MeQ4-2-Br Cl O H H 4-OCHF.sub.2Q4-2-Br Cl S H H 4-ClQ4-2-Br Cl S H H 4-Bu-tQ4-2-Br Cl S H H 4-OC(Me).sub.2 CH.sub.2 OPrQ4-2-Br Cl S H H 4-SMeQ4-2-Br Cl S H H 4-IQ4-F.sub.11 Cl O H H 4-ClQ4-F.sub.11 Cl O H H 4-I(Q4-F.sub.11)CH.sub.2 C1 O H H 4-Cl(Q4-F.sub.11)CH.sub.2 cl O H H 4-I(Q4-1,2,2,3,4,4,5,5,6,6-F.sub.10 -3-CFp.sub.3)CH.sub.2 Cl O H H 4-Cl(Q4-1,2,2,3,3,4,5,5,6,6-F.sub.10 -4-CF.sub.3 O)CH.sub.2 Cl O H H 4-ClQ5-2-Cl C1 O H H 4-ClQ5-2-Cl Cl O H H 2,4-Cl.sub.2Q5-2-Cl Cl O H H 4-IQ5-2-Cl Br O H H 4-ClQ5-2-Cl I O H H 4-ClQ5-2-Cl Cl S H H 4-ClQ5-2-Cl Cl S H H 4-Bu-tQ5-2-Cl Cl O H H 4-ClQ5-2-Cl Cl O H H 2,4-Cl.sub.2Q5-2-Cl Cl O H H 4-IQ5-2-Cl Br O H H 4-ClQ5-2-Cl I O H H 4-ClQ5-2-Cl Cl S H H 4-ClQ5-2-Cl Cl S H H 4-Bu-tFCH.sub.2 C(Me).sub.2 Cl O H H 4-ClFCH.sub.2 C(Me).sub.2 Cl O H H 4-IMe.sub.2 CF Cl O H H 4-ClMe.sub.2 CF Cl O H H 4-I(CF.sub.3).sub.2 CH Cl O H H 4-Cl(CF.sub.3).sub.2 CH Cl O H H 4-I(CF.sub.3).sub.2 CF Cl O H H 4-Cl(CF.sub.3).sub.2 CF Cl O H H 4-ICHF.sub.2 C(CF.sub.3)F Cl O H H 4-ClCHF.sub.2 C(CF.sub.3)F Cl O H H 4-I(CHF.sub.2).sub.2 C(Me) Cl O H H 4-Cl(CHF.sub.2).sub.2 C(Me) Cl O H H 4-IMeCH(F)CH.sub.2 Cl O H H 4-ClMeCH(F)CH.sub.2 Cl O H H 4-ICF.sub.3 CH.sub.2 CH.sub.2 Cl O H H 4-ClCF.sub.3 CH.sub.2 CH.sub.2 Cl O H H 4-ICHF.sub.2 CF.sub.2 CH.sub.2 Cl O H H 4-ClCHF.sub.2 CF.sub.2 CH.sub.2 Cl O H H 4-ICF.sub.3 CCl.sub.2 CH.sub.2 Cl O H H 4-ClCF.sub.3 CCl.sub.2 CH.sub.2 Cl O H H 4-ICF.sub.3 CHFCF.sub.2 Cl O H H 4-ClCF.sub.3 CHFCF.sub.2 Cl O H H 4-ICF.sub.3 CHFCF(CF.sub.3) Cl O H H 4-ClCF.sub.3 CHFCF(CF.sub.3) Cl O H H 4-ICF.sub.3 CHCH Cl O H H 4-ClCF.sub.3 CHCH Cl O H H 4-ICF.sub.3 CFCF Cl O H H 4-ClCF.sub.3 CFCF Cl O H H 4-ICF.sub.3 CCl.sub.2 CCl(CF.sub.3) Cl O H H 4-ClCF.sub.3 CCl.sub.2 CCl(CF.sub.3) Cl O H H 4-ICF.sub.3 CBrClCCl(CF.sub.3) Cl O H H 4-ClCF.sub.3 CF.sub.2 CF.sub.2 Cl O H H 4-ClCF.sub.3 CF.sub.2 CF.sub.2 Cl O H H 4-ICF.sub.3 CHFCF.sub.2 Cl O H H 4-ClCF.sub.3 CHFCF.sub.2 Cl O H H 4-I(CF.sub.3).sub.2 CFCH.sub.2 Cl O H H 4-Cl(CF.sub.3).sub.2 CFCHFCF.sub.2 Cl O H H 4-Cl(CF.sub.3).sub.2 CFCHFCF.sub.2 Cl O H H 4-ICF.sub.2CFCH.sub.2 CH.sub.2 Cl O H H 4-ClCF.sub.2CFCH.sub.2 CH.sub.2 Cl O H H 4-IC.sub.3 F.sub.7 CHClCH.sub.2 Cl O H H 4-ClC.sub.3 F.sub.7 CHClCH.sub.2 Cl O H H 4-IC.sub.3 F.sub.7 CHBrCH.sub.2 Cl O H H 4-ClC.sub.3 F.sub.7 CHBrCH.sub.2 Cl O H H 4-IH(CF.sub.2).sub.4 CH.sub.2 Cl O H H 4-ClH(CF.sub.2).sub.4 CH.sub.2 Cl O H H 4-IH(CF.sub.2).sub.6 CH.sub.2 Cl O H H 4-ClH(CF.sub.2).sub.6 CH.sub.2 Cl O H H 4-IF(CF.sub.2).sub.3 CF(CF.sub.3)CH.sub.2 Cl O H H 4-ClF(CF.sub.2).sub.3 CF(CF.sub.3)CH.sub.2 Cl O H H 4-IF(CF.sub.2).sub.5 CHFCF.sub.2 Cl O H H 4-ClF(CF.sub.2).sub.5 CHFCF.sub.2 Cl O H H 4-IF(CF.sub.2).sub.8 Cl O H H 4-ClF(CF.sub.2).sub.8 Cl O H H 4-ICF.sub.3 CFClCF.sub.2 Cl O H H 4-ClCF.sub.3 CFClCF.sub.2 Cl O H H 4-ICF.sub. 3 CFBrCF.sub.2 Cl O H H 4-ClCF.sub.3 CF(OMe)CF.sub.2 Cl O H H 4-ClCF.sub.3 CF(OMe)CF.sub.2 Cl O H H 4-IQ6-3-Cl Cl O H H 4-ClQ6-3-Cl Cl O H H 4-IQ6-3-Br Cl O H H 4-ClQ6-3-Br Cl O H H 4-I(Q1-2,2-Me.sub.2 -3-COOEt)CHClC(Me).sub.2 Cl O H H 4-Cl(Q1-2,2-Me.sub.2 -3-COOEt)CHClC(Me).sub.2 Cl O H H 4-I(Q1-2,2-Me.sub.2 -3-COOEt)CHBrC(Me).sub.2 Cl O H H 4-Cl(Q1-2,2-Me-.sub.2 -3-COOEt)CH(CCl(Me).sub.2) Cl O H H 4-Cl(Q1-2,2-Me.sub.2 -3-COOEt)CH(CCl(Me).sub.2) Cl O H H 4-IQ3-1-Me-2-Cl Cl O H H 4-ClQ3-1-Me-2-Cl Cl O H H 4-IQ3-1-Me-2-Br Cl O H H 4-IQ3-2-Me-1-Cl Cl O H H 4-ClQ3-2-Me-1-Cl Cl O H H 4-IQ3-2-Me-1-Br Cl O H H 4-ClQ4-1-Ph-2-Cl Cl O H H 4-ClQ4-1-Ph-2-Cl Cl O H H 4-IQ4-1-Ph-2-Br Cl O H H 4-ClQ4-2-Ph-1-Cl Cl O H H 4-ClQ4-2-Ph-1-Cl Cl O H H 4-IQ4-2-Cl-3-CHMe(OMe) Cl O H H 4-ClQ4-2-Cl-3-CHMe(OMe) Cl O H H 4-IQ4-2-Cl-6-CHMe(OMe) Cl O H H 4-ClQ4-2-Cl-6-CHMe(OMe) Cl O H H 4-IQ4-2-Cl-3-CHMe(OCOMe) Cl O H H 4-ClQ4-2-Cl-4-COMe Cl O H H 4-ClQ4-2-Cl-4-COMe Cl O H H 4-IQ4-2-Cl-5-COMe Cl O H H 4-IQ7-2-Cl Cl O H H 4-ClQ7-2-Cl Cl O H H 4-IQ7-2-Br Cl O H H 4-ClQ7-2-Br Cl O H H 4-IQ8-1-Cl Cl O H H 4-ClQ8-1-Cl Cl O H H 4-IQ8-1-Br Cl O H H 4-IQ8-3-Cl Cl O H H 4-ClQ8-3-Cl Cl O H H 4-IQ8-3-Br Cl O H H 4-ClQ7-1-Me-2-Cl Cl O H H 4-ClQ7-1-Me-2-Cl Cl O H H 4-IQ7-1-Me-2-Cl I O H H 4-ClQ8-1-Me-1-Cl Cl O H H 4-ClQ8-1-Me-1-Cl Cl O H H 4-IQ8-1-Me-1-Cl I O H H 4-ClQ10-4-Cl-4-OMe Cl O H H 4-IQ11-3-Cl-4-OMe Cl O H H 4-ClQ9-3-Cl-6-COOMe Cl O H H 4-ClQ10-2-Cl-6-COOMe Cl O H H 4-ClQ9-3-Cl-6-CH.sub.2 OMe Cl O H H 4-ClQ10-2-Cl-6-CH.sub.2 OEt Cl O H H 4-ClQ9-3-Cl Cl O H H 4-ClQ9-3-Cl Cl O H H 4-IQ9-3-Cl Br O H H 4-ClQ9-3-Cl I O H H 4-ClQ9-3-Cl Cl S H H 4-ClQ9-3-Cl Cl S H H 4-Bu-tQ9-3-Br Cl O H H 4-ClQ9-3-Br Cl O H H 4-IQ9-3-Br Br O H H 4-ClQ9-3-Br I O H H 4-ClQ9-3-Br Cl S H H 4-ClQ9-3-Br Cl S H H 4-Bu-tQ10-2-Cl Cl O H H 4-ClQ10-2-Cl Cl O H H 4-IQ10-2-Cl Br O H H 4-ClQ10-2-Cl I O H H 4-ClQ10-2-Cl Cl S H H 4-ClQ10-2-Cl Cl S H H 4-Bu-tQ10-2-Br Cl O H H 4-ClQ10-2-Br Cl O H H 4-IQ10-2-Br Br O H H 4-ClQ10-2-Br I O H H 4-ClQ10-2-Br Cl S H H 4-ClQ10-2-Br Cl S H H 4-Bu-tQ9-3-Cl-6-OEt Cl O H H 4-IQ10-2-Cl-6-OEt Cl O H H 4-ClQ10-2-Cl-6-OEt Cl O H H 4-IQ9-3-Cl-6-OMe Cl O H H 4-ClQ10-2-Cl-6-OMe Cl O H H 4-ClQ10-2-Cl-6-OMe Cl O H H 4-IQ12-2-Cl-1-Me Cl O H H 4-ClQ12-2-Cl-1-Me Cl O H H 4-IQ13-1-Cl-1-Me Cl O H H 4-ClQ13-1-Cl-1-Me I O H H 4-IQ12-2-Cl Cl O H H 4-ClQ12-2-Cl Cl O H H 4-IQ12-2-Cl Br O H H 4-ClQ12-2-Cl I O H H 4-ClQ12-2-Cl Cl S H H 4-ClQ12-2-Cl Cl S H H 4-Bu-tQ12-2-Br Cl O H H 4-ClQ12-2-Br Cl O H H 4-IQ13-1-Cl Cl O H H 4-ClQ13-1-Cl Cl O H H 4-IQ13-1-Cl Br O H H 4-ClQ13-1-Cl I O H H 4-ClQ13-1-Cl Cl S H H 4-ClQ13-1-Cl Cl S H H 4-Bu-tQ13-1-Br Cl O H H 4-ClQ13-1-Br Cl O H H 4-IQ14-1-Cl Cl O H H 4-ClQ14-1-Cl Cl O H H 4-IQ14-1-Br Cl O H H 4-ClQ14-1-Br Cl O H H 4-IQ15-1-Cl Cl O H H 4-ClQ15-1-Cl Cl O H H 4-IQ15-1-Cl Br O H H 4-ClQ15-1-Cl I O H H 4-ClQ15-1-Cl Cl S H H 4-ClQ15-1-Cl Cl S H H 4-Bu-tQ15-1-Br Cl O H H 4-ClQ15-1-Br Cl O H H 4-IQ15-4-Cl Cl O H H 4-ClQ15-4-Cl Cl O H H 4-IQ16-3-Cl Cl O H H 4-ClQ16-3-Cl Cl O H H 4-IQ15-4-Cl-4-Me Cl O H H 4-ClQ15-4-Cl-4-Me Cl O H H 4-IQ16-3-Cl-4-Me Cl O H H 4-ClQ16-3-Cl-4-Me Cl O H H 4-IQ14-2-Cl-4-CHCl.sub.2 Cl O H H 4-ClQ14-2-Cl-4-CHCl.sub.2 Cl O H H 4-IQ15-1-Cl-4-CHCl.sub.2 Cl O H H 4-IClCH.sub.2 CHPh Cl O H H 4-ClClCH.sub.2 CHPh Cl O H H 4-IClCH.sub.2 CHPh Br O H H 4-ClClCH.sub.2 CHPh I O H H 4-ClPhCHClCH.sub.2 Cl O H H 4-ClPhCHClCH.sub.2 Cl O H H 4-IBrCH.sub.2 CHPh Cl O H H 4-ClPhCHBrCH.sub.2 Cl O H H 4-ClClCH.sub.2 C(Me)Ph Cl O H H 4-ClClCH.sub.2 C(Me)Ph Cl O H H 4-IClCH.sub.2 C(Me)Ph Br O H H 4-ClClCH.sub.2 C(Me)Ph I O H H 4-ClPhCCl(Me)CH.sub.2 Cl O H H 4-ClPhCCl(Me)CH.sub.2 Cl O H H 4-IPhCBr(Me)CH.sub.2 Cl O H H 4-ClPhCBr(Me)CH.sub.2 Cl O H H 4-IMeCHClC(Me)Ph Cl O H H 4-ClMeCHClC(Me)Ph Cl O H H 4-IMeCHClc(Et)Ph Cl O H H 4-IMeCHClCHPh Cl O H H 4-ClMeCHClCHPh Cl O H H 4-IClCH.sub.2 CH(Q-17) Cl O H H 4-ClClCH.sub.2 CH(Q-17) Cl O H H 4-IBrCH.sub.2 CH(Q-17) Cl O H H 4-IClCH.sub.2 CH(Q-18) Cl O H H 4-ClClCH.sub.2 CH(Q-18) Cl O H H 4-IClCH.sub.2 CH(Q-18) Cl O H H 4-ClClCH.sub.2 CH(Q-18) Cl O H H 4-IClCH.sub.2 CH(Q-18) Br O H H 4-ClClCH.sub.2 CH(Q-18) I O H H 4-ClClCH.sub.2 CH(Q-18) Cl S H H 4-ClClCH.sub.2 CH(Q-18) Cl S H H 4-Bu-tBrCH.sub.2 CH(Q-18) Cl O H H 4-ClBrCH.sub.2 CH(Q-18) Cl O H H 4-IQ19-5-Cl Cl O H H 4-ClQ19-5-Cl Cl O H H 4-IQ19-5-Cl Cl O H H 4-ClQ19-5-Cl Cl O H H 4-IQ19-5-Cl Br O H H 4-ClQ19-5-Cl I O H H 4-ClQ19-5-Cl Cl S H H 4-ClQ19-5-Cl Cl S H H 4-Bu-tQ19-5-Br Cl O H H 4-ClQ19-5-Br Cl O H H 4-IQ20-5-Cl Cl O H H 4-ClQ20-5-Cl Cl O H H 4-IQ20-5-Cl Cl O H H 4-ClQ20-5-Cl Cl O H H 4-IQ20-5-Cl Br O H H 4-ClQ20-5-Cl I O H H 4-ClQ20-5-Cl Cl S H H 4-ClQ20-5-Cl Cl S H H 4-Bu-tQ20-5-Br Cl O H H 4-ClQ20-5-Br Cl O H H 4-IEtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClEtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-IEtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClEtOCH.sub.2 CHClCH.sub.2 Cl O H H 4-IEtOCH.sub. 2 CHClCH.sub.2 Br O H H 4-ClEtOCH.sub.2 CHClCH.sub.2 I O H H 4-ClEtOCH.sub.2 CHClCH.sub.2 Cl S H H 4-ClEtOCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tEtOCH.sub.2 CHBrCH.sub.2 Cl O H H 4-ClEtOCH.sub.2 CHBrCH.sub.2 Cl O H H 4-IPrOCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClPrOCH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCCl(OMe)CH.sub.2 Cl O H H 4-ClMeCCl(OMe)CH.sub.2 Cl O H H 4-IPrCCl(OMe)CH.sub.2 Cl O H H 4-ClPrCCl(OMe)CH.sub.2 Cl O H H 4-IMeCCl(COOMe)CH.sub.2 Cl O H H 4-ClMeCCl(COOMe)CH.sub.2 Cl O H H 4-IMeCCl(COOMe)CH.sub.2 Cl O H H 4-ClMeCCl(COOMe)CH.sub.2 Cl O H H 4-ClMeCCl(COOMe)CH.sub.2 Br O H H 4-ClMeCCl(COOMe)CH.sub.2 I O H H 4-ClMeCCl(COOMe)CH.sub.2 Cl S H H 4-ClMeCCl(COOMe)CH.sub.2 Cl S H H 4-Bu-tMeCBr(COOMe)CH.sub.2 Cl O H H 4-ClMeCBr(COOMe)CH.sub.2 Cl O H H 4-IMeCCl(COOEt)CH.sub.2 Cl O H H 4-ClMeCCl(COOEt)CH.sub.2 Cl O H H 4-IMeCCl(COOEt)CH.sub.2 Cl O H H 4-ClMeCCl(COOEt)CH.sub.2 Cl O H H 4-IMeCCl(COOEt)CH.sub.2 Br O H H 4-ClMeCCl(COOEt)CH.sub.2 I O H H 4-ClMeCCl(COOEt)CH.sub.2 Cl S H H 4-ClMeCCl(COOEt)CH.sub.2 Cl S H H 4-Bu-tMeCBr(COOEt)CH.sub.2 Cl O H H 4-ClMeCBr(COOEt)CH.sub.2 Cl O H H 4-IMeC(COOCH.sub.2 CH.sub.2 OEt)(Cl)CH.sub.2 Cl O H H 4-ClMeSCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeSCH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeSCH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCCl(SMe)CH.sub.2 Cl O H H 4-ClMeCCl(SMe)CH.sub.2 Cl O H H 4-IPrCCl(SMe)CH.sub.2 Cl O H H 4-ClPrCCl(SMe)CH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-ClPrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H 4-ClMeCCl(CH.sub.2 CH.sub.2 OMe)CH.sub.2 Cl O H H 4-ClPrCCl(CH.sub.2 CH.sub.2 OMe)CH.sub.2 Cl O H H 4-ClPrCCl(CH.sub.2 CN)CH.sub.2 Cl O H H 4-ClPrCCl(CH.sub.2 CN)CH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 COOMe)CH.sub.2 Cl O H H 4-IPrCCl(CH.sub.2 COOMe)CH.sub.2 Cl O H H 4-ClNCCH.sub. 2 CHClCH.sub.2 Cl O H H 4-ClNCCH.sub.2 CHClCH.sub.2 Cl O H H 4-INCCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClNCCH.sub.2 CHClCH.sub.2 Cl O H H 4-INCCH.sub.2 CHClCH.sub.2 Br O H 4-ClNCCH.sub.2 CHClCH.sub.2 I O H H 4-ClNCCH.sub.2 CHClCH.sub.2 Cl S H H 4-ClNCCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-tNCCH.sub.2 CHBrCH.sub.2 Cl O H H 4-ClNCCH.sub.2 CHBrCH.sub.2 Cl O H H 4-INCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClNCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-INCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClNCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-INCCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-ClNCCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClNCCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClNCCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tNCCH.sub.2 Br(Me)CH.sub.2 Cl O H H 4-ClNCCH.sub.2 Br(Me)CH.sub.2 Cl O H H 4-IPrCOOCCl(Me)CH.sub.2 Cl O H H 4-ClPrCOOCCl(Me)CH.sub.2 Cl O H H 4-IMeCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCOOCH.sub.2 CHBrCH.sub.2 Cl O H H 4-ClEtCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClPrCOOCH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeCOOCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClMeCOOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClEtCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeCH(OMe)CH.sub.2 CHClCH.sub.2 Cl O H H 4-IMeCH(OCOMe)CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClPrCH(OMe)CH.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeCH(OMe)CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeCH(OMe)CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeCH(OMe)CH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClMeCH(OMe)CH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClMeCH(OCOMe)CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtCH(OMe)CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtCH(OMe)CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IEtCH(OCOMe)CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeCH(OMe)CH(Me)CHClCH.sub.2 Cl O H H 4-ClEtCF(Me)CH(CN) Cl O H H 4-ClEtCF(Me)CH(CN) Cl O H H 4-ICF.sub.3 C(CN)(Me) Cl O H H 4-ClCF.sub.3 C(CN)(Me) Cl O H H 4-IMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeOCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-ClMeOCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClMeOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClMeOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tMeOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClMeOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-IEtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IEtOCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-ClEtOCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClEtOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClEtOCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tEtOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClEtOCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-IPrOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClPrOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeSCH.sub.2 CCl(Me)CH.sub. 2 Cl O H H 4-IMeSCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-ClMeSCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClMeSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClMeSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tMeSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClMeSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-IEtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IEtSCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-ClEtSCH.sub.2 CCl(Me)CH.sub.2 I O H H 4-ClEtSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-ClEtSCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-tEtSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClEtSCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-IPrSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClPrSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeCCl(CN)CH.sub.2 Cl O H H 4-ClMeCCl(CN)CH.sub.2 Cl O H H 4-IMeCCl(CN)CH.sub.2 Br O H H 4-ClMeCCl(CN)CH.sub.2 I O H H 4-ClMeCCl(CN)CH.sub.2 Cl S H H 4-ClMeCCl(CN)CH.sub.2 Cl S H H 4-Bu-tMeCBr(CN)CH.sub.2 Cl O H H 4-ClMeCBr(CN)CH.sub. 2 Cl O H H 4-IMeSO.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeSO.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-IMeSO.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-ClMeSO.sub.2 CCl(Pr)CH.sub.2 Cl O H H 4-ClBuSO.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMe.sub.2 NCCl(Me)CH.sub.2 Cl O H H 4-ClMe.sub.2 NCCl(Me)CH.sub.2 Cl O H H 4-IMe.sub.2 NCCl(Et)CH.sub.2 Cl O H H 4-ClMeNHCCl(Pr)CH.sub.2 Cl O H H 4-ClEtOCONHCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClMeOCONHCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeNHCOOCHClCH.sub.2 Cl O H H 4-ClEtCHNOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtCHNOCH.sub.2 CHClCH.sub.2 Cl O H H 4-ClMeCHNOCH.sub.2 CHBrCH.sub.2 Cl O H 4-ClEtONCHCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-ClEtONCHCHClCH.sub.2 Cl O H H 4-ClMeONCHCHBrCH.sub.2 Cl O H H 4-ClMe.sub.2 CClCH.sub.2 Cl O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-OEtMe.sub.2 CClCH.sub.2 Cl O H H 4-OPr-iMe.sub.2 CClCH.sub.2 Cl O H H 4-OCF.sub.3Me.sub.2 CClCH.sub.2 Cl O H H 4-OCHF.sub.2Me.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3Me.sub.2 CClCH.sub.2 Cl O H H 4-EtMe.sub.2 CClCH.sub.2 Cl O H H 4-Pr-iMe.sub.2 CClCH.sub.2 Me O H H 4-IMe.sub.2 CClCH.sub.2 Br O H H 4-ClMe.sub.2 CClCH.sub.2 Br O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 CClCH.sub.2 OMe O H H 4-IMe.sub.2 CBrCH.sub.2 Cl O H H 4-IMe.sub.2 CBrCH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 CBrCH.sub.2 Cl O H H 4-EtMe.sub.2 CBrCH.sub.2 Cl O H H 4-OEtMe.sub.2 CBrCH.sub.2 Cl O H H 4-OPr-iMe.sub.2 CBrCH.sub.2 Cl O H H 4-OCF.sub.3Me.sub.2 CBrCH.sub.2 Br O H H 4-IMe.sub.2 CBrCH.sub.2 Br O H H 4-CF.sub.3Me.sub.2 CBrCH.sub.2 Br O H H 4-EtPrCCl(Me)CH.sub.2 Cl O H H 4-OEtPrCCl(Me)CH.sub.2 Cl O H H 4-OPr-iPrCCl(Me)CH.sub.2 Cl O H H 4-OPrPrCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3PrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3PrCCl(Me)CH.sub.2 Cl O H H 4-EtPrCCl(Me)CH.sub.2 Cl O H H 4-Pr-iPrCCl(Me)CH.sub.2 Br O H H 4-BrPrCCl(Me)CH.sub.2 Br O H H 4-CF.sub.3PrCCl(Me)CH.sub.2 Br O H H 4-EtPrCCl(Me)CH.sub.2 Br O H H 4-OEtPrCBr(Me)CH.sub.2 Cl O H H 4-BrMeCCl(CN)CH.sub.2 Cl O H H 4-EtMeCCl(CN)CH.sub.2 Cl O H H 4-Pr-iMe.sub.2 CClCH.sub.2 Cl O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-OEtMe.sub.2 CClCH.sub.2 Cl O H H 4-OPr-iMe.sub.2 CClCH.sub.2 Cl O H H 4-OCF.sub.3Me.sub.2 CClCH.sub.2 Cl O H H 4-OCHF.sub.2Me.sub.2 CClCH.sub.2 Cl O H H 4-OCH.sub.2 CF.sub.3Me.sub.2 CClCH.sub.2 Cl O H H 4-EtMe.sub.2 CClCH.sub.2 Cl O H H 4-Pr-iMe.sub.2 CClCH.sub.2 Me O H H 4-IMe.sub.2 CClCH.sub.2 Br O H H 4-ClMe.sub.2 CClCH.sub.2 Br O H H 4-IMe.sub.2 CClCH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 CClCH.sub.2 OMe O H H 4-IMe.sub.2 CBrCH.sub. 2 Cl O H H 4-IMe.sub.2 CBrCH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 CBrCH.sub.2 Cl O H H 4-EtMe.sub.2 CBrCH.sub.2 Cl O H H 4-OEtMe.sub.2 CBrCH.sub.2 Cl O H H 4-OPr-iMe.sub.2 CBrCH.sub.2 Cl O H H 4-OCF.sub.3Me.sub.2 CBrCH.sub.2 Br O H H 4-IMe.sub.2 CBrCH.sub.2 Br O H H 4-CF.sub.3Me.sub.2 CBrCH.sub.2 Br O H H 4-EtPrCCl(Me)CH.sub.2 Cl O H H 4-OEtPrCCl(Me)CH.sub.2 Cl O H H 4-OPr-iPrCCl(Me)CH.sub.2 Cl O H H 4-OPrPrCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3PrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3PrCCl(Me)CH.sub.2 Cl O H H 4-EtPrCCl(Me)CH.sub.2 Cl O H H 4-Pr-iPrCCl(Me)CH.sub.2 Br O H H 4-BrPrCCl(Me)CH.sub.2 Br O H H 4-CF.sub.3PrCCl(Me)CH.sub.2 Br O H H 4-EtPrCCl(Me)CH.sub.2 Br O H H 4-OEtPrCBr(Me)CH.sub.2 Cl O H H 4-BrPrCBr(Me)CH.sub.2 Cl O H H 4-EtPrCBr(Me)CH.sub.2 Cl O H H 4-Pr-iPrCBr(Me)CH.sub.2 Cl O H H 4-OEtPrCBr(Me)CH.sub.2 Cl O H H 4-CF.sub.3PrCBr(Me)CH.sub.2 Cl O H H 4-OCF.sub.3PrCBr(Me)CH.sub.2 Cl O H H 4-PrPrCBr(Me)CH.sub.2 Br O H H 4-BrPrCBr(Me)CH.sub.2 Br O H H 4-CF.sub.3PrCBr(Me)CH.sub.2 Br O H H 4-OCF.sub.3PrCBr(Me)CH.sub.2 Br O H H 4-EtPrCBr(Me)CH.sub.2 Br O H H 4-Pr-iPrCBr(Me)CH.sub.2 Br O H H 4-OEtPrCBr(Me)CH.sub.2 Br O H H 4-OPr-iCl.sub.2 CCH Cl O H H 4-ClCl.sub.2 CCH Cl O H H 4-BrCl.sub.2 CCH Cl O H H 4-ICl.sub.2 CCH Cl O H H 4-CF.sub.3Cl.sub.2 CCH Cl O H H 4-EtCl.sub.2 CCH Cl O H H 4-OEtCl.sub.2 CCH Cl O H H 4-OPr-iCl.sub.2 CCH Cl O H H 4-Pr-iCl.sub.2 CCH Br O H H 4-ICl.sub.2 CCH Br O H H 4-BrCl.sub.2 CCH Br O H H 4-EtCl.sub.2 CCH Br O H H 4-CF.sub.3Cl.sub.2 CCH Br O H H 4-OEtBr.sub.2 CCH Cl O H H 4-IBr.sub.2 CCH Cl O H H 4-OEtBr.sub.2 CCH Cl O H H 4-EtBr.sub.2 CCH Br O H H 4-IBr.sub.2 CCH Br O H H 4-BrBr.sub.2 CCH Br O H H 4-OEtMeCClCH Cl O H H 4-ClMeCClCH Cl O H H 4-BrMeCClCH Cl O H H 4-IMeCClCH Cl O H H 4-CF.sub.3MeCClCH Cl O H H 4-OCF.sub.3MeCClCH Cl O H H 4-OCHF.sub.2MeCClCH Cl O H H 4-EtMeCClCH Cl O H H 4-PrMeCClCH Cl O H H 4-Pr-iMeCClCH Cl O H H 4-OEtMeCClCH Cl O H H 4-OPr-iMeCClCH Br O H H 4-IMeCClCH Br O H H 4-EtMeCClCH Br O H H 4-CF.sub.3MeCClCH Br O H H 4-ClMeCBrCH Cl O H H 4-IMeCBrCH Cl O H H 4-EtMeCBrCH Cl O H H 4-CF.sub.3MeCBrCH Br O H H 4-BrMeCBrCH Br O H H 4-IMeCBrCH Br O H H 4-EtEtCClCH Cl O H H 4-CF.sub.3EtCClCH Cl O H H 4-BrEtCClCH Cl O H H 4-IEtCClCH Cl O H H 4-EtEtCClCH Br O H H 4-IPrCClCH Cl O H H 4-IPrCClCH Cl O H H 4-CF.sub.3PrCClCH Cl O H H 4-EtPrCClCH Cl O H H 4-BrPrCClCH Cl O H H 4-ClPrCClCH Cl O H H 4-OCF.sub.3PrCClCH Br O H H 4-IMe.sub.2 CCH Cl O H H 4-ClMe.sub.2 CCH Cl O H H 4-BrMe.sub.2 CCH Cl O H H 4-IMe.sub.2 CCH Cl O H H 4-EtMe.sub.2 CCH Cl O H H 4-CF.sub.3Me.sub.2 CCH Cl O H H 4-OEtMe.sub.2 CCH Br O H H 4-IMe.sub.2 CCH Br O H H 4-EtMeC(Et)CH Cl O H H 4-ClMeC(Et)CH Cl O H H 4-IMeC(Et)CH Cl O H H 4-CF.sub.3MeC(Et)CH Cl O H H 4-EtMeC(Et)CH Cl O H H 4-OEtMeC(Et)CH Cl O H H 4-OCF.sub.3MeC(Et)CH Cl O H H 4-BrMeC(Et) CH Br O H H 4-IMeC(Et)CH Br O H H 4-EtMeC(Pr)CH Cl O H H 4-ClMeC(Pr)CH Cl O H H 4-BrMeC(Pr)CH Cl O H H 4-IMeC(Pr)CH Cl O H H 4-CF.sub.3MeC(Pr)CH Cl O H H 4-EtMeC(Pr)CH Cl O H H 4-OEtMeC(Pr)CH Cl O H H 4-Pr-iMeC(Pr)CH Br O H H 4-IMeC(Pr)CH Br O H H 4-OPr-iMeC(Pr-i)CH Cl O H H 4-IMeC(Pr-i)CH Cl O H H 4-EtMeC(Pr-i)CH Cl O H H 4-CF.sub.3MeC(Pr-i)CH Cl O H H 4-OPr-iMeC(Pr-i)CH Cl O H H 4-OEtMeC(Pr-i)CH Cl O H H 4-OCF.sub.3MeC(Pr-i)CH Br O H H 4-IMeC(Bu)CH Cl O H H 4-IMeC(Bu)CH Cl O H H 4-CF.sub.3MeC(Bu)CH Cl O H H 4-EtMeC(Bu)CH Cl O H H 4-OEtMeC(Bu)CH Cl O H H 4-OCF.sub.3MeC(Bu)CH Cl O H H 4-Pr-iMeC(Bu)CH Br O H H 4-OPr-iMeC(Pen)CH Cl O H H 4-BrMeC(Pen)CH Cl O H H 4-IMeC(Pen)CH Cl O H H 4-OEtMeC(Pen)CH Cl O H H 4-EtMeC(Hex)CH Cl O H H 4-IMeC(Hex)CH Cl O H H 4-BrMeC(Hex)CH Cl O H H 4-OPr-iEtC(Et)CH Cl O H H 4-BrEtC(Pr)CH Cl O H H 4-ICF.sub.3 CClCH Cl O H H 4-ClCF.sub.3 CClCH Cl O H H 4-BrCF.sub.3 CClCH Cl O H H 4-ICF.sub.3 CClCH Cl O H H 4-EtCF.sub.3 CClCH Cl O H H 4-CF.sub.3CF.sub.3 CClCH Cl O H H 4-OPr-iCF.sub.3 CClCH Br O H H 4-ICF.sub.3 CClCH Br O H H 4-EtCF.sub.3 CBrCH Cl O H H 4-ICF.sub.3 CBrCH Cl O H H 4-ClCF.sub.3 CBrCH Cl O H H 4-EtCF.sub.3 CBrCH Cl O H H 4-CF.sub.3CF.sub.3 CBrCH Cl O H H 4-OPr-iCF.sub.3 CBrCH Br O H H 4-ICF.sub.3 CBrCH Br O H H 4-BrCH.sub.2CH Cl O H H 4-ClCH.sub.2CH Cl O H H 4-ICH.sub.2CH Br S H H 4-CF.sub.3CH.sub.2CH Br O H H 3,4-Cl.sub.2CH.sub.2CHCH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 Cl O H H 4-ClCH.sub.2CHCH.sub.2 Br O H H 4-BrCH.sub.2CHCH.sub.2 CH.sub.3 O H H 4-ClMeCHCHCH.sub.2 Cl O H H 4-CF.sub.3MeCHCHCH.sub.2 Cl S H H 4-IMeCHCHCH.sub.2 Br O H H 4-ICH.sub.2C(Me)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Me)CH.sub.2 Cl O H H 4-BrCH.sub.2C(Me)CH.sub.2 Cl O H H 4-ICH.sub.2C(Me)CH.sub.2 Cl O H H 4-EtCH.sub.2C(Me)CH.sub.2 Cl O H H 4-Pr-iCH.sub.2C(Me)CH.sub.2 Cl O H H 4-CF.sub.3CH.sub.2C(Me)CH.sub.2 Cl O H H 4-OEtCH.sub.2C(Me)CH.sub.2 Br O H H 4-OCF.sub.3CH.sub.2C(Me)CH.sub.2 Br O H H 4-OPr-iCH.sub.2C(Me)CH.sub.2 OMe O H H 4-ClCH.sub.2C(Et)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Et)CH.sub.2 Cl O H H 4-ICH.sub.2C(Et)CH.sub.2 Cl O H H 4-BrCH.sub.2C(Et)CH.sub.2 Cl O H H 4-EtCH.sub.2C(Et)CH.sub.2 Cl O H H 4-PrCH.sub.2C(Et)CH.sub.2 Br O H H 4-CF.sub.3CH.sub.2C(Et)CH.sub.2 Br O H H 4-EtCH.sub.2C(Pr)CH.sub.2 Cl O H H 4-ICH.sub.2C(Pr)CH.sub.2 Cl O H H 4-EtCH.sub.2C(Pr)CH.sub.2 Cl O H H 4-CF.sub.3CH.sub.2C(Pr)CH.sub.2 Cl O H H 4-OCF.sub.3CH.sub.2C(Pr)CH.sub.2 Br O H H 4-ICH.sub.2C(Bu)CH.sub.2 Cl O H H 4-ICH.sub.2C(Bu)CH.sub.2 Cl O H H 4-ClCH.sub.2C(Bu)CH.sub.2 Cl O H H 4-ICH.sub.2C(Bu)CH.sub.2 Cl O H H 4-CF.sub.3CH.sub.2C(Bu)CH.sub.2 Br O H H 4-EtMeCHC(Me)CH.sub.2 Cl O H H 4-IMeCHC(Me)CH.sub.2 Cl O H H 4-EtMeCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3MeCHC(Me)CH.sub.2 Cl O H H 4-OCF.sub.3MeCHC(Me)CH.sub.2 Br O H H 4-IMeCHC(Me)CH.sub.2 Br O H H 4-EtEtCHC(Me)CH.sub.2 Cl O H H 4-IEtCHC(Me)CH.sub.2 Cl O H H 4-BrEtCHC(Me)CH.sub.2 Cl O H H 4-ClEtCHC(Me)CH.sub. 2 Cl O H H 4-EtEtCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3EtCHC(Me)CH.sub.2 Br O H H 4-CF.sub.3PrCHC(Me)CH.sub.2 Cl O H H 4-ClPrCHC(Me)CH.sub.2 Cl O H H 4-IPrCHC(Me)CH.sub.2 Br O H H 4-EtPrCHC(Me)CH.sub.2 Br O H H 4-CF.sub.3PrCHC(Me)CH.sub.2 Br O H H 4-ClMeCHC(Et)CH.sub.2 Cl O H H 4-BrMeCHC(Et)CH.sub.2 Cl O H H 4-IMeCHC(Et)CH.sub.2 Cl O H H 4-EtMeCHC(Et)CH.sub.2 Cl O H H 4-CF.sub.3MeCC(Me)CH.sub.2 Cl O H H 4-ClMeCC(Me)CH.sub.2 Cl O H H 4-IMeCC(Me)CH.sub.2 Cl O H H 4-EtMeCC(Me)CH.sub.2 Br O H H 4-OEtMeCC(Et)CH.sub.2 Cl O H H 4-CF.sub.3MeCC(Et)CH.sub.2 Cl O H H 4-IMeCC(Et)CH.sub.2 Br O H H 4-BrBuCHC(Me)CH.sub.2 Cl O H H 4-IBuCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3PenCHC(Me)CH.sub.2 Cl O H H 4-EtPenCHC(Me)CH.sub.2 Cl O H H 4-IHexCHC(Me)CH.sub.2 Cl O H H 4-IHexCHC(Me)CH.sub.2 Cl O H H 4-CF.sub.3CH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H H 4-ClCH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H H 4-ICH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H H 4-EtCH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3MeCHCHC(Me).sub.2 CH.sub.2 Cl O H H 4-IMeCHCHC(Me).sub.2 CH.sub.2 Cl O H H 4-BrMeCHCHC(Me).sub.2 CH.sub.2 Cl O H H 4-EtMeCHCHC(Me).sub.2 CH.sub.2 Br O H H 4-EtHCCCH.sub.2 Cl O H H 4-ClHCCCH.sub.2 Br O H H 4-IHCCCH.sub.2 Me S H H 4-CF.sub.3CH.sub.3 CCCH.sub.2 Cl O H H 4-ClCH.sub.3 CCCH.sub.2 Br S H H 4-BrHCCC(Me).sub.2 CH.sub.2 Cl O H H 4-ClHC CC(Me).sub.2 CH.sub.2 Cl O H H 4-IHCCC(Me).sub.2 CH.sub.2 Cl O H H 4-EtHCCC(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3HCCC(Me).sub.2 CH.sub.2 Br O H H 4-ClMeCCC(Me).sub.2 CH.sub.2 Cl O H H 4-IMeCCC(Me).sub.2 CH.sub.2 Cl O H H 4-EtMeCCC(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3MeCCC(Me).sub.2 CH.sub.2 Br O H H 4-OCF.sub.3CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-ICH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtMeCHCHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3HC CCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IHCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtMeCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-ClMeCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IMe.sub.2 C(OMe)CH.sub.2 Cl O H H 4-ClMe.sub.2 C(OMe)CH.sub.2 Cl O H H 4-BrMe.sub.2 C(OMe)CH.sub.2 Cl O H H 4-IMe.sub.2 C(OMe)CH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 C(OMe)CH.sub.2 Cl O H H 4-EtMe.sub.2 C(OMe)CH.sub.2 Cl O H H 4-OEtMe.sub.2 C(OMe)CH.sub.2 Br O H H 4-IMe.sub.2 C(OEt)CH.sub.2 Cl O H H 4-IMe.sub.2 C(OEt)CH.sub.2 Cl O H H 4-EtMe.sub.2 C(OEt)CH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 C(OEt)CH.sub.2 Cl O H H 4-OPr-iMe.sub.2 C(OEt)CH.sub.2 Br O H H 4-IMe.sub.2 C(OEt)CH.sub.2 Br O H H 4-ClMe.sub.2 C(OPr)CH.sub.2 Cl O H H 4-ClMe.sub.2 C(OPr)CH.sub.2 Cl O H H 4-MeMe.sub.2 C(OPr)CH.sub.2 Cl O H H 4-EtMe.sub.2 C(OPr)CH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 C(OPr)CH.sub.2 Cl O H H 4-OCF.sub.3Me.sub.2 C(OPr)CH.sub.2 Br O H H 4-IMe.sub.2 C(OBu)CH.sub.2 Cl O H H 4-ClMe.sub.2 C(OBu)CH.sub.2 Cl O H H 4-ClMe.sub.2 C(OBu)CH.sub.2 Br O H H 4-IMe.sub.2 C(OPen)CH.sub.2 Cl O H H 4-CF.sub.3Me.sub.2 C(OPen)CH.sub.2 Cl O H H 4-OCF.sub.3Me.sub.2 C(OHex)CH.sub.2 Cl O H H 4-ClMe.sub.2 C(OHex)CH.sub.2 Br O H H 4-BrMeC(Et)(OMe)CH.sub.2 Cl O H H 4-ClMeC(Et)(OMe)CH.sub.2 Cl O H H 4-IMeC(Pr)(OMe)CH.sub.2 Cl O H H 4-ClMeC(Pr)(OMe)CH.sub.2 Cl O H H 4-IMeC(Pr)(OMe)CH.sub.2 Cl O H H 4-EtMeC(Bu)(OMe)CH.sub.2 Cl O H H 4-EtMeC(Bu)(OMe)CH.sub.2 Br O H H 4-IMeC(Et)(OEt)CH.sub.2 Cl O H H 4-ClMeC(Et)(OEt)CH.sub.2 Cl O H H 4-IMeC(Et)(OEt)CH.sub.2 Cl O H H 4-CF.sub.3MeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IMeOCH.sub. 2 C(Me).sub.2 CH.sub.2 Cl O H H 4-ClMeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtMeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3MeOCH.sub.2 C(Me).sub.2 CH.sub.2 Br O H H 4-IEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3EtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-OCF.sub.3EtOCH.sub.2 C(Me).sub.2 CH.sub.2 Br O H H 4-IPrOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IPrOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtPrOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-OCF.sub.3PrOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-OEtMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-ClMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Br O H H 4-BrEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-IEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3EtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-OEtMeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H 4-IEtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H 4-IEtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H 4-EtPrOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-ClPrOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Br O H H 4-I__________________________________________________________________________
TABLE 2______________________________________In Compounds of the formula: ##STR14##R A X R.sup.1 R.sup.2 Q______________________________________Cl.sub.2 CHC(Me).sub.2 Cl O H H Q26-6-ClCl.sub.2 CHC(Me).sub.2 Cl O H H Q26-6-ICl.sub.2 CHC(Me).sub.2 I O H H Q26-6-ClCl.sub.2 CHC(Me).sub.2 Cl O H H Q26-6-BrCl.sub.2 CHC(Me).sub.2 Cl O H H Q26-6-OCH.sub.2 CF.sub.3Cl.sub.2 CHC(Me).sub.2 Cl S H H Q22Cl.sub.2 CHC(Me).sub.2 Cl S H H Q22-5-BrBrClCHC(Me).sub.2 Cl O H H Q26-6-ClBrClCHC(Me).sub.2 Cl O H H Q26-6-IBrClCHC(Me).sub.2 Cl S H H Q22-4-BrBr.sub.2 CHC(Me).sub.2 Cl O H H Q26-6-ClBr.sub.2 CHC(Me).sub.2 Cl O H H Q26-6-IBr.sub.2 CHC(Me).sub.2 Cl O H H Q17-5-ClBr.sub.2 CHC(Me).sub.2 Cl O H H Q17-5-MeBr.sub.2 CHC(Me).sub.2 Cl O H H Q26Br.sub.2 CHC(Me).sub.2 Cl S H H Q22-5-ClBr.sub.2 CHC(Me).sub.2 Cl S H H Q22-5-OPrCl.sub.2 CHCH(CH.sub.2 Cl) Cl O H H Q26-6-ClCl.sub.2 CHCH(CH.sub.2 Cl) Cl O H H Q26-6-IBrCH.sub.2 CBr(Me) Cl O H H Q26-6-ClBrCH.sub.2 CBr(Me) Cl O H H Q26-6-IMeCCl.sub.2 CH.sub.2 Cl O H H Q26-6-ClMeCCl.sub.2 CH.sub.2 Cl O H H Q26-6-IMeCCl.sub.2 CH.sub.2 I O H H Q26-6-ClMeCCl.sub.2 CH.sub.2 Cl O H H Q26-6-BrMeCCl.sub.2 CH.sub.2 Cl O H H Q17-5-ClMeCCl.sub.2 CH.sub.2 Cl O H H Q26-6-CF.sub.3MeCCl.sub.2 CH.sub.2 Cl O H H Q26-6-CNMeCCl.sub.2 CH.sub.2 Cl S H H Q22-2,4-Me.sub.2MeCCl.sub.2 CH.sub.2 Cl S H H Q22-2-OMeMeCCl.sub.2 CH.sub.2 Cl S H H Q23MeCBrClCH.sub.2 Cl O H H Q26-6-ClMeCBrClCH.sub.2 Cl O H H Q26-6-IMeCBr.sub.2 CH.sub.2 Cl O H H Q26-6-ClMeCBr.sub.2 CH.sub.2 Cl O H H Q26-6-BrMeCBr.sub.2 CH.sub.2 Cl O H H Q26-6-FMeCBr.sub.2 CH.sub.2 Cl O H H Q17-5-MeMeCBr.sub.2 CH.sub.2 Cl O H H Q26-6-MeMeCBr.sub.2 CH.sub.2 Cl O H H Q26-6-OPrMeCBr.sub.2 CH.sub.2 Cl S H H Q23-5-Bu-tMeCBr.sub.2 CH.sub.2 Cl S H H Q23-4-MeClCH.sub.2 CHClCHCl Cl O H H Q26-6-ClClCH.sub.2 CHClCHCl Cl O H H Q26-6-IBrCH.sub.2 CHBrCHBr Cl O H H Q26-6-ClBrCH.sub.2 CHBrCHBr Cl O H H Q26-6-IClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q26-6-IClCH.sub.2 CCl.sub.2 CH.sub.2 Br O H H Q26-6-ClClCH.sub.2 CCl.sub.2 CH.sub.2 I O H H Q26-6-IClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q26-6-BrClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q17-5-ClClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q26-6-OEtClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q26-6-SMeClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H Q23-5-MeClCH.sub.2 CCl.sub.2 CH.sub.2 Cl S H H Q23-4-ClClCH.sub.2 CBrClCH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CBrClCH.sub.2 Cl O H H Q26-6-IBrCH.sub.2 CBrClCH.sub.2 Cl O H H Q26-6-ClBrCH.sub.2 CBrClCH.sub.2 Cl O H H Q26-6-IBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H Q26-6-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H Q26-6-IBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H Q26-6-BrBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl O H H Q17-5-ClBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H Q23-4-BrBrCH.sub.2 CBr.sub.2 CH.sub.2 Cl S H H Q23-5-ClClCH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-IClCH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-FClCH.sub.2 CHClCH.sub.2 Cl O H H Q17-5-MeClCH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-OMeClCH.sub.2 CHClCH.sub.2 Cl O H H Q26-5-BrClCH.sub.2 CHClCH.sub.2 Cl S H H Q23-5-BrClCH.sub.2 CHClCH.sub.2 Cl S H H Q23-4,5-Me.sub.2ClCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-IBrCH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-ClBrCH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-IBrCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-ClBrCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-IBrCH.sub.2 CHBrCH.sub.2 I O H H Q26-6-ClBrCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-BrBrCH.sub.2 CHBrCH.sub.2 Cl O H H Q17-5-ClBrCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-OPhBrCH.sub.2 CHBrCH.sub.2 Cl O H H Q26-2-ClBrCH.sub.2 CHBrCH.sub.2 Cl S H H Q23-2-OMeBrCH.sub.2 CHBrCH.sub.2 Cl S H H Q24ICH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-ClICH.sub.2 CHBrCH.sub.2 Cl O H H Q26-6-ClMe.sub.2 CClCHCl Cl O H H Q26-6-ClMe.sub.2 CClCHCl Cl O H H Q26-6-IMe.sub.2 CClCHCl Br O H H Q26-6-IMe.sub.2 CClCHCl Cl O H H Q17Me.sub.2 CClCHCl Cl S H H Q24-5-ClMe.sub.2 CClCHBr Cl O H H Q26-6-ClMe.sub.2 CClCHBr Cl O H H Q26-6-IMe.sub.2 CClCHBr Cl S H H Q24-5-MeMe.sub.2 CBrCHCl Cl O H H Q26-6-ClMe.sub.2 CBrCHCl Cl O H H Q17-5-ClMe.sub.2 CBrCHCl Cl O H H Q17-5-EtMe.sub.2 CBrCHBr Cl O H H Q26-6-ClMe.sub.2 CBrCHBr Cl O H H Q26-6-IMe.sub.2 CBrCHBr Cl O H H Q26-6-FMe.sub.2 CBrCHBr Br O H H Q17-5-MeMe.sub.2 CBrCHBr Cl S H H Q25(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q26-6-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q26-6-I(ClCH.sub.2).sub.2 CClCH.sub.2 Br O H H Q26-6-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 I O H H Q26-6-I(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q26-6-Br(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q17-5-Cl(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q17-6-Me(ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q18-2,6-Cl.sub.2(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H Q25-2,4-Me.sub.2(ClCH.sub.2).sub.2 CClCH.sub.2 Cl S H H Q27(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H Q26-6-Cl(ClCH.sub.2).sub.2 CBrCH.sub.2 Cl O H H Q26-6-IClCH.sub.2 CBr(CH.sub.2 Br)CH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-IClCH.sub.2 CCl(Me)CH.sub.2 Br O H H Q26-6-ClClCH.sub.2 CCl(Me)CH.sub.2 Br O H H Q26-6-IClCH.sub.2 CCl(Me)CH.sub.2 I O H H Q26-6-ClClCH.sub.2 CCl(Me)CH.sub.2 I O H H Q26-6-IClCH.sub.2 CCl(Me)CH.sub.2 I O H H Q26-6-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-FClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q17-5-MeClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q18-2-ClClCH.sub.2 CCl(Me)CH.sub.2 I O H H Q18-2-Cl-6-MeClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H Q27-6-MeClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H Q27-6-ClClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H Q26-6-ClClCH.sub.2 CBr(Me)CH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CBr(Me)CH.sub.2 Cl O H H Q26-6-IClCH.sub.2 CBr(Me)CH.sub.2 Cl S H H Q28ClCH.sub.2 CBr(Me)CH.sub.2 Cl S H H Q26-5-ClClCH.sub.2 CHClCH(CH.sub.2 Cl) Cl O H H Q26-6-ClClCH.sub.2 CHClCH(CH.sub.2 Cl) Cl O H H Q26-6-IBrCH.sub.2 CHBrCH(CH.sub.2 Br) Cl O H H Q26-6-ClMeCCl.sub.2 CH(CH.sub.2 Cl) Cl O H H Q26-6-ClClCH.sub.2 CHClC(Me).sub.2 Cl O H H Q26-6-ClClCH.sub.2 CHClCH(Me) Cl O H H Q26-6-ClMeCHClCH(CH.sub.2 Cl) Cl O H H Q26-6-ClClCH.sub.2 CCl.sub.2 CHCl Cl O H H Q26-6-ClClCH.sub.2 CCl.sub.2 CHCl Cl O H H Q26-6-IClCH.sub.2 CHClCCl(Me) Cl O H H Q26-6-ClCl.sub.2 CHCHClCH.sub.2 Cl O H H Q26-6-ClCl.sub.2 CHCHClCH.sub.2 Cl O H H Q26-6-IBrClCHCHBrCH.sub.2 Cl O H H Q26-6-ICl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H Q26-6-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H Q26-6-ICl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H Q26-6-BrCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H Q17-5-ClCl.sub.2 CHCCl.sub.2 CH.sub.2 Cl O H H Q32Cl.sub.2 CHCCl.sub.2 CH.sub.2 Cl S H H Q28-4,6-Me.sub.2Cl.sub.2 CHCCl.sub.2 CH.sub.2 Cl S H H Q29ClBrCHCClBrCH.sub.2 Cl O H H Q26-6-ClClBrCHCClBrCH.sub.2 Cl O H H Q26-6-IClBrCHCClBrCH.sub.2 Br O H H Q32-2-ClClBrCHCClBrCH.sub.2 Cl S H H Q30ClBrCHCClBrCH.sub.2 Cl S H H Q31ClCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-ClClCH.sub.2 CH.sub.2 CHClCH.sub.2 Cl O H H Q26-6-IMeCHClCHClCH.sub.2 Cl O H H Q26-6-ClMeCHClCHClCH.sub.2 Cl O H H Q26-6-IMe.sub.2 CClCHClCH.sub.2 Cl O H H Q26-6-ClPrCCl(CH.sub.2 Cl)CH.sub.2 Cl O H H Q26-6-ClMeCCl.sub.2 CHClCH.sub.2 Cl O H H Q26-6-ClMeCCl.sub.2 CHClCH.sub.2 Cl O H H Q26-6-IClCH.sub.2 CH(Me) Cl O H H Q26-6-ClClCH.sub.2 CH(Me) Cl O H H Q26-6-IClCH.sub.2 C(Me).sub.2 Cl O H H Q26-6-BrClCH.sub.2 C(Me).sub.2 Cl O H H Q17-5-ClCl(CH.sub.2).sub.3 Cl O H H Q32-2-MeCl(CH.sub.2).sub.3 Cl O H H Q45Cl(CH.sub.2).sub.3 Cl S H H Q31Cl(CH.sub.2).sub.3 Cl S H H Q33Br(CH.sub.2).sub.3 Cl O H H Q26-6-ClBr(CH.sub.2).sub.3 Cl O H H Q26-6-IBr(CH.sub.2).sub.3 Cl S H H Q30-2,6-Me.sub.2Br(CH.sub.2).sub.3 Cl S H H Q31-5-ClI(CH.sub.2).sub.3 Cl O H H Q26-6-ClMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-ClMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-IMe.sub.2 CClCH.sub.2 Br O H H Q26-6-ClMe.sub.2 CClCH.sub.2 I O H H Q26-6-IMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-FMe.sub.2 CClCH.sub.2 I O H H Q17-5-MeMe.sub.2 CClCH.sub.2 Cl O H H Q45-5-MeMe.sub.2 CClCH.sub.2 Cl O H H Q50Me.sub.2 CClCH.sub.2 Cl S H H Q33-5-ClMe.sub.2 CClCH.sub.2 Cl S H H Q33-6-ClMe.sub.2 CBrCH.sub.2 Cl O H H Q26-6-ClMe.sub.2 CBrCH.sub.2 Cl O H H Q26-6-IMe.sub.2 CBrCH.sub.2 Cl O H H Q26-6-BrMe.sub.2 CBrCH.sub.2 I O H H Q17-5-ClMe.sub.2 CBrCH.sub.2 Cl O H H Q50-2-CF.sub.3Me.sub.2 CBrCH.sub.2 Cl O H H Q50-2-ClMe.sub.2 CBrCH.sub.2 Cl S H H Q33-5-MeMe.sub.2 CBrCH.sub.2 Cl S H H Q33-6-OCF.sub.3Cl(CH.sub.2).sub.4 Cl O H H Q26-6-ClCl(CH.sub.2).sub.4 Cl O H H Q26-6-IBr(CH.sub.2).sub.4 Cl O H H Q26-6-ClBr(CH.sub.2).sub.4 Cl O H H Q26-6-II(CH.sub.2).sub.4 Cl O H H Q26-6-ClI(CH.sub.2).sub.4 Cl O H H Q26-6-Ii-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Cli-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Ii-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Fi-PrCCl(Me)CH.sub.2 Cl O H H Q17-5-Mei-PrCCl(Me)CH.sub.2 Cl O H H Q50-2-Mei-PrCCl(Me)CH.sub.2 Cl O H H Q52-1-Me-5-Cli-PrCCl(Me)CH.sub.2 Cl S H H Q34i-PrCCl(Me)CH.sub.2 Cl S H H Q34-2-Mei-PrCBr(Me)CH.sub.2 Cl O H H Q26-6-Cli-PrCBr(Me)CH.sub.2 Cl O H H Q26-6-Ii-PrCBr(Me)CH.sub.2 Cl S H H Q34-2-CF.sub.3i-PrCBr(Me)CH.sub.2 Cl S H H Q35EtCCl(Me)CH.sub.2 Cl O H H Q26-6-ClEtCCl(Me)CH.sub.2 Cl O H H Q26-6-IEtCCl(Me)CH.sub.2 I O H H Q26-6-ClEtCCl(Me)CH.sub.2 I O H H Q26-6-IEtCCl(Me)CH.sub.2 Cl O H H Q26-6-FEtCCl(Me)CH.sub.2 Cl O H H Q17-5-MeEtCCl(Me)CH.sub.2 Cl O H H Q53-1-MeEtCCl(Me)CH.sub.2 Cl O H H Q54EtCCl(Me)CH.sub.2 Cl S H H Q35-3-MeEtCCl(Me)CH.sub.2 Cl S H H Q36EtCBr(Me)CH.sub.2 Cl O H H Q26-6-ClEtCBr(Me)CH.sub.2 Cl O H H Q26-6-IEtCBr(Me)CH.sub.2 Cl S H H Q36-2-EtEtCBr(Me)CH.sub.2 Cl S H H Q37-1-MeEt.sub.2 CClCH.sub.2 Cl O H H Q26-6-ClEt.sub.2 CClCH.sub.2 Cl O H H Q26-6-IEt.sub.2 CClCH.sub.2 I O H H Q26-6-ClEt.sub.2 CClCH.sub.2 Cl O H H Q26-6-BrEt.sub.2 CClCH.sub.2 Cl O H H Q17-5-ClEt.sub.2 CClCH.sub.2 Cl O H H Q26-6-OCH.sub.2 CF.sub.3Et.sub.2 CClCH.sub.2 Cl O H H Q18Et.sub.2 CClCH.sub.2 Cl S H H Q38-1-MeEt.sub.2 CClCH.sub.2 Cl S H H Q39-1-MeEt.sub.2 CBrCH.sub.2 Cl O H H Q26-6-ClEt.sub.2 CBrCH.sub.2 Cl O H H Q26-6-IEt.sub.2 CBrCH.sub.2 Cl S H H Q40-1,3-Me.sub.2Et.sub.2 CBrCH.sub.2 Cl S H H Q41-1-Met-BuCHClCH.sub.2 Cl O H H Q26-6-Clt-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Clt-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-It-BuCCl(Me)CH.sub.2 Br O H H Q26-6-Clt-BuCCl(Me)CH.sub.2 I O H H Q26-6-Clt-BuCCl(Me)CH.sub.2 I O H H Q26-6-It-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Brt-BuCCl(Me)CH.sub.2 Cl O H H Q17-5-Clt-BuCCl(Me)CH.sub.2 Cl O H H Q26t-BuCCl(Me)CH.sub.2 Cl S H H Q42t-BuCCl(Me)CH.sub.2 Cl S H H Q42-4-Met-BuCBr(Me)CH.sub.2 Cl O H H Q26-6-Clt-BuCBr(Me)CH.sub.2 Cl O H H Q26-6-It-BuCBr(Me)CH.sub.2 Cl S H H Q42-6-Met-BuCBr(Me)CH.sub.2 Cl S H H Q42-4-ClPrCCl(Me)CH.sub.2 Cl O H H Q26-6-ClPrCCl(Me)CH.sub.2 Cl O H H Q26-6-IPrCCl(Me)CH.sub.2 I O H H Q26-6-ClPrCCl(Me)CH.sub.2 I O H H Q26-6-IPrCCl(Me)CH.sub.2 Br O H H Q26-6-FPrCCl(Me)CH.sub.2 I O H H Q17-5-MePrCCl(Me)CH.sub.2 Cl O H H Q26-6-CF.sub.3PrCCl(Me)CH.sub.2 Cl O H H Q26-6-CNPrCCl(Me)CH.sub.2 Cl S H H Q42-8-MePrCCl(Me)CH.sub.2 Cl S H H Q42-8-ClPrCBr(Me)CH.sub.2 Cl O H H Q26-6-ClPrCBr(Me)CH.sub.2 Cl O H H Q26-6-IPrCBr(Me)CH.sub.2 Cl S H H Q43PrCBr(Me)CH.sub.2 Cl S H H Q43-2-Cli-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Cli-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Ii-PrCCl(Me)CH.sub.2 I O H H Q26-6-Cli-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Bri-PrCCl(Me)CH.sub.2 F O H H Q17-5-Cli-PrCCl(Me)CH.sub.2 Br O H H Q26-6-Mei-PrCCl(Me)CH.sub.2 I O H H Q26-6-OPri-PrCCl(Me)CH.sub.2 Cl S H H Q44i-PrCCl(Me)CH.sub.2 Cl S H H Q44-2-CF.sub.3i-PrCBr(Me)CH.sub.2 Cl O H H Q26-6-Cli-PrCBr(Me)CH.sub.2 Cl O H H Q26-6-Ii-PrCBr(Me)CH.sub.2 Cl S H H Q45-5-Cli-PrCBr(Me)CH.sub.2 Cl S H H Q45-5,6-Me.sub.2BuCCl(Me)CH.sub.2 Cl O H H Q26-6-ClBuCCl(Me)CH.sub.2 Cl O H H Q26-6-IBuCCl(Me)CH.sub.2 I O H H Q26-6-IBuCCl(Me)CH.sub.2 Cl O H H Q26-6-FBuCCl(Me)CH.sub.2 Br O H H Q17-5-MeBuCCl(Me)CH.sub.2 Cl O H H Q26-6-OEtBuCCl(Me)CH.sub.2 Cl S H H Q45-6-ClBuCCl(Me)CH.sub.2 Cl S H H Q46BuCBr(Me)CH.sub.2 Cl O H H Q26-6-ClBuCBr(Me)CH.sub.2 Cl S H H Q46-3-MeBuCBr(Me)CH.sub.2 Cl S H H Q46-6-MeHexCHClCH.sub.2 Cl O H H Q26-6-ClHexCHClCH.sub.2 Cl O H H Q26-6-Ii-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Cli-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Ii-BuCCl(Me)CH.sub.2 Br O H H Q26-6-Cli-BuCCl(Me)CH.sub.2 I O H H Q26-6-Ii-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Bri-BuCCl(Me)CH.sub.2 I O H H Q17-5-Cli-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-OMei-BuCCl(Me)CH.sub.2 Cl O H H Q26-5-Bri-BuCCl(Me)CH.sub.2 Cl S H H Q46-6-Cli-BuCCl(Me)CH.sub.2 Cl S H H Q47-7-Cli-BuCBr(Me)CH.sub.2 Cl O H H Q26-6-Cli-BuCBr(Me)CH.sub.2 Cl S H H Q46-6-Fi-BuCBr(Me)CH.sub.2 Cl S H H Q47s-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Cls-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Is-BuCCl(Me)CH.sub.2 I O H H Q26-6-Cls-BuCCl(Me)CH.sub.2 I O H H Q26-6-Is-BuCCl(Me)CH.sub.2 I O H H Q26-6-Brs-BuCCl(Me)CH.sub.2 I O H H Q17-5-Cls-BuCCl(Me)CH.sub.2 I O H H Q26-6-OPhs-BuCCl(Me)CH.sub.2 Me O H H Q26-2-Cls-BuCCl(Me)CH.sub.2 Cl S H H Q47-2,3-Me.sub.2s-BuCCl(Me)CH.sub.2 Cl S H H Q48s-BuCBr(Me)CH.sub.2 Cl O H H Q26-6-Cls-BuCBr(Me)CH.sub.2 Cl O H H Q26-6-Is-BuCBr(Me)CH.sub.2 Cl S H H Q48-5-Cls-BuCBr(Me)CH.sub.2 Cl S H H Q49-2,4-Me.sub.2PenCCl(Me)CH.sub.2 Cl O H H Q26-6-ClPenCCl(Me)CH.sub.2 Cl O H H Q26-6-IClCHCHCH.sub.2 Cl O H H Q26-6-ClClCHCHCH.sub.2 Cl O H H Q26-6-IClCHC(Cl)CH.sub.2 Cl O H H Q26-6-ClClCHC(Cl)CH.sub.2 Cl O H H Q26-6-IQ3-2-Cl Cl O H H Q26-6-ClQ3-2-Cl Cl O H H Q26-6-IQ3-2-Cl I O H H Q26-6-ClQ3-2-Cl I O H H Q26-6-IQ3-2-Cl Cl O H H Q17-5-ClQ3-2-Cl Cl S H H Q51-5-MeQ3-2-Cl Cl S H H Q52-5-MeQ3-2-Br Cl O H H Q26-6-Cl(Q4-1-Cl)CH.sub.2 Cl O H H Q26-6-Cl(Q4-1-Cl)CH.sub.2 Cl O H H Q26-6-IQ4-2-Cl Cl O H H Q26-6-ClQ4-2-Cl Cl O H H Q26-6-IQ4-2-Cl Br O H H Q26-6-ClQ4-2-Cl I O H H Q26-6-IQ4-2-Cl Cl O H H Q26-6-FQ4-2-Cl Cl O H H Q17-5-MeQ4-2-Cl OMe O H H Q17Q4-2-Cl SMe O H H Q17-5-EtQ4-2-Cl Cl S H H Q52-1,5-Me.sub.2Q4-2-Cl Cl S H H Q53Q4-2-Br Cl O H H Q26-6-ClQ4-2-Br Cl O H H Q26-6-IQ4-2-Br Cl S H H Q53-1-PhQ4-2-Br Cl S H H Q53-1,3,4-Me.sub.3Q5-2-Cl Cl O H H Q26-6-ClQ5-2-Cl Cl O H H Q26-6-IQ5-2-Cl Cl S H H Q54-1-Me-3-Bu-tQ5-2-Br Cl O H H Q26-6-ClQ10-2-Cl Cl O H H Q26-6-ClQ10-2-Cl Cl O H H Q26-6-IQ10-2-Cl Cl S H H Q26-6-ClQ10-2-Cl Cl S H H Q26-6-IQ10-2-Br Cl O H H Q26-6-ClQ10-2-Br Cl S H H Q17-5-ClMeCCl(OMe)CH.sub.2 Cl O H H Q26-6-ClMeCCl(OMe)CH.sub.2 Cl O H H Q26-6-IPrCCl(OMe)CH.sub.2 Cl O H H Q26-6-ClMeCCl(COOMe)CH.sub.2 Cl O H H Q26-6-ClMeCCl(COOMe)CH.sub.2 Cl O H H Q26-6-IMeCCl(SMe)CH.sub.2 Cl O H H Q26-6-ClMeCCl(SMe)CH.sub.2 Cl O H H Q26-6-IPrCCl(SMe)CH.sub.2 Cl O H H Q26-6-ClPrCCl(CH.sub.2 OMe)CH.sub.2 Cl O H H Q26-6-ClPrCCl(CH.sub.2 SMe)CH.sub.2 Cl O H H Q26-6-ClMeCCl(CH.sub.2 CH.sub.2 OMe)CH.sub.2 Cl O H H Q26-6-ClPrCCl(CH.sub.2 CN)CH.sub.2 Cl O H H Q26-6-ClPrCCl(CH.sub.2 COOMe)CH.sub.2 Cl O H H Q26-6-ClNCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClNCCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-IMeCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-IEtCOOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-IEtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClPrOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-IEtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClPrSCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeCCl(CN)CH.sub. 2 Cl O H H Q26-6-ClMeCCl(CN)CH.sub.2 Cl O H H Q26-6-IMeSO.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-ClMeSO.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-IMe.sub.2 NCCl(Me)CH.sub.2 Cl O H H Q26-6-ClMe.sub.2 NCCl(Me)CH.sub.2 Cl O H H Q26-6-IMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-EtMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-BrMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-CF.sub.3Me.sub.2 CClCH.sub.2 Br O H H Q26-6-IMe.sub.2 CClCH.sub.2 Cl O H H Q26-6-OEtMe.sub.2 CClCH.sub.2 Cl O H H Q32-2-IMe.sub.2 CClCH.sub.2 Cl O H H Q32-2-ClMe.sub.2 CClCH.sub.2 Cl O H H Q32-2-EtMe.sub.2 CBrCH.sub.2 Cl O H H Q26-6-EtMe.sub.2 CBrCH.sub.2 Cl O H H Q26-6-BrMe.sub.2 CBrCH.sub.2 Cl O H H Q32-2-ClMe.sub.2 CBrCH.sub.2 Cl O H H Q32-2-EtMe.sub.2 CBrCH.sub.2 Cl O H H Q32-2-OEtMe.sub.2 CBrCH.sub.2 Br O H H Q26-6-IMe.sub.2 CBrCH.sub.2 Br O H H Q26-6-ClPrCCl(Me)CH.sub.2 Cl O H H Q26-6-EtPrCCl(Me)CH.sub.2 Cl O H H Q32-2-EtPrCCl(Me)CH.sub. 2 Cl O H H Q32-2-ClPrCCl(Me)CH.sub.2 Br O H H Q26-6-IPrCCl(Me)CH.sub.2 Br O H H Q26-6-ClPrCCl(Me)CH.sub.2 Cl O H H Q17-5-CF.sub.3PrCBr(Me)CH.sub.2 Br O H H Q26-6-BrPrCBr(Me)CH.sub.2 Br O H H Q26-6-ICl.sub.2 CCH Cl O H H Q26-6-ClCl.sub.2 CCH Cl O H H Q26-6-IMeCClCH Cl O H H Q26-6-IMeCClCH Cl O H H Q26-6-EtEtCClCH Cl O H H Q26-6-IEtCClCH Cl O H H Q26-6-ClEtCClCH Cl O H H Q26-6-BrPrCClCH Cl O H H Q26-6-IPrCClCH Cl O H H Q26-6-BrPrCClCH Br O H H Q26-6-BrMe.sub.2 CCH Cl O H H Q26-6-IMe.sub.2 CCH Cl O H H Q26-6-BrMe.sub.2 CCH Cl O H H Q26-6-EtMe.sub.2 CCH Cl O H H Q26-6-ClMeC(Et)CH Cl O H H Q26-6-IMeC(Et)CH Cl O H H Q26-6-ClMeC(Pr)CH Cl O H H Q26-6-ClMeC(Pr)CH Cl O H H Q26-6-IMeC(Pr)CH Cl O H H Q26-6-BrMeC(Bu)CH Cl O H H Q26-6-ICF.sub.3 CClCH Cl O H H Q26-6-ClCF.sub.3 CClCH Cl O H H Q26-6-ICF.sub.3 CBrCH Cl O H H Q26-6-ICF.sub.3 CBrCH Cl O H H Q26-6-BrCH.sub.2C(Me)CH.sub.2 Cl O H H Q26-6-ClCH.sub.2C(Me)CH.sub.2 Cl O H H Q26-6-ICH.sub.2C(Me)CH.sub.2 Cl O H H Q26-6-BrCH.sub.2C(Me)CH.sub.2 Br O H H Q26-6-ICH.sub.2C(Et)CH.sub.2 Cl O H H Q26-6-ICH.sub.2C(Et)CH.sub.2 Cl O H H Q26-6-EtCH.sub.2C(Et)CH.sub.2 Cl O H H Q26-6-BrCH.sub.2C(Pr)CH.sub.2 Cl O H H Q26-6-ICH.sub.2C(Pr)CH.sub.2 Cl O H H Q26-6-BrCH.sub.2C(Pr)CH.sub.2 Br O H H Q26-6-BrCH.sub.2C(Bu)CH.sub.2 Cl O H H Q26-6-ICH.sub.2C(Bu)CH.sub.2 Cl O H H Q26-6-BrMeCHC(Me)CH.sub.2 Cl O H H Q26-6-IMeCHC(Me)CH.sub.2 Cl O H H Q26-6-ClMeCHC(Me)CH.sub.2 Cl O H H Q26-6-BrEtCHC(Me)CH.sub.2 Cl O H H Q26-6-IEtCHC(Me)CH.sub.2 Cl O H H Q26-6-BrEtCHC(Me)CH.sub.2 Cl O H H Q26-6-ClEtCHC(Me)CH.sub.2 Br O H H Q26-6-IPrCHC(Me)CH.sub.2 Cl O H H Q26-6-IPrCHC(Me)CH.sub.2 Cl O H H Q26-6-BrMeCHC(Et)CH.sub.2 Cl O H H Q26-6-IMeCHC(Et)CH.sub.2 Cl O H H Q26-6-ClMeCHC(Et)CH.sub.2 Cl O H H Q32-2-EtCH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClCH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrMeCHCHC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IMeCHCHC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClHCCC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IHCCC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrMeCCC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IMeCCC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClCH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrCH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IHCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IHC CCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClMeCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrMeCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IMe.sub.2 C(OMe)CH.sub.2 Cl O H H Q26-6-ClMe.sub.2 C(OMe)CH.sub.2 Cl O H H Q26-6-BrMe.sub.2 C(OMe)CH.sub.2 Cl O H H Q26-6-IMe.sub.2 C(OEt)CH.sub.2 Cl O H H Q26-6-ClMe.sub.2 C(OEt)CH.sub.2 Cl O H H Q26-6-IMe.sub.2 C(OPr)CH.sub.2 Cl O H H Q26-6-BrMe.sub.2 C(OPr)CH.sub.2 Cl O H H Q26-6-IMeC(Et)(OMe)CH.sub.2 Cl O H H Q26-6-EtMeC(Et)(OMe)CH.sub.2 Cl O H H Q26-6-IMeC(Pr)(OMe)CH.sub.2 Cl O H H Q26-6-IMeC(Pr)(OMe)CH.sub.2 Cl O H H Q26-6-BrMeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClMeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-CF.sub.3MeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Br O H H Q26-6-ClPrOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClPrOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Br O H H Q26-6-ClEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-BrEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClMeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-EtMeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-ClEtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-IEtO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-Cl______________________________________
TABLE 3__________________________________________________________________________In compounds of the formula: ##STR15##R A X R.sup.1 J__________________________________________________________________________Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-ClMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-CF.sub.3Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-MeMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-OMeMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHMeC.sub.6 H.sub.4 -4-MeMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-MeMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMe.sub.2 CClCH.sub.2 Br O H CH.sub.2 CH.sub.2 OPhMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHMeOPhMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub. 2 OC.sub.6 H.sub.4 -4-ClMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC.sub.6 H.sub.4 -4-IMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHMeO-Q17Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q26Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q28Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q27Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q24Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q30Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q48Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q52Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q23Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q18Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHMeO-Q28Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHMeO-Q27Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17-5-ClMe.sub.2 CClCH.sub.2 Cl S H CH.sub.2 CH.sub.2 O-Q17-5-ClMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q38Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q45Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q54Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q51Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q49Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHPhMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 N(Me)PhMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 SPhMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 NH-Q17Me.sub.2 CClCH.sub.2 Cl O H CH(Me)CH.sub.2 OPhMe.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CO.sub.2 MeMe.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CO.sub.2 EtMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHMeCH.sub.2 CO.sub.2 EtMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHCHCO.sub.2 EtMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CMeCHCO.sub.2 EtMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC(O)EtMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC(O)PrMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHC(O)PrMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHC(O)BuSMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 EtMe.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CCClMe.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CCBrMe.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CCIMe.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CCCH.sub.2 OMeMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHNOEtMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHNOPrMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHNOBuMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CHNOPriMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CMeNOPrMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMeMe.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHEtMe.sub.2 CBrCH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMe.sub.2 CBrCH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17Me.sub.2 CBrCH.sub.2 Cl O H CH.sub.2 CHNOPrClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q28ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CHMePhClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMeClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrClCH.sub.2 CCl(Me)CH.sub.2 Br O H CH.sub.2 CHNOPrClCH.sub.2 CCl(Me)CH.sub.2 Me O H CH.sub.2 CH.sub.2 O-Q17ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H CH.sub.2 CH.sub.2 OPhClCH.sub.2 CBr(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhClCH.sub.2 CBr(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17ClCH.sub.2 CBr(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrEtCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhEtCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17EtCCl(Me)CH.sub.2 Cl O H CH.sub.2 CHMeOPhEtCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC(O)EtEtCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMeEtCCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q28PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC(O)EtPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOEtPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH(Me)CH.sub.2 CO.sub.2 EtPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMePrCCl(Me)CH.sub.2 Cl O H (CH.sub.2).sub.3 CCClPrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q30PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q27PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q24PrCBr(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub. 2 OPhPrCBr(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17PrCBr(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrBuCCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrBuCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrMeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhEtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrEtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC(O)EtMeSCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeSCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 CCCH.sub.2 OMeEtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHC(O)PrEtSCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhQ10-2-Cl Cl O H CH.sub.2 CH.sub.2 OPhQ10-2-Cl Cl O H CH.sub.2 CH.sub.2 O-Q17Q10-2-Cl Cl O H CH.sub.2 CHNOPrQ3-2-Cl Cl O H CH.sub.2 CHNOPrQ3-2-Cl Cl O H CH.sub.2 CH.sub.2 OPhQ3-2-Cl Cl O H CH.sub.2 CH.sub.2 ONCHMeQ4-2-Cl Cl O H CH.sub.2 CH.sub.2 OPhQ4-2-Cl Cl O H CH.sub.2 CHNOPrQ7-2-Cl Cl O H CH.sub.2 CHMeOPhQ7-2-Cl Cl O H CH.sub.2 CHNOPrQ9-2-Cl Cl O H CH.sub.2 CH.sub.2 OPhQ9-2-Cl Cl O H CH.sub.2 CH.sub.2 O-Q17Q9-2-Cl Br O H CH.sub.2 CH.sub.2 OPhMeCCl(OMe) Cl O H CH.sub.2 CH.sub.2 OPhMeCCl(OMe) Cl O H CH.sub.2 CHNOPrMeCCl(OMe) Me S H CH.sub.2 CHMeCH.sub.2 CO.sub.2 EtMeCCl(OEt) Cl O H CH.sub.2 CH.sub.2 OPhMeCCl(OEt) Cl O H CH.sub.2 CH.sub.2 OC(O)Pr-iCl.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 OPhCl.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 O-Q17Cl.sub.2 CCH Br O H CH.sub.2 CH.sub.2 OPhMeCClCH Cl O H CH.sub.2 CH.sub.2 OPhMeCClCH Cl O H CH.sub.2 CHNOPrMeCClCH Cl S H CH.sub.2 CH.sub.2 ONCHEtEtCClCH Cl O H CH.sub.2 CH.sub.2 OPhEtCClCH Cl O H CH.sub.2 CH.sub.2 O-Q17PrCClCH Cl O H CH.sub.2 CH.sub.2 OPhPrCClCH Cl O H CH.sub.2 CHNOPrPrCClCH Br O H CH.sub.2 CHNOPrPrCClCH Cl O H CH.sub.2 CH.sub.2 O-Q17Me.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 O-Q17Me.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 O-Q17Me.sub.2 CCH Cl O H CH.sub.2 CHNOPrMe.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 EtMe.sub.2 CCH Cl O H CH.sub.2 CH.sub.2 ONCHMeMeC(Et)CH Cl O H CH.sub.2 CH.sub.2 OPhMeC(Et)CH Cl O H CH.sub.2 CH.sub.2 O-Q17MeC(Et)CH Cl O H CH.sub.2 CHNOPrMeC(Pr)CH Cl O H CH.sub.2 CH.sub.2 OPhMeC(Pr)CH Cl O H CH.sub.2 CHNOPrMeC(Pr)CH Br O H CH.sub.2 CH.sub.2 O-Q17CF.sub.3 CClCH Cl O H CH.sub.2 CH.sub.2 OPhCF.sub.3 CClCH Cl O H CH.sub.2 CH.sub.2 O-Q17CF.sub.3 CClCH Cl O H CH.sub.2 CHNOPrCH.sub.2C(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhCH.sub.2C(Me)CH.sub.2 Br O H CH.sub.2 CH.sub.2 CHMeCCBrCH.sub.2C(Me)CH.sub.2 I O H CH.sub.2 CH.sub.2 O-Q17CH.sub.2C(Et)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhCH.sub.2C(Et)CH.sub.2 SO.sub.2 Me O H CH.sub.2 CH.sub.2 NHC(O)EtCH.sub.2C(Pr)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhCH.sub.2C(Pr)CH.sub.2 Cl O H CH.sub.2 CHNOPrMeCHC(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeCHC(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrMeCHC(Me)CH.sub.2 H O H CH.sub.2 CH.sub.2 OPhEtCHC(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhEtCHC(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17EtCHC(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrPrCHC(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhPrCHC(Me)CH.sub.2 Br O H CH.sub.2 CH.sub.2 N(Et)-Q17CH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhCH.sub.2CHC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17CH.sub.2CHC(Me).sub.2 CH.sub.2 OMe O H CH.sub.2 CHMeOPhMeCHCHC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CHMeOPhMeCHCHC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhHCCC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17HCCC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhHCCC(Me).sub.2 CH.sub.2 OEt O H (CH.sub.2).sub.3 CCIMeCCC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeCCC(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CHMeOPhCH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17CH.sub.2CHCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CHNOPrHCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhHCCCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMeMe.sub.2 C(OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 SPhMe.sub.2 C(OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMe.sub.2 C(OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17Me.sub.2 C(OMe)CH.sub.2 Br O H CH.sub.2 CHNOPrMe.sub.2 C(OEt)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMeMe.sub.2 C(OEt)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMe.sub.2 C(OEt)CH.sub.2 Cl O H CH.sub.2 CHMeOPhMeC(Et) (OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 BuMeC(Et) (OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHC(O)EtMeC(Pr) (OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeC(Pr) (OMe)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 CHEtPhMeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeOCH.sub. 2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CHMeOPhMeOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17MeOCH.sub.2 C(Me).sub.2 CH.sub.2 Br O H CH.sub.2 CH.sub.2 OPhEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CHNOPrEtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17EtOCH.sub.2 C(Me).sub.2 CH.sub.2 Cl S H CH.sub.2 CH.sub.2 NHPhMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17MeOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Br O H (CH.sub.2).sub.3 CCClMeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhMeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q17MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CHNOPrEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPhEtOCH.sub.2 CH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 O-Q28MeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CHNOPrMeO(CH.sub.2).sub.3 C(Me).sub.2 CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPh__________________________________________________________________________
Q1 to Q56 in the Tables 1, 2 and 3 are groups represented by the folowing structural formula: ##STR16##
The preparations of the compounds of the present invention are described in detail by way of the following examples which are not to restrict the invention.

PREPARATION EXAMPLE 1
Synthesis of 5-(4-t-butylbenzylthio)-4-chloro-2-[(2,2-dichloro-1,1-dimethyl)-ethyl]-3(2H)-pyridazinone (Compound No. 2)
In 10 ml of methanol were dissolved 0.73 g of 4,5-dichloro-2-[(2,2-dichloro-1,1-dimethyl)-ethyl]-3(2H)-pyridazinone and 0.45 g of 4-t-butylbenzyl-mercaptan. The resulting solution was suspended with 0.27 g of sodium carbonate and then stirred for 3 hours at room temperature. The solution was poured into ice water and then filtered off. The crystals thus obtained were recrystallized from benzene-hexane to give 0.8 g of the intended compound.
melting point (m.p.): 162.degree.-163.degree. C.
PREPARATION EXAMPLE 2
Synthesis of 4-bromo-5-(4-chloro-benzyloxyl)-2-[(2,3-dichloro-2-methyl)-propyl]-3(2H)-pyridazinone (Compound No. 12)
In 10 ml of N,N-dimethylformamide were dissolved 1.90 g of 4,5-dibromo-2-[(2,3-dichloro-2-methyl)-propyl]-3(2H)-pyridazinone and 0.71 g of 4-chlorobenzyl alcohol. The solution was suspended in 0.33 g of powdery potassium hydroxide. The reaction mixture was stirred for one night at room temperature. The resulting solution was poured into ice water and extracted with benzene. The extract was washed with saturated saline and then with water and freed of solvent by distillation under reduced pressure. The oil thus obtained was separated and purified by means of column chromatography (on silica gel, eluting with chloroform) to give 1.10 g of the intended compound.
m.p.: 112.degree.-114.degree. C.
PREPARATION EXAMPLE 3
Synthesis of 2-(3'-bromopropyl)-4-chloro-5-(4'-chlorobenzyloxy)-3(2H)-pyridazinone (Compound No. 19)
To a mixed solvent of 150 ml of water and 150 ml of ethanol was added 22.3 g of 4,5-dichloro-2-(3'-hydroxypropyl)-3(2H)-pyridazinone (0.1 mol) and 19.6 g of potassium hydroxide (0.35 mol) and then heated under reflux for about 10 hours. After reaction, ethanol was removed under reduced pressure and added with water to filter off the insoluble matters. The filtrate was converted into acidity by diluted hydrochloric acid and the crystals produced were filtered off. The crystals thus obtained were washed with water and dried to give 14.5 g of 4-chloro-5-hydroxy-2-(3'-hydroxypropyl)-3(2H)-pyridazinone.
To 150 ml of N,N-dimethylformamide were added 10.2 g of 4-chloro-5-hydroxy-2-(3'-hydroxypropyl)-3(2H)-pyridazinone (0.05 mol), 8.4 g of 4-chlorobenzyl chloride (0.052 mol) and 10.4 g of anhydrous potassium carbonate (0.075 mol) and heated for about 3 hours at 100.degree. C. to 120.degree. C. After reaction, the mixture solution was poured into water and extracted with ethyl acetate. The resulting solution was washed with water and then with aqueous solution of 5% sodium hydroxide and further with saturated saline. The solution was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The solid product thus obtained was washed with n-hexane and dried to obtain 12.3 g of 4-chloro-5-(4'-chlorobenzyloxy)-2-(3'-hydroxypropyl)-3(2H)-pyridazinone.
To 170 ml of chloroform were added 9.9 g of 4-chloro-5-(4'-chlorobenzyloxy)-2-(3'-hydroxypropyl)-3(2H)-pyridazinone (0.03 mol) and slowly added 9.4 g of thionyl bromide (0.045 mol) under stirring for about 2 hours at -5.degree. to 5.degree. C. After reaction, the resulting solution was added little by little with water and the chloroform layer was separated. The layer was washed with water and then with aqueous solution of 5% sodium hydrogen carbonate, and further washed with saturated saline and dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure. The solid product thus obtained was recrystallized from a mixed solvent of n-hexane-benzene to give 5.2 g of 2-(3'-bromopropyl)-4-chloro-5-(4'-chlorobenzyloxy)-3(2H)-pyridazinone.
m.p.: 83.degree.-87.degree. C.
PREPARATION EXAMPLE 4
Synthesis of 4-chloro-2-[(2-chloro-2-methyl)-pentyl]-5-(4-iodobenzyloxy)-3(2H)-pyridazinone (Compound No. 33)
The procedures in Preparation Example 2 were repeated by using 1.42 g of 4,5-dichloro-2-[(2-chloro-2-methyl)-pentyl]-3(2H)-pyridazinone and 1.17 g of 4-iodobenzyl alcohol to give 1.72 g of the intended compound.
m.p.: 114.degree.-115.degree. C.
PREPARATION EXAMPLE 5
Synthesis of 4-chloro-2-[(2,3-dichloro-2-methyl-prpyl]-5-[(2-iodo-5-pyridyl)-methoxy]-3(2H)-pyridazinone (Compound No. 202)
The procedures in Preparation Example 2 were repeated by using 1.45 g of 4,5-dichloro-2-[(2,3-dichloro-2-methyl)-propyl]-3(2H)-pyridazinone and 1.18 g of 2-iodo-5-pyridinemethanol to give 1.33 g of the intended compound.
m.p.: 117.degree.-120.degree. C.
PREPARATION EXAMPLE 6
Synthesis of 4-chloro-2-(2-chloro-2-methylpropyl)-5-(2-phenoxy-ethoxy)-3(2H)-pyridazinone (Compound No. 326)
In 10 ml of N,N-dimethylformamide were dissolved 1.85 g of 2-(2-chloro-2-methylpropyl)-4,5-dichloro-3(2H)-pyridazinone and 1.00 g of 2-phenoxy ethanol, and thereto was added 0.48 g of powdery potassium hydroxide. The mixture solution was stirred for one night at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 1.9 g of the intended compound.
m.p.: 82.degree.-83.degree. C.
PREPARATION EXAMPLE 7
Synthesis of 5-(4-t-buthyl-.alpha.-methylbenzyloxy)-4-chloro-2-vinyl-3(2H)-pyridazinone (Compound No. 129)
In 60 ml of N,N-dimethylformamide were dissolved 2.7 g of 2-(2-bromoethyl)-4,5-dichloro-3(2H)-pyridazinone and 1.8 g of 4-t-buthyl-.alpha.-methyl-benzyl alcohol, and thereto were added 1.4 g of powdery potassium hydroxide. The solution was stirred for one night at room temperature. After reaction, the mixture solution was poured into water and extracted with benzene. The benzene layer was washed with water and dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure. The residual viscous liquid was separated by means of column chromatography (on silica gel, eluting with benzene-ethyl acetate) to give 2.2 g of the intended compound. (viscous liquid)
.sup.1 H-NMR (CDCl.sub.3, .delta., ppm)
1.37 (9H, s), 1.80 (3H, d, J=6 Hz), 4.95 (1H, d, J=9 Hz), 5.66 (1H, q, J=6 Hz), 5.67 (1H, d, J=15 Hz), 7.17-7.53 (4H, m), 7.68 (1H, d, d, J=9 Hz, 15 Hz), 7.78 (1H, s)
PREPARATION EXAMPLE 8
Synthesis of 4-chloro-2-(2-chloro-2-methylpentyl)-5-(4-ethylbenzyloxy)-3(2H)-pyridazinone (Compound No. 85)
In 20 ml of N,N-dimethylformamide were added 1.2 g of 2-(2-chloro-2-methylpentyl)-4,5-dichloro-3(2H)-pyridazinone and 0.64 g of 4-ethylbenzyl alcohol, and thereto was added 0.31 g of powdery potassium hydroxide under ice-cooling and stirred for one day at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 600 mg of the intended compound.
m.p.: 81.degree.-83.degree. C.
PREPARATION EXAMPLE 9
Synthesis of 4-chloro-2-(2-chloro-2-methylpentyl)-5-(4-trifluoromethylbenzyloxy)-3(2H)-pyridazinone (Compound No. 56)
In 20 ml of N,N-dimethylformamide were dissolved 1.2 g of 2-(2-chloro-2-methylpentyl)-4,5-dichloro-3(2H)-pyridazinone and 0.78 g of 4-trifluoromethylbenzyl alcohol, and thereto were added 1.46 g of anhydrous potassium carbonate. The mixture solution was stirred for 8 hours at 50.degree. C. Then, the procedures in Preparation Example 2 were repeated to give 1.0 g of the intended compound.
m.p.: 105.degree.-106.degree. C.
PREPARATION EXAMPLE 10
Synthesis of 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(2-iodo-5-pyridyl)-methoxy]-3(2H)-pyridazinone and 4-chloro-5-[(2-iodo-5-pyridyl)-methoxy]-2-(2-methyl-1-propenyl)-3(2H)-pyridazinone (Compound Nos. 237 and 255)
In 10 ml of N,N-dimethylformamide were dissolved 1.4 g of 2-(2-chloro-2-methylpropyl)-4,5-dichloro-3(2H)-pyridazinone and 1.29 g of 2-iodo-5-pyridyl methanol, and thereto was added 0.33 g of powdery potassium hydroxide under ice-cooling. The mixture solution was stirred for one day at room temperature. Then, the procedures in Preparation Example 2 were repeated to give 0.74 g of 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(2-iodo-5-pyridyl)methoxy]-3(2H)-pyridazinone (m.p.: 119.degree.-123.degree. C.) and 0.24 g of 4-chloro-5-[(2-iodo-5-pyridyl)-methoxy]-2-(2-methyl-1-propenyl)-3(2H)-pyridazinone (m.p.: 141.degree.-142.degree. C.).
PREPARATION EXAMPLE 11
Synthesis of 2-(2-chloro-2-methylpropyl)-5-(4-iodobenzyloxy)-4-methyl-3(2H)-pyridazinone (Compound No. 167)
In 5 ml of N,N-dimethylformamide were dissolved 0.33 g of 5-chloro-2-(2-chloro-2-methylpropyl)-4-methyl-3(2H)-pyridazinone and 0.33 g of 4-iodobenzyl alcohol, and thereto was added 0.1 g of powdery potassium hydroxide under ice-cooling. Then, the procedures in Preparation Example 2 were repeated to give 0.3 g of the intended compound.
m.p.: 121.degree.-123.degree. C.
PREPARATION EXAMPLE 12
Synthesis of 4,5-dichloro-2-(3-chloro-tetrahydro-2-pyranyl)-3(2H)-pyridazinone
In 20 ml of methylene chloride were dissolved 4 g of 2,4,5-trichloro-3(2H)-pyridazinone, and thereto dropwise added 2.5 g of 2,3-dihydro-pyran under ice-cooling. The solution was stirred for 30 minutes and the by-produced 4,5-dichloro-3(2H)-pyridazinone was filtered off. The filtrate was distilled off under reduced pressure. The oil thus obtained was separated by means of column chromatography (on silica gel, eluting with benzene) to give 1.5 g of trans-form as the first fraction (m.p.: 136.degree.-137.degree. C.) and 1.3 g of cis-form as the second fraction (m.p.: 109.degree.-110.degree. C.).
.sup.1 H-NMR (CDCl.sub.3, .delta., TMS)
Trans-form 1.50-2.20 (m, 4H), 3.50-4.60 (m, 3H), 5.86 (d, 1H, 10 Hz), 7.77 (s, 1H)
Cis-form 1.90-2.50 (m, 4H), 3.50-4.60 (m, 3H), 6.05 (d, 1H, 3 Hz), 7.83 (s, 1H)
PREPARATION EXAMPLE 13
Synthesis of 4,5-dichloro-2-(2,3-dichloro-2-propenyl)-3(2H)-pyridazinone
To a mixture of 10.8 g of 4,5-dichloro-3(2H)-pyridazinone and 9.5 g of anhydrous potassium carbonate were added 65 ml of N,N-dimethylformamide and stirred for 10 minutes at room temperature. Then, 10.0 g of 1,2,3-trichloro-1-propene (mixture of E-from and Z-form) were added to the mixture solution and were stirred for 6 hours at 40.degree. C. The solution was poured into a large quantity of water and extracted with benzene, and freed of solvent by distillation under reduced pressure to give 6.0 g of the intended compound (mixture of E-form and Z-form). The compound thus obtained was separated into isomer (m.p.: 93.7.degree.-94.6.degree. C., 112.8.degree.-114.8.degree. C.) by means of column chromatography (on silica gel, eluting with benzene).
.sup.1 H-NMR (CDCl.sub.3, .delta., TMS)
Isomer 1 (m.p.: 93.7.degree.-94.6.degree. C.): 5.15 (s, 2H), 6.47 (s, 1H), 7.84 (s, 1H)
Isomer 2 (m.p.: 112.8.degree.-114.8.degree. C.). 5.00 (s, 2H), 6.70 (s, 1H), 7.84 (s, 1H)
PREPARATION EXAMPLE 14
Synthesis of 4,5-dichloro-2-(2-methyl-2-propenyl)-3(2H)-pyridazinone
To 50 ml of N,N-dimethylformamide were suspended 10 g of 4,5-dichloro-3(2H)-pyridazinone, 27 g of 3-chloro-2-methylpropene and 8.4 g of potassium carbonate. The mixtured solution was stirred for 5 hours at 40.degree. C. Then, the procedures in Preparation Example 2 were repeated to give 4.9 g of the intended compound.
m.p.: 52.degree.-54.degree. C.
PREPARATION EXAMPLE 15
Synthesis of 2-(2-chloro-2-methyl-propyl)-4,5-dichloro-3(2H)-pyridazinone
In 100 ml of carbon tetrachloride were dissolved 5 g of 4,5-dichloro-2(2-methyl-2-propenyl)-3(2H)-pyridazinone and 0.1 g of trifluoromethyl ammonium chloride, and thereto were added 30 ml of concentrated hydrochloric acid. The mixture solution was stirred for 3 days at room temperature. The organic layer was separated and washed with water, and dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure to give 4.7 g of the intended compound.
m.p.: 61.degree.-66.degree. C.
Physical properties of compounds prepared according to any one of Preparation Examples 1 to 11 are shown in Tables 4, 5 and 6. In the Tables, Me represents methyl group, Et represents ethyl group, Pr represents propyl group, Bu represents butyl group, Pen represents pentyl group, Hex represents hexyl group, Ph represents unsubstituted phenyl group, t represents tertiary, s represents secondary, i represents iso and c represents cyclo.
The number of compounds listed in Tables 4, 5 and 6 will be referred to in the above Preparation Examples, and Formulation Examples and Test Examples later described.
TABLE 4__________________________________________________________________________In Compounds of the formula: ##STR17##No. R A X R.sup.1 R.sup.2 Y m.p. (.degree.C.)__________________________________________________________________________1 Cl.sub.2 CHC(Me).sub.2 Cl O H H 4-Cl 108-1092 Cl.sub.2 CHC(Me).sub.2 Cl S H H 4-Bu-t 162-1633 ClCH.sub.2 CHClCH.sub.2 Cl O H H 4-Cl 123-1254 ClCH.sub.2 CHClCH.sub.2 Cl O H H 2,4-Cl.sub.2 96-985 ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Cl 120-1246 ClCH.sub.2 CHClCH.sub.2 Cl S H H 4-Bu-t 135-1397 Me.sub.2 CClCHCl Cl O H H 4-Cl 124-1258 Me.sub.2 CClCHCl Cl S H H 4-Bu-t 183-1849 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl 115-11810 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I 124-12711 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2 111-11712 ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 4-Cl 112-11413 ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H 2,4-Cl.sub.2 107-11314 ClCH.sub.2 CCl(Me)CH.sub.2 Cl S H H 4-Bu-t 106-10915 ClCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 4-Cl 68-7016 ClCH.sub.2 CBr(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2 130-13317 MeCHClCHClCH.sub.2 Cl O H H 4-Cl 108-11018 MeCHClCHClCH.sub.2 Cl O H H 2,4-Cl.sub.2 105-10719 Br(CH.sub.2).sub.3 Cl O H H 4-Cl 83-8720 Br(CH.sub.2).sub.3 Cl O H H 4-I 100-10221 Br(CH.sub.2).sub.3 Cl S H H 4-Bu-t 130-13222 Br(CH.sub.2).sub.4 Cl O H H 4-Cl 112-11423 Br(CH.sub.2).sub.4 Cl O H H 4-I 101-10424 EtCCl(Me)CH.sub.2 Cl O H H 4-Cl 118-12025 EtCCl(Me)CH.sub.2 Cl O H H 4-I 122-12426 EtCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2 109-11027 Et.sub.2 CClCH.sub.2 Cl O H H 4-Cl 100-10128 Et.sub.2 CClCH.sub.2 Cl O H H 4-I 98-10029 Et.sub.2 CClCH.sub.2 Cl S H H 4-Cl 75-7830 Et.sub.2 CClCH.sub.2 Cl S H H 4-Bu-t 115-11731 t-BuCCl(Me)CH.sub.2 Cl O H H 4-I 168-17032 PrCCl(Me)CH.sub.2 Cl O H H 4-Cl 94-9933 PrCCl(Me)CH.sub.2 Cl O H H 4-I 114-11534 PrCCl(Me)CH.sub.2 Cl O H H 2,4-Cl.sub.2 114-11635 PrCCl(Me)CH.sub.2 Cl S H H 4-Bu-t 110-11136 i-PrCCl(Me)CH.sub.2 Cl O H H 4-Cl 123-12537 i-PrCCl(Me)CH.sub.2 Cl O H H 4-I 124-12638 BuCCl(Me)CH.sub.2 Cl O H H 4-Cl 90-9239 BuCCl(Me)CH.sub.2 Cl O H H 4-I 78-7940 Q3-2-Cl Cl O H H 4-Cl 134-13641 Q3-2-Cl Cl O H H 2,4-Cl.sub.2 162-16642 Q3-2-Cl Cl S H H 4-Bu-t 143-14443 (Q4-1-Cl)CH.sub.2 Cl O H H 4-Cl 113-11544 (Q4-1-Cl)CH.sub.2 Cl O H H 4-I 155-15645 Q4-2-Cl (cis-form) Cl O H H 4-Cl 160-16146 Q4-2-Cl (cis-form) Cl O H H 2,4-Cl.sub.2 199-20047 Q4-2-Cl (cis-form) Cl S H H 4-Cl 142-14448 Q4-2-Cl (cis-form) Cl S H H 4-Bu-t 158-16049 Q5-2-Cl Cl O H H 4-Cl 120-12150 Q5-2-Cl Cl O H H 2,4-Cl.sub.2 140-14151 Q5-2-Cl Cl S H H 4-Bu-t 146-14852 Q9-3-Cl (trans-form) Cl O H H 4-Cl 168-17053 Q9-3-Cl (trans-form) Cl O H H 4-Cl 140-14354 PrCCl(Me)CH.sub.2 Cl O H H 2-F, 4-Cl 84-8655 PrCCl(Me)CH.sub.2 Cl O H H 4-F 100-10156 PrCCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3 105-10657 PrCCl(Me)CH.sub.2 Cl O H H 4-CO(C.sub.6 H.sub.4 Cl-4) 144-14558 PrCCl(Me)CH.sub.2 Cl O H H 4-SMe 96-9759 PrCCl(Me)CH.sub.2 Cl O H H 4-OCH.sub.2(C.sub.6 H.sub.4 Cl-4) 120-12360 ClCHC(Cl)CH.sub.2 Cl O H H 4-Cl 131-13361 ClCHC(Cl)CH.sub.2 Cl O H H 4-I 132-13362 PrCCl(Me)CH.sub.2 Cl O H H 4-Br 112-11363 PrCCl(Me)CH.sub.2 Cl O H H 4-Me 107-10864 PrCCl(Me)CH.sub.2 Cl O H H 4-Ph 136-13765 PrCCl(Me)CH.sub.2 Cl O H H 4-O(C.sub.6 H.sub.3 Cl-2, CF.sub.3 -4) 105-10766 PenCHClCH.sub.2 Cl O H H 4-I 109-11167 HexCHClCH.sub.2 Cl O H H 4-Cl 102-10568 HexCHClCH.sub.2 Cl O H H 4-I 107-10969 ClCH.sub.2 CH(OEt) Cl O H H 4-I 121-12270 i-BuCCl(Me)CH.sub.2 Cl O H H 4-Cl 102-10371 i-BuCCl(Me)CH.sub.2 Cl O H H 4-I 111-11372 CH.sub.2C(Cl)CH.sub.2 Cl O H H 4-Cl 86-8873 CH.sub.2C(Cl)CH.sub.2 Cl O H H 4-I 133-13474 ClCHCHCH.sub.2 Cl O H H 4-I 107-11275 MeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl 99-10176 MeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I 97-9977 Q9-3-Cl (trans-form) Cl O H H 4-I 159-16278 Q9-3-Cl (cis-form) Cl O H H 4-I 169-17279 PrCCl(Me)CH.sub.2 Cl O H H 3,4-Cl.sub.2 102-10480 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Cl 100-10181 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I 99-10482 PrCCl(Me)CH.sub.2 Cl O H H 3-CF.sub.3 93-9483 PrCCl(Me)CH.sub.2 Cl O H H 2-CF.sub.3 108-11084 PrCCl(Me)CH.sub.2 Cl O H H 4-OMe 82-8385 PrCCl(Me)CH.sub.2 Cl O H H 4-Et 81-8386 PrCCl(Me)CH.sub.2 Cl O H H ##STR18## 105-10687 PrCCl(Et)CH.sub.2 Cl O H H 4-I 92-9388 EtCHClCCl(Me)CH.sub.2 Cl O H H 4-I 129-13189 PenCCl(Me)CH.sub.2 Cl O H H 4-I 100-10290 PenCCl(Me)CH.sub.2 Cl O H H 4-Cl 88-9091 PenCCl(Me)CH.sub.2 Cl O H H 3-CF.sub.3 43-4592 ClCH.sub.2 CH(OMe)CH.sub.2 Cl O H H 4-I 108-10993 PrCCl(Me)CH.sub.2 Cl O H H 4-S(O)Me 89-9294 PrCCl(Me)CH.sub.2 Cl O H H 4-SO.sub.2 Me 142-14495 PrCCl(Me)CH.sub.2 Cl O H H 4-OPh 99-10096 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-OPh 116-12197 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3 107-10998 CH.sub.2C(CH.sub.2 Cl)CH.sub.2 Cl O H H 4-I 96-9899 CH.sub.2C(CH.sub.2 Cl)CH.sub.2 Cl S H H 4-Bu-t 125-127100 PrCCl(Me)CH.sub.2 Cl O H H 4-Pr 68-69101 PrCCl(Me)CH.sub.2 Cl O H H 4-Pr-i 101-102102 PrCCl(Me)CH.sub.2 Cl O H H 4-Bu 68-70103 PrCCl(Me)CH.sub.2 Cl O H H 4-Bu-t 116-117104 Me.sub.2 CClCH.sub.2 Cl O H H 4-I 129-131105 (ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H 4-I 111-112106 PrCCl(Me)CH.sub.2 Cl O H H 4-OEt 73-74107 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3 94-95108 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Et 86-87109 EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I 105-106110 EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3 114-115111 EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Et 69-70112 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-I 63-64113 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3 95-96114 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-Et 99-100115 Me.sub. 2 CClCH.sub.2 Cl O H H 4-CF.sub.3 119-121116 Me.sub.2 CClCH.sub.2 Cl O H H 4-Et 122-125117 ClCH.sub.2 C(Me)(OMe)CH.sub.2 Cl O H H 4-I 95-97118 Me.sub.2 CBrCH.sub.2 Cl O H H 4-I 127-128119 Me.sub.2 CBrCH.sub.2 Cl O H H 4-Et 128-129120 Me.sub.2 CBrCH.sub.2 Cl O H H 4-CF.sub.3 127-129121 PrCCl(Me)CH.sub.2 Cl O H H 4-CN 135-138122 ClCH.sub.2 CCl(Et)CH.sub.2 Cl O H H 4-I 102-104123 ClCH.sub.2 CCl(Et)CH.sub.2 Cl O H H 4-CF.sub.3 121-123124 ClCH.sub.2 CCl(Et)CH.sub.2 Cl O H H 4-Et 76-78125 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2 Cl O H H 4-I 82-83126 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2 Cl O H H 4-CF.sub.3 82-83127 Q7-3-Cl Cl O H H 4-I 178-179128 CH.sub.2CH Cl O H H 4-Me 129-130129 CH.sub.2CH Cl O H Me 4-Bu-t oil130 CH.sub.2CH Cl O H H 3-F 108-119131 CH.sub.2CH Cl O H H 4-Cl 151-153132 CH.sub.2CH Cl O H H 4-CF.sub.3 175-177133 CH.sub.2CH Cl O H H 4-Ph 189-191134 CH.sub.2CH Cl O H H 4-OPr 108-110135 CH.sub.2CH Cl O H H 4-OCH.sub.2(C.sub.6 H.sub.4 F-4) 125-129136 CH.sub.2CHCH.sub.2 Cl S H H 4-Bu-t 131-134137 CH.sub.2CHCH.sub.2 Cl O H H 4-Cl 74-77138 CH.sub.2CHCH.sub.2 Cl O H H 4-Ph 133-136139 CH.sub.2CHCH.sub.2 Cl O H H 4-CO(C.sub.6 H.sub.4 Cl-4) 133-136140 MeCHCHCH.sub.2 Cl O H H 4-Me 101-102141 MeCHCHCH.sub.2 Cl O H H 4-Pr-i 118-119142 MeCHCHCH.sub.2 Cl O H H 4-Bu-t 112-114143 MeCHCHCH.sub.2 Cl O H H 4-F 132-133144 MeCHCHCH.sub.2 Cl O H H 4-Cl 118-119145 MeCHCHCH.sub.2 Cl O H H 3,4-Cl.sub.2 143-144146 MeCHCHCH.sub.2 Cl O H H 4-CO(C.sub.6 H.sub.4 Cl-4) 127-136147 HCCCH.sub.2 Cl S H H 4-Bu-t 100-102148 HCCCH.sub.2 Cl S H H 4-Cl 135-140149 HCCCH.sub.2 Cl S H H 4-Ph 125-132150 CH.sub.2CH Cl S H H 4-Bu-t 115-116151 CH.sub.2C(Me)CH.sub.2 Cl S H H 4-Bu-t 114-117152 CH.sub.2C(Me)CH.sub.2 Cl O H H 4-Cl 113-115153 CH.sub.2C(Me)CH.sub.2 Cl O H H 4-I 111-113154 MeOCH(Me)CH.sub.2 Cl O H H 4-Cl 104-108155 Me.sub.2 CCH Cl O H H 4-I 146-149156 Pr(Me)CH Me O H H 4-I 106-108157 MeOC(Me).sub.2 CH.sub.2 Cl O H H 4-I 108-109158 MeOC(Me).sub.2 CH.sub.2 Cl O H H 4-CF.sub.3 91-92159 PrCCl(Me)CH.sub.2 Cl O H H 4-NO.sub.2 121-122160 PrCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3 84-85161 PrCCl(Me)CH.sub.2 Cl O H H 4-CO.sub.2 Me 98-99162 PrCCl(Me)CH.sub.2 Cl O H H 4-OPr-i 112-113163 ClCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H 4-I 103-109164 Me.sub.2 CClCH.sub.2 Cl O H H 4-OCF.sub.3 79-81165 Me.sub.2 CClCH.sub.2 Cl O H H 4-CO.sub.2 Me 157-158166 Me.sub.2 CClCH.sub.2 Cl O H H 4-OPr-i 105-106167 Me.sub.2 CClCH.sub.2 Me O H H 4-I 121-123168 EtCCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3 74-75169 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-OCF.sub.3 70-72170 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-CO.sub.2 Me 172-174171 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-OEt 103-104172 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H 4-OPr-i 94-95173 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2 Cl O H H 4-Et n.sub.D.sup.20 1.5750174 ClCHCHCH.sub.2 Cl S H H 4-Bu-t 120-124 (trans-form)175 ClCHCHCH.sub.2 Cl S H H 4-Cl 143-145 (trans-form)176 PrCCl(Me)CH.sub.2 Cl O H Me 4-Cl 55-62177 Pr(Me)CCH Cl O H H 4-I 155-156 (trans-form)178 Pr(Me)CCH Cl O H H 4-I 128-129 (cis-form)179 ClCH.sub.2 C(Me)CH Cl O H H 4-I 128-129180 EtCHC(Me)CH.sub.2 Cl O H H 4-I 107-108__________________________________________________________________________
TABLE 5__________________________________________________________________________In Compounds of the formula: ##STR19##No. R A X R.sup.1 R.sup.2 Q m.p. (.degree.C.)__________________________________________________________________________201 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 117-119202 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-I 117-120203 ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H Q26-6-Cl 106-108204 ClCH.sub.2 CCl(Me)CH.sub.2 Br O H H Q26-6-I 127-128205 Br(CH.sub.2).sub.3 Cl O H H Q26-6-Cl 138-139206 EtCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 124-126207 EtCCl(Me)CH.sub.2 Cl O H H Q26-6-I 120-123208 Et.sub.2 CClCH.sub.2 Cl O H H Q26-6-Cl 96-98209 Et.sub.2 CClCH.sub.2 Cl O H H Q26-6-I 111-113210 t-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 177-178211 PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 101-105212 PrCCl(Me)CH.sub.2 Cl O H H Q26-6-I 96-97213 i-PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 140-141214 BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 90-92215 BuCCl(Me)CH.sub.2 Cl O H H Q26-6-I 93-97216 (Q41Cl)CH.sub.2 Cl O H H Q26-6-Cl 128-130217 Q42Cl (cis Cl O H H Q26-6-Cl 187-188form)218 Q93Cl (trans Cl O H H Q26-6-Cl 147-149form)219 Q93Cl (cis Cl O H H Q26-6-Cl 189-192form)220 ClCHC(Cl)CH.sub.2 Cl O H H Q26-6-Cl 167-169(*)221 ClCHC(Cl)CH.sub.2 Cl O H H Q26-6-Cl 103-105(**)222 PenCHClCH.sub.2 Cl O H H Q26-6-Cl 78-81223 HexCHClCH.sub.2 Cl O H H Q26-6-Cl 90-92224 ClCH.sub.2 CH(OEt) Cl O H H Q26-6-Cl 116-117225 Br(CH.sub.2).sub.4 Cl O H H Q26-6-Cl 115-116226 i-BuCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 90-92227 CH.sub.2C(Cl)CH.sub.2 Cl O H H Q26-6-Cl 111-113228 MeOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 97-99229 Q9-3-Cl (trans Cl O H H Q26-6-I 157-158form)230 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 110-113231 PrCCl(Et)CH.sub.2 Cl O H H Q26-6-Cl 89-91232 EtCHClCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 130-131233 PenCCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 71-72234 ClCH.sub.2 CCl.sub.2 CH.sub.2 Cl O H H Q26-6-Cl 141-143235 CH.sub.2C(CH.sub.2 Cl)CH.sub.2 Cl O H H Q26-6-Cl 128-130236 Me.sub.2 CClCH.sub.2 Cl O H H Q26-6-Cl 128-130237 Me.sub.2 CClCH.sub.2 Cl O H H Q26-6-I 119-123238 (ClCH.sub.2).sub.2 CClCH.sub.2 Cl O H H Q26-6-Cl 107-111239 ClCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-I 78-80240 EtOCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 96-98241 MeOCH.sub.2 CH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 87-90242 PrCCl(Me)CH.sub.2 Cl O H H Q55 81-83243 Me.sub.2 CBrCH.sub.2 Cl O H H Q26-6-Cl 128-130244 Me.sub.2 CClCH.sub.2 Cl O H H Q26-6-Br 142-143245 EtCCl(Me)CH.sub.2 Cl O H H Q26-6-Br 126-128246 PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Br 113-115247 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-Br 129-130248 ClCH.sub.2 CCl(Et)CH.sub.2 Cl O H H Q26-6-Cl 129-130249 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2 Cl O H H Q26-6-Cl 85-87250 Q7-3-Cl Cl O H H Q26-6-Cl 174-175251 Q7-3-Cl Cl O H H Q26-6-I 176-177252 MeCHCHCH.sub.2 Cl O H H Q56 128-130253 MeCHCHCH.sub.2 Cl O H H Q55 151-153254 CH.sub.2C(Me)CH.sub.2 Cl O H H Q26-6-Cl 98-104255 (Me).sub.2 CCH Cl O H H Q26-6-I 141-142256 MeOC(Me).sub.2 CH.sub.2 Cl O H H Q26-6-I 120-121257 PrCCl(Me)CH.sub.2 Cl O H H Q26-6-OEt 88-91258 PrCCl(Me)CH.sub.2 Cl O H H Q23-5-Me 101-103259 PrCCl(Me)CH.sub.2 Cl O H H Q23-5-Br 110-112260 PrCCl(Me)CH.sub.2 Cl O H H Q23-4-Br 95-96261 PrCCl(Me)CH.sub.2 Cl O H H Q23-5-I 106-108262 PrCCl(Me)CH.sub.2 Cl O H H Q26-6-OPr-i 114-115263 ClCH.sub.2 C(Me).sub.2 CH.sub.2 Cl O H H Q26-6-I 131- 132264 Me.sub.2 CClCH.sub.2 Cl O H H Q26-6-OEt 108-110265 Me.sub.2 CClCH.sub.2 Me O H H Q26-6-I 109-111266 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q26-6-OEt 89-90267 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q23-5-Me 99-101268 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q23-5-Br 89-91269 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q23-4-Br 120-122270 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H H Q23-5-I 115-116271 Cl(CH.sub.2).sub.3 CCl(Me)CH.sub.2 Cl O H H Q26-6-I 95-98272 PrCCl(Me)CH.sub.2 Cl O H H Q26-6-Et 92-94273 Pr(Me)CCH (trans Cl O H H Q26-6-I 172-173form)274 ClCH.sub.2 C(Me)CH Cl O H H Q26-6-I 136-137__________________________________________________________________________ (*) TLC (Silica gel: C.sub.6 H.sub.6 (10)CH.sub.3 COOEt(1)) Rf value = 0.15 (**) TLC (Silica gel: C.sub.6 H.sub.6 (10)CH.sub.3 COOEt(1)) Rf value = 0.22
TABLE 6__________________________________________________________________________In Compounds of the formula: ##STR20##No. R A X R.sup.1 J m.p.__________________________________________________________________________ (.degree.C.)301 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC.sub.6 H.sub.4 -4-Cl 106-107302 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH(Me)O-Q17 69-70303 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPh 106-107304 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMe n.sub.d.sup.20 1.3241305 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-Cl 95-97306 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-Cl 61-62307 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-Me 49-51308 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -2-Me 75-76309 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-F 58-60310 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-CF.sub.3 98-99311 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -3-CF.sub.3 58-60312 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 C(Me).sub.2 O(C.sub.6 H.sub.3 -2,5-Me.su b.2) 60-62313 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CMeCH(C.sub.6 H.sub.4 -4-Et) 82-83314 PrCCl(Me)CH.sub.2 Cl O H (CH.sub.2).sub.3 CC-Br 53-56315 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-Me n.sub.d.sup.20 1.5641316 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.3 -2,4-Cl.sub.2 71-73317 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CHMeO(C.sub.6 H.sub.3 -2,5-Me.sub.2) n.sub.d.sup.20 1.5557318 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPh n.sub.d.sup.20 1.5578319 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 OC.sub.6 H.sub.4 -4-Me 67-69320 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 NHCO.sub.2 Et 67-68321 PrCCl(Me)CH.sub.2 Cl O H (CH.sub.2).sub.3 CCH 59-61322 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 ONCHMe n.sub.d.sup.20 1.5314323 Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 C.sub.6 H.sub.4 -4-CF.sub.3 126-127324 Me.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CCBr n.sub.d.sup.20 1.5670325 Me.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 CCH 42-44326 Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 OPh 82-83327 Me.sub.2 CClCH.sub.2 Cl O H (CH.sub.2).sub.3 -Q17-5-Br 109-110328 PrCCl(Me)CH.sub.2 Cl O H (CH.sub.2).sub.3 Ph 54-57329 PrCCl(Me)CH.sub.2 Cl O H (CH.sub.2).sub.3 CO.sub.2 H 93-95330 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 C(Me)NOPr n.sub.d.sup.20 1.3458331 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 CH.sub.2 CCCH.sub.2 OMe 45-47332 PrCCl(Me)CH.sub.2 Cl O H (CH.sub.2).sub.3 CO.sub.2 Et n.sub.d.sup.20 1.5231333 ClCH.sub.2 CCl(Me)CH.sub.2 Cl O H CH.sub.2 C(Me)NOPr 60-61334 Me.sub.2 CClCH.sub.2 Cl O H CH.sub.2 CH.sub.2 CCCH.sub.2 OMe n.sub.d.sup.20 1.5453335 PrCCl(Me)CH.sub.2 Cl O H CH.sub.2 C(Me)CHCO.sub.2 Et 88-90__________________________________________________________________________
The definition of Q in the Tables 4, 5 and 6 are the same as that of Q in the Tables 1, 2 and 3.
When the compounds according to the present invention are used for insecticidal, acaricidal and nematicidal compositions and compositions for expelling ticks parasitic on animals, they are generally mixed with suitable carriers, for instance, solid carriers such as clay, talc, bentonite or diatomaceous earth, or liquid carriers such as water, alcohols (e.g., methanol and ethanol), aromatic hydrocarbons (e.g., benzene, toluene and xylene), chlorinated hydrocarbons, ethers, ketones, esters (e.g., ethyl acetate) or acid amides (e.g., dimethylformamide). If desired, to these mixtures may be added emulsifier, dispersing agent, suspension agent, penetrating agent, spreader, stabilizer and the like to put them into practical use in the form of emulsifiable concentrate, oil solution, wettable powder, dust, granule, flowable or the like.
Moreover, the mixtures may be incorporated with other insecticides, various herbicides, fungicides, plant-growth regulating agents, synergists during formulation or application thereof, as necessary.
The amount of the compounds of the invention to be used as an active ingredient is suitably in the range of 0.005 to 50 kg per hectare although it varies depending upon the place and the seasons where the compounds are applied, manner of application, diseases and insect pests to be applied, cultivated crops to be protected and the like.
The following is formulatin proportion and kinds of various preparations of the present invention.
______________________________________ Other Active Surface- component ingredient Carrier active agent (adjuvant)______________________________________Emulsifiable 1-25 52-95 3-20 0-20concentratesOil solutions 1-30 70-99Flowables 1-70 10-90 1-20 0-10Wettable 1-70 15-93 3-10 0-5powdersDusts 0.01-30 67-99.5 0-3Granules 0.01-30 67-99.5 0-8______________________________________
The numeral values in the above table represent "percent by weight".
In use, emulsifiable concentrates, oil solutions, flowables and wettable powder are diluted with a predetermined amount of water and applied. Dusts and granules are directly applied without being diluted with water. The granules contain baits.
Each component of the above formulations is exemplified as follows.
Emulsifiable concentrates
Active ingredient: Present compound
Carrier: xylene, dimethylformamide, methylnaphthalene, cyclohexanone, dichlorobenzene, isophorone
Surface-active agent: Solpol 2680, Solpol 3005X, Solpol 3353
Other ingredients: piperonylbutoxide, benzotriazole
Oil solution
Active ingredient: Present compound
Carrier: xylene, methylcellosolve, kerosense
Flowables
Active ingredient: Present compound
Carrier: water
Surface-active agent: Lunox 1000C, Solpol 3353, Soprophor FL, Nippol, Agrisol S-710, sodium lignin sulfate
Other ingredients: Xanthan gum, formalin, ethylene glycol, propylene glycol
Wettable powders
Active ingredient: Present compound
Carrier: potassium carbonate, kaolinite, Zeeklite D, Zeeklite PFP, diatomaceous earth, talc
Surface-active ingredients: Solpol 5039, Lunox 1000C, calcium lignin sulfonate, sodium dodecyl benzenesulfonate, Solpol 5050, Solpol 005D, Solpol 5029-0
Other ingredient: Carplex #80
Dusts
Active ingredient: Present compound
Carrier: potassium carbonate, kaolinite, Zeeklite D, talc
Other ingredient: diisopropyl phosphate, Carplex #80
Granules (1)
Active ingredient: Present compound
carrier: potassium carbonate, kaolinite, bentonite, talc
Other ingredients: calcium lignin sulfonate, polyvinyl alcohol
Granules (2)
Active ingredient: Present compound
Carrier: wheat flour, wheat bran, corn grits, Zeeklite D
Other ingredients: paraffin, bean oil
In the following, there are shown formulation examples of insecticidal, acaricidal and nematicidal compositions and compositions for ticks parasitic on animals, said compositions containing the compounds of the present invention as an active ingredient. These examples are only illustrative and not to restrict the present invention. In the following formulation examples, "part" means "part by weight".
Formulation Example 1: Emulsifiable concentrate
Present compound: 1 part
Xylene: 75 parts
N,N-dimethylformamide: 20 parts
Solpol 2680 (trade name: a mixture of a non-ionic surface-active agent and an anionic surface-active agent manufactured by Toho Chemical, Co., Ltd., Jap: 4 parts
Formulation Example 2: Emulsifiable concentrate
Present compound: 5 parts
Xylene: 70 parts
N,N-dimethylformamide: 20 parts
Solpol 2680: 5 parts
Formulation Example 3: Emulsifiable concentrate
Present compound: 10 parts
Xylene: 70 parts
N,N-dimethylformamide: 5 parts
Solpol 2680: 10 parts
Piperonyl butoxide: 5 parts
Formulation Example 4: Emulsifiable concentrate
Present compound: 20 parts
Xylene: 50 parts
N,N-dimethylformamide: 7 parts
Solpol 2680: 3 parts
Piperonyl butoxide: 20 parts
Formulation Example 5: Emulsifiable concentrate
Present compound: 25 parts
Xylene: 50 parts
N,N-dimethylformamide: 2 parts
Solpol 2680: 20 parts
Piperonyl butoxide: 3 parts
In the above respective emulsifiable concentrates, each component of the respective emulsifiable concentrates are mixed intimately to form respective emulsifiable concentrates. Upon use, the emulsifiable concentrates are diluted with water up to one fiftieth to one twenty thousandth in concentration and applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.
Formulation Example 6: Wettable powders
Present compound: 1 part
Zeeklite PFP (trade name, a mixture of kaolinite and sericite manufactured by Zeeklite Mining Industries,
Co., Ltd.: 93 parts
Solpol 5039 (trade name, anionic surface-active agent manufactured by Toho Chemical, Co., Ltd., Japan): 4 parts
Carplex #80 (trade name, white carbon manufactured by Shionogi Seiyaku K.K., Japan): 2 parts
Formulation Example 7: Wettable powders
Present compound: 10 parts
Zeeklite PFP: 80 parts
Solpol 5039: 6 parts
Carplex #80: 4 parts
Formulation Example 8: Wettable powders
Present compound: 25 parts
Zeeklite PFP: 66 parts
Solpol 5039: 4 parts
Carplex #80: 2 parts
Calcium lignin sulfonate: 3 parts
Formulation Example 9: Wettable powder
Present compound: 50 parts
Zeeklite PFP: 47 parts
Solpol 5039: 2 parts
Carplex #80: 1 part
Formulation Example 10: Wettable powder
Present compound: 70 parts
Zeeklite PFP: 15 parts
Solpol 5039: 6 parts
Carplex #80: 4 parts
Calcium lignin sulfonate: 5 parts
In the above respective wettable powders, each component of the respective wettable powders are intimately mixed and ground to form respective wettable powder. Upon use, the wettable powders are diluted with water up to one fiftieth to one twenty thousandth in concentration and applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.
Formulation Example 11: Oil solutions
Present compound: 1 part
Methylcellosolve: 99 parts
Formulation Example 12: Oil solutions
Present compound: 20 parts
Methylcellosolve: 80 parts
Formulation Example 13: Oil solutions
Present compound: 30 parts
Methylcellosolve: 70 parts
In the above respective oil solutions, each component of the respective oil solutions are homogeneously mixed together to form the respective oil solutions. Upon use, the oil solutions are applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.
Formulation Example 14: Dusts
Present compound: 0.01 part
Carplex #80 (trade name, white carbon manufactured by Shionogi Seiyaku K.K., Japan): 0.1 part
Clay: 99.5 parts
diisopropyl phosphate: 0.39 part
Formulation Example 15: Dusts
Present compound: 0.1 part
Carplex #80: 0.1 part
Clay: 99.5 parts
diisopropyl phosphate: 0.3 part
Formulation Example 16: Dusts
Present compound: 1 part
Clay: 99 parts
Formulation Example 17: Dusts
Present compound: 10 parts
Carplex #80: 0.2 part
Clay: 89 parts
diisopropyl phosphate: 0.8 part
Formulation Example 18: Dusts
Present compound: 30 parts
Carplex #80: 1 part
Clay: 67 parts
diisopropyl phosphate: 2 parts
In the above respective dusts, components of the respective dusts are homogeneously mixed together to form the respective dusts. Upon use, the dusts are applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.
Formulation Example 19: Granules (1)
Present compound: 0.01 part
Bentonite: 59.5 parts
Talc: 40 parts
Calcium lignin sulfonate: 0.49 part
Formulation Example 20: Granules (1)
Present compound: 0.5 part
Bentonite: 59.5 parts
Talc: 40 parts
Formulation Example 21: Granules (1)
Present compound: 1 part
Bentonite: 40 parts
Talc: 51 parts
Calcium lignin sulfonate: 8 parts
Formulation Example 22: Granules (1)
Present compound: 5 parts
Bentonite: 54 parts
Talc: 40 parts
calcium lignin sulfonate: 1 part
Formulation Example 23: Granules (1)
Present compound: 30 parts
Bentonite: 37 parts
Talc: 30 parts
calcium lignin sulfonate: 3 parts
In the above respective granules (1), each components of the respective granules (1) are mixed intimately together and ground, incorporated with a small amount of water and mixed together with stirring. The resulting mixture is granulated by means of extrusion-granulator and dried to form granules. Upon use, the granule is applied to at a rate of 0.005 to 50 kg of the active ingredient per hectare.
Formulation Example 24: Granules (2)
Present compound: 0.01 part
Wheat flour: 49.5 parts
Wheat bran: 50 parts
Bean oil: 0.49 part
Formulation Example 25: Granules (2)
Present compound: 0.5 part
Wheat flour: 49.5 parts
Wheat bran: 50 parts
Formulation Example 26: Granules (2)
Present compound: 1 part
Wheat flour: 40 parts
Wheat bran: 51 parts
Bean oil: 4 parts
Paraffin: 4 parts
Formulation Example 27: Granules (2)
Present compound: 5 parts
Wheat flour: 44 parts
Wheat bran: 50 parts
Bean oil: 1 part
Formulation Example 28: Granules (2)
Present compound: 30 parts
Wheat flour: 27 parts
Wheat bran: 40 parts
Bean oil: 3 parts
In the above respective granules (2), each components of the respective granules (2) are mixed intimately together to form respective bait. Upon use, the granule is applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.
Formulation Example 29: Flowables
Present compound: 1 part
Solpol 3353 (trade name, non-ionic surface-active agent manufactured by Toho Chemicals, Co., Ltd., Japan): 0.9 part
Lunox 1000C (trade name, as anionic surface-active agent manufactured by Toho Chemicals, Co., Ltd., Japan): 0.1 part
1% aqueous solution of Xanthan gum (natural high-molecular compound): 8 parts
Water: 90 parts
Formulation Example 30: Flowables
Present compound: 15 parts
Solpol 3353: 15 parts
Lunox 1000C: 5 parts
Water: 65 parts
Formulation Example 31: Flowables
Present compound: 35 parts
Solpol 3353: 14 parts
Lunox 1000C: 1 part
1% aqueous solution of Xanthan gum 10 parts
Water: 45 parts
Formulation Example 32: Flowables
Present compound: 50 parts
Solpol 3353: 9 parts
Lunox 1000C: 1 part
1% aqueous solution of Xanthan gum: 10 parts
Water: 30 parts
Formulation Example 33: Flowables
Present compound: 70 parts
Solpol 3353: 9 parts
Lunox 1000C: 1 part
1% aqueous solution of Xanthan gum: 10 parts
Water: 10 parts
In the above respective flowables, each component except the active ingredient (present compound) are uniformly mixed together to form a solution. The resulting mixture is added by the present compound thoroughly stirred and wet-ground by means of sand mill to form respective flowables. Upon use, the flowables are diluted up to one fiftieth to one twenty thousandth with water and applied at a rate of 0.005 to 50 kg of the active ingredient per hectare.
In the following, the effects of the present compounds as an insecticide are explained in detail by way of the test examples.
Test Example 1: Insecticidal test on Green rice leafhopper (Nephotettix cincticeps)
A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.
The stems and leaves of rice-plant in a 1/20000 are pot were sufficiently applied with the resulting solution and then airdried. Thereafter, 20 second instar nymphae of green rice leafhopper (Nephotettix cincticeps) which resist organic phosphorous insecticides and carbamate insecticides were released in the pot.
The rice-plant thus treated was covered with a cylindrical wire gauze and kept in a thermostatic chamber.
Thirty (30) days after, the number of the green rice leafhoppers parasitic on the rice-plant was counted and the mortality thereof was determined according to the following equation: ##EQU1##
The test was conducted twice for each compound. In the results, the following compounds exhibited high effects of 100% of mortality.
Compound Nos. 9, 10, 12, 15, 17, 19, 24, 25, 27, 28, 32, 33, 38, 39, 45, 49, 50, 52, 53, 75, 76, 77, 78, 80, 81, 85, 87, 92, 97, 104, 105, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 120, 122, 124, 125, 126, 127, 155, 156, 201, 202, 203, 204, 206, 207, 208, 209, 211, 212, 218, 219, 226, 228, 229, 230, 231, 234, 236, 237, 238, 239, 240, 244, 245, 247, 250, 251, 314, 321, 324, 325
Test Example 2: Insecticidal test on Brown rice planthopper (Nilaparvata lugens)
The procedures in Test Example 1 were repeated by using second instar nymphae of brown rice planthopper (Nilaparvata lugens) instead of the second instar nymphae of green rice leafhoppers which resist organic phosphorous insecticides and carbamate insecticides. In the results, the following compounds exhibited high effects of 100% of mortality.
Compound Nos. 11, 25, 34, 48, 93, 201, 202, 203, 204, 205, 207, 208, 209, 211, 212, 214, 215, 219, 228, 229, 230, 231, 234, 236, 237, 238, 239, 240, 243, 244, 245, 246, 247, 249, 250, 251, 254, 255, 256, 257, 259, 263, 264, 265, 271, 302
Test Example 3: Insecticidal test on Red flour beetle (Tribolium castaneum)
In a transparent small test tube was placed 5% emulsifiable concentrate of a compound of the present invention (or a 25% wettable powder or a 20% oil solution thereof), and thereto was added acetone to give a 500 ppm acetone solution of the compound. Ten (10) cc of the acetone solution was added to 10 g of wheat flour placed in a laboratory dish of 9 cm in diameter. After stirring, acetone was distilled away from the mixture. Then, 10 adults each of male and female red flour beetle (Tribolium castaneum) were released in the dish. The dish containing the adults was kept in a thermostatic chamber.
Ninety (90) days after, evaluation was conducted by counting the number of the adults which came out.
The test was conducted twice of each compound.
As a result, no emerged adult was observed at all in the dish treated with any one of the following compounds.
Compound Nos. 9, 10, 12, 15, 19, 24, 25, 32, 33, 39, 70, 71, 75, 76, 77, 78, 79, 80, 81, 84, 85, 86, 87, 92, 93, 94, 95, 97, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 155, 156, 159, 160, 161, 163, 164, 168, 169, 173, 201, 202, 203, 204, 206, 207, 208, 209, 211, 212, 226, 227, 228, 229, 230, 231, 232, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 255, 257, 263, 264, 266, 271
Test Example 4: Insecticidal test on House mosquito (Culex pipiens pallens)
A 5% emulsifiable concentrate (or a 25% wettable powder or 20% oil solution) of a compound of the present invention was diluted with deionized water to give a 10 ppm solution of the compound.
Two hundred (200) ml of the solution was poured in a tall laboratory dish of 9 cm in diameter and 6 cm in height. Ten larvae of house mosquito (Culex pipiens pallens) were released in the dish. The dish containing the larvae was kept in a thermostatic chamber of 25.degree. C.
Seven (7) days after, the number of the larvae killed was counted.
The test was conducted twice of each compound.
As the result, no emerged adult was observed at all in the dish treated with any one the following compounds.
Compound Nos. 1, 2, 3, 4, 5, 6, 9, 10, 12, 14, 15, 17, 18, 19, 24, 25, 27, 28, 30, 32, 33, 34, 35, 38, 39, 45, 49, 52, 53, 70, 71, 72, 73, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 90, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102, 103, 104, 105, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 122, 123, 124, 125, 126, 127, 155, 156, 158, 160, 163, 164, 168, 169, 173, 201, 202, 203, 204, 205, 206, 207, 208, 209, 211, 212, 215, 217, 218, 219, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 236, 237, 238, 239, 240, 241, 242, 244, 245, 246, 250, 251, 255, 257, 264, 266, 301
Test Example 5: Insecticidal test on Almond moth (Cadra cautella)
In a transparent small test tube was placed 5% emulsifiable concentrate of a compound of the present invention (or a 25% wettable powder or a 20% oil solution thereof), and thereto was added acetone to give a 500 ppm acetone solution of the compound. Ten (10) cc of the acetone solution was added to 10 g of rice bran placed in a laboratory dish of 9 cm in diameter. After stirring, acetone was distilled away from the mixture. Then, 10 larvae of almond moth (Cadra cautella) were released in the dish. The dish containing the larvae was kept in a thermostatic chamber.
Thirty (30) days after, evaluation was conducted by counting the number of the adults which came out.
The test was conducted twice of each compound.
As a result, no emerged adult was observed at all in the dish treated with any one of the following compounds.
Compound Nos. 9, 10, 11, 12, 15, 19, 24, 25, 27, 28, 32, 33, 34, 38, 39, 52, 53, 70, 71, 73, 74, 75, 76, 77, 78, 79, 80, 81, 84, 85, 86, 87, 89, 90, 92, 93, 94, 95, 97, 98, 100, 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 124, 125, 126, 127, 155, 156, 160, 162, 163, 164, 166, 167, 168, 169, 171, 172, 173, 201, 202, 203, 204, 206, 207, 208, 209, 211, 212, 214, 215, 217, 218, 219, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 249, 250, 251, 256, 257, 258, 259, 260, 261, 262, 263, 264, 265, 266, 268, 270, 271, 302, 314, 318, 319
Test Example 6: Insecticidal test on Green peach aphid (Myzus persicae)
A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.
Discs of leaves of cabbage (Brassica oleracea) were put in each laboratory dish of 3 cm in diameter in which a moistured paper was placed. In each laboratory dish was released 5 third instar nymphae of green peach aphid (Myzus persicae) and sprayed from a sprinkler.
The laboratory dishes were kept in a thermostatic chamber.
Seven (7) days after, the number of surviving green peach aphids was counted and the mortality thereof was determined according to the equation as described in Test Example 1. The test was conducted four times of each compound.
As a result, the following compounds exhibited high effects of 100% of mortality.
Compound Nos. 9, 10, 12, 15, 25, 27, 28, 32, 33, 34, 36, 37, 38, 39, 54, 55, 56, 58, 59, 61, 62, 64, 75, 76, 84, 85, 87, 93, 95, 96, 97, 100, 101, 102, 103, 104, 105, 107, 108, 110, 111, 115, 116, 118, 119, 120, 123, 124, 125, 126, 156, 159, 160, 161, 163, 164, 165, 167, 168, 169, 170, 173, 201, 202, 203, 204, 207, 208, 209, 211, 212, 215, 228, 231, 234, 244, 245, 246, 247, 250, 251, 255, 257, 259, 260, 261, 262, 264, 265, 266, 268, 270, 271, 301, 302, 303, 305, 306, 307, 310, 314, 318, 319, 320, 321
Test Example 7: Insecticidal test on Diamond back moth (Plutella xylostella)
A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.
Leaves of cabbage (Brassica oleracea) were dipped in the solution, air-dried and then put in a laboratory dish of 7 cm in diameter. Ten (10) third larvae of diamond back moth (Plutella xylostella) were released in each laboratory dish and kept in a thermostatic chamber.
Twenty (20) days after, the number of emerged adults was counted and the mortality thereof was determined according to the equation as described in Test Example 1. The test was conducted twice of each compound.
As a result, the follwoing compounds exhibited high effects of 100% of mortality.
Compound Nos. 9, 10, 11, 12, 15, 17, 19, 24, 25, 27, 28, 32, 33, 34, 38, 39, 80, 81, 85, 104, 105, 118, 119, 124, 125, 127, 155, 156, 201, 202, 203, 204, 206, 207, 211, 212, 214, 215, 230, 231, 234, 236, 237, 243, 244, 245, 246, 247, 249, 250, 251, 255, 256, 257, 263, 264, 265, 271
Test Example 8: Insecticidal test on Maize weevil (Sitophilus oryzae)
A 5% emulsifiable concentrate (or a 25% wettable powder) of a compound of the present invention was diluted with water containing a spreader to give a 500 ppm solution of the compound.
Ten (10) g of unmilled rice in a laboratory dish were dipped with the obtained solution and air-dried, and then maize weevil adults each 10 of male and female were released therein. The laboratory dishes were kept in a thermostatic chamber.
Ninety (90) days after, evaluation was conducted by counting the number of the adults which came out.
The test was conducted twice of each compound.
As a result, no emerged adult was observed at all in the dishes treated with any one of the following compounds.
Compound Nos. 24, 33, 62, 85, 100, 104, 106, 109, 115, 116, 118, 119, 120, 155, 160, 164, 165, 168, 203, 205, 206, 207, 211, 212, 228, 231, 237, 239, 240, 243, 244, 245, 246, 247, 249, 257, 264, 266
Test Example 9: Insecticidal test on German cockroach (Blattella germanica)
In a transparent small test tube was weighed and placed 5% emulsifiable concentrate of a compound of the present invention (or a 25% wettable powder or a 20% oil solution thereof), and thereto was added acetone to give a 500 ppm acetone solution of the compound. Ten (10) cc of the acetone solution was added to 10 g of powder feed for small animals placed in a laboratory dish of 9 cm in diameter. After stirring, acetone was distilled away from the mixture. This laboratory dish was placed in a large laboratory dish of 20 cm in diameter to prepare a bait. In this large laboratory dish were released 10 five instar nymphae of German cockroaches (Blattella germanica). The large laboratory dish was kept in a thermostatic chamber. In the large laboratory dish, a laboratory dish containing moistured sanitary cottom was placed so as to give a water to the nymphae.
Sixty (60) days after, evaluation was conducted by counting the number of the adults which came out.
The test was conducted twice of each compound.
As a result, no adult was observed at all in the dish treated with any one of the following compounds.
Compound Nos. 201, 202, 203, 204, 206, 207, 211, 212, 230, 236, 237, 239, 243, 244, 245, 246, 247, 250, 251, 257, 265, 266

Number	Date	Country	Kind
62-191289	Jul 1987	JPX
62-319336	Dec 1987	JPX

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2832780	King	Apr 1958
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3137696	Reicheneder et al.	Jun 1964
3657243	Quintilla	Apr 1972
4147784	Wilson	Apr 1979
4571397	Taniguchi et al.	Feb 1986
4663324	Graf et al.	May 1987
4783462	Mutsukado	Nov 1988
4820704	Richarz et al.	Apr 1989
4837217	Ogura	May 1989
4874861	Ogura et al.	Oct 1989

3(2H)-pyridazinone compounds derivatives and compositions for controlling and/or preventing insect pests intermediates for such compounds, and a process for their manufacture

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Entry
Konecny I, abstracted in Chem. Abstr., vol. 104, 207222k (1986).
Konecny II, Chem. Abstr., vol. 78, 159646x (1973) abstracting Czech 146,712.
Mason et al, in Chem. Abstr., vol. 69, 77194y (1968).