Substituted benzoyl derivatives and selective herbicides

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to novel substituted benzoyl derivatives and selective herbicides containing such derivatives as active ingredients.
2. Discussion of Background
Various herbicides have been developed for practical use from extensive research and development of herbicides for many years, and such herbicides have contributed to a reduction of the labor force required for controlling weeds or to improvement of the productivity of agricultural or horticultural plants.
Even now, it is still desired to develop a new herbicide having superior herbicidal properties. In particular, it is desired to develop an agricultural or horticultural herbicide which is capable of selectively controlling weeds without adversely affecting the crop plant and at a low dose. However, conventional herbicides do not necessarily provide such desired herbicidal properties.
On the other hand, among substituted benzoyl derivatives, certain compounds of 4-benzoylpyrazole derivatives are known to have herbicidal activities. For example, pyrazolate (common name) and pyrazoxyfen (common name) are practically used as herbicides for paddy fields. While exhibiting excellent herbicidal activities as paddy field herbicides, these compounds are not suitable as upland herbicides since their herbicidal activities are weak against weeds of upland fields. Among substituted benzoyl derivatives, it is desired to develop a superior compound useful as an upland field herbicide.
SUMMARY OF THE INVENTION
The present invention provides a substituted benzoyl derivative having the formula: ##STR3## wherein X.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, cyano, nitro or halogen; X.sub.2 is --L--OR.sub.1 (wherein L is C.sub.1 -C.sub.4 alkylene or C.sub.1 -C.sub.4 alkylidene, and R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl), --L--O--L--OR.sub.1 (wherein L and R.sub.1 are as defined above), --L--S(O).sub.n --R.sub.2 (wherein L is as defined above, R.sub.2 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl, and n is an integer of 0, 1 or 2), --L--O--COR.sub.2 (wherein L and R.sub.2 are as defined above), --L--NR.sub.1 R.sub.3 (wherein L and R.sub.1 are as defined above, and R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl), --COOR.sub.1 (wherein R.sub.1 is as defined above) or --COO--L--O--R.sub.1 (wherein L and R.sub.1 are as defined above), provided that when X.sub.1 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl, X.sub.2 is not --COOR.sub.1 ; X.sub.3 is trifluoromethyl, C.sub.1 -C.sub.3 alkoxy, halogen, cyano, nitro or --S(O).sub.n R.sub.4 (wherein n is as defined above, and R.sub.4 is C.sub.1 -C.sub.3 alkyl); X.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; X.sub.5 is hydrogen or fluorine; and each of Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; or a salt thereof.
The present invention also provides a selective herbicide comprising a herbicidally effective amount of at least one substituted benzoyl derivative of the formula I as defined above or its salt and an agricultural carrier or diluent.
As a result of extensive researches for many years, the present inventors have found that the compounds of the formula I of the present invention have herbicidal activities substantially higher than the conventional herbicides. Further, many compounds of the present invention have superior selectivity for certain crop plants such as corn, wheat, rice and rapeseed, and they are thus practically very useful. The present invention is based on these discoveries.
With the compounds of the present invention, the dose of the active ingredient per unit area can be substantially reduced as compared with the conventional compounds, and the phytotoxicity against crop plants is extremely low as compared with the conventional herbicides. The economical merits are thus substantial. Further, with the compounds of the present invention, it is possible to substantially reduce a danger of environmental pollution by the use of a large amount of agricultural drug, and an influence over other crop plants due to the persistent effect in soil is minimum. Therefore, the compounds of the present invention can be regarded as epoch-making herbicides. A feature of the compounds of the present invention is that the benzoyl moiety is substituted by substituents selected from the group consisting of X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 as defined above.
Heretofore, it has been known that 2-benzoyl-cyclohexane-1,3-dione derivatives have herbicidal activities, as disclosed, for example, in Japanese Unexamined patent Publications No. 180451/1983, No. 87238/1985 and No. 155347/1986. However, compounds having such a specific combination of substituents as defined in the present invention have not been known. Moreover, the present inventors have found that by introducing such a combination of substituents as defined in the present invention to the benzoyl moiety, the herbicidal effects and the selectivity for crop plants of the substituted benzoyl derivatives can be remarkably improved.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
The compounds of the present invention can readily be prepared by using one of the reactions represented by the following reaction schemes. ##STR4##
In the above formulas, X.sub.1, X.sub.2, X.sub.3, X.sub.4, X.sub.5, Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4 and Y.sub.5 are as defined above.
Further, the compounds of the present invention may be represented by the following four tautomer structures: ##STR5##
Reaction scheme (1) represents a reaction wherein a benzoic acid having appropriate substituents and a cyclohexane-1,3-dione are reacted in an inert solvent in the presence of a condensing agent and a base to obtain a 2-benzoylcylohexane derivative. As the condensing agent, for example, N,N'-dicyclohexylcarbodiimide may be mentioned. The condensing agent is used preferably in an amount of from 1.0 to 1.5 mols per mol of the benzoic acid and pyrazole. The solvent may be any solvent so long as it is inert to the reaction. Particularly preferred are tert-butyl alcohol, tert-amyl alcohol, and isopropyl alcohol. The base is not necessarily required. However, the yield is usually improved by using the base. There is no particular restriction as to the base, but potassium carbonate or sodium carbonate is preferred. The reaction temperature may range from room temperature to the boiling point of the solvent, and is preferably within a range of from 50 to 100.degree. C. The reaction time is usually from 0.5 to 20 hours.
Reaction scheme (2) represents a reaction wherein a benzoyl chloride having appropriate substituents and a substituted cyclohexane-1,3-dione are reacted to form a benzoyl ester, which is then rearranged to obtain a 2-benzoyl compound.
The benzoyl esterification can be conducted in a solvent inert to the reaction (such as an aromatic hydrocarbon, an aliphatic ester, a halogenated hydrocarbon, an ether, acetonitrile, dimethylsulfoxide or N,N'-dimethylformamide) or in a two phase system or mixture thereof with water in the presence of a suitable dehydrochlorinating agent (e.g. an inorganic base such as sodium hydroxide, potassium hydroxide, sodium hydrogencarbonate or sodium phosphate, or an organic base such as pyridine or triethylamine) at a temperature of from 0 to 100.degree. C. usually for 10 minutes to 5 hours.
The rearrangement reaction can be conducted by a Lewis acid such as anhydrous aluminum chloride, a base, or a cyano compound such as potassium cyanide. As the base, potassium carbonate, calcium hydroxide and sodium carbonate may be used. The Lewis acid, base or potassium cyanide is used usually within a range of from 0.1 to 10 mol times.
No solvent is required. However, in some cases, a solvent inert to the reaction and having a suitable boiling point may improve the operation efficiency or the yield. As a suitable example, the same solvent as used for the benzoyl esterification reaction or dioxane or diglyme may be mentioned.
The reaction temperature is usually from 20 to 150.degree. C. The reaction time is usually from 15 minutes to 10 hours.
Reaction scheme (3) represents a reaction of cyclohexane-1,3-dione with benzoyl cyanide. For this reaction, at least equimolar amount of zinc chloride and at least equimolar amount of a base such as triethylamine are used. There is no particular restrictions as to the solvent so long as it is inactive. A preferred solvent may be methylene chloride or ethylene dichloride. The reaction temperature is usually from 0 to 40.degree. C., and the reaction time is usually from 1 to 10 hours. The benzoic acid or banzoyl chloride used as the starting material of the compound of the present invention can be readily prepared by a combination of various known preparation methods. For example, in the case of a nd wherein the substituent X.sub.3 on the benzene ring is S(O).sub.n CH.sub.3, such a compound can be prepared by the following reaction schemes: ##STR6##
In the above formulas, X.sub.1, X.sub.2 and n are as defined above, and Hal is bromine or iodine.
These benzoic acids can readily be led to benzoyl chlorides by means of a chlorinating agent such as phosphorus pentachloride, thionyl chloride or sulfuryl chloride. By using the benzoic acids or benzoyl chlorides thus obtained, the compounds of the present invention can readily be prepared in accordance with the reaction schemes (1) to (3).

The present invention will be described in further detail with reference to Examples. However, it should be understood that the present invention is by no means restricted to such specific Examples.
EXAMPLE 1
Preparation of 2-(4-methanesulfonyl-3-methoxymethyl-2-methylbenzoyl)cyclohexane-1,3-dione (Compound No. 1)
1.3 g of potassium carbonate and 3.0 g of N,N'-dicyclohexylcarbodiimide were added to a solution mixture comprising 2.0 g of 4-methanesulfonyl-3-methoxymethyl-2-methylbenzoic acid, 0.9 g of 1,3-cyclohexanedione and 100 ml of t-amyl alcohol. The mixture was stirred at 80.degree. C. for 11 hours. It was concentrated under reduced pressure, and then an aqueous potassium carbonate solution was added. Then, insoluble substances were removed by filtration. The filtrate was washed with chloroform, then acidified by an addition of concentrated hydrochloric acid and extracted with chloroform. The chloroform layer was washed with water and with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 1.1 g of a crude desired product. This crude product was recrystallized from ethanol to obtain 0.2 g of the desired product. Melting point: 192-198.degree. C.
EXAMPLE 2
Preparation of 2-(2-chloro-4-methanesulfonyl-3-methoxycarbonylbenzoyl)cyclohexane-1,3-dione (Compound No. 2)
0.28 g of potassium carbonate and 0.77 g of N,N'-dicyclohexylcarbodiimide were added to a solution mixture comprising 1.0 g of 2-chloro-4-methanesulfonyl-3-methoxycarbonyl benzoic acid, 0.38 g of 1,3-cyclohexane dione and 30 ml of t-amyl alcohol. The mixture was stirred at 80.degree. C. for 3 hours. It was concentrated under reduced pressure, and an aqueous potassium carbonate solution was added thereto. Insoluble substances were removed by filtration. The filtrate was washed with chloroform, then acidified by an addition of concentrated hydrochloric acid and extracted with chloroform. The chloroform layer was washed with water and with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to obtain a crude desired product. This crude product was crystallized from ethanol to obtain 0.3 g of the desired product. Melting point: 160-162.degree. C.
Compounds prepared in the same manner as in the preceding Examples will be given in Tables 1 to 6 including the compounds of the preceding Examples. However, the present invention is not limited by such specific Examples.
The following abbreviations which are used in the Tables, have the following meanings.
Me: methyl, Et: ethyl, Pr-n: n-propyl,
Pr-i: isopropyl, Bu-t: tert-butyl, and
Ms: methanesulfonyl
The reference symbols in Tables 1 to 4 have the following meanings.
______________________________________X201 CH.sub.2 OCH.sub.3 X202 CH(CH.sub.3)OCH.sub.3X203 CH(CH.sub.3)OC.sub.2 H.sub.5 X204 C(CH.sub.3).sub.2 OCH.sub.3X205 CH.sub.2 CH.sub.2 OCH.sub.3 X206 CH.sub.2 CH.sub.2 OHX207 CH.sub.2 OH X208 CH.sub.2 OC.sub.2 H.sub.5X209 CH.sub.2 OCH.sub.2 CH.dbd.CH.sub.2 X210 CH.sub.2 OCH.sub.2 C.tbd.CHX211 CH.sub.2 OCH.sub.2 CH.sub.2 CH.sub.3 X212 C(CH.sub.3).sub.2 OC.sub.2 H.sub.5X213 CH.sub.2 CH.sub.2 OC.sub.2 H.sub.5 X214 CH(C.sub.2 H.sub.5)OCH.sub.3X215 CH(C.sub.2 H.sub.5)OC.sub.2 H.sub.5 X216 CH(CH.sub.3)OHX217 C(CH.sub.3).sub.2 OH X218 CH(OH)C.sub.2 H.sub.5X219 CH.sub.2 CH.sub.2 OCH(CH.sub.3).sub.2 X220 CH.sub.2 SCH.sub.3X221 CH.sub.2 SO.sub.2 CH.sub.3 X222 CH.sub.2 N(CH.sub.3).sub.2X223 CH.sub.2 N(CH.sub.3)C.sub.2 H.sub.5 X224 CH.sub.2 CH.sub.2 N(CH.sub.3).sub.2X225 CH.sub.2 NHCH.sub.3 X226 CH.sub.2 OCOCH.sub.3X227 CH.sub.2 OCH(CH.sub.3).sub.2______________________________________
TABLE 1______________________________________ ##STR7##X.sub.1 X.sub.2 X.sub.3______________________________________Cl X201 MsCl X201 ClCl X202 MsCl X202 ClCl X205 MsCl X205 ClCl X207 MsCl X207 ClCl X208 MsCl X208 ClCl X209 MsCl X209 ClCl X210 MsCl X210 ClCl X201 CF.sub.3Cl X202 CF.sub.3Cl X205 CF.sub.3Cl X207 CF.sub.3Cl X208 CF.sub.3Cl X209 CF.sub.3Cl X210 CF.sub.3Me X201 MsMe X201 ClMe X201 CF.sub.3Me X202 MsMe X202 ClMe X202 CF.sub.3Me X205 MsMe X205 ClMe X205 CF.sub.3Me X207 MsMe X207 ClMe X207 CF.sub.3Me X208 MsMe X208 ClMe X208 CF.sub.3Me X209 MsMe X209 ClMe X209 CF.sub.3Me X210 MsMe X210 ClMe X210 CF.sub.3Cl X203 MsCl X203 ClCl X203 CF.sub.3Cl X204 MsCl X204 ClCl X204 CF.sub.3Cl X206 MsCl X206 ClCl X206 CF.sub.3Cl X212 MsCl X212 ClCl X212 CF.sub.3Cl X213 MsCl X213 ClCl X213 CF.sub.3Cl X214 MsCl X214 ClCl X214 CF.sub.3Cl X216 MsCl X216 ClCl X216 CF.sub.3Cl X217 MsCl X217 ClCl X217 CF.sub.3Cl X218 MsCl X218 ClCl X218 CF.sub.3Cl X220 MsCl X220 ClCl X220 CF.sub.3Cl X222 MsCl X222 ClCl X222 CF.sub.3Cl X226 MsCl X226 ClCl X226 CF.sub.3Cl X227 MsCl X227 ClCl X227 CF.sub.3Me X203 MsMe X203 ClMe X203 CF.sub.3Me X204 MsMe X204 ClMe X204 CF.sub.3Me X206 MsMe X206 ClMe X206 CF.sub.3Me X212 MsMe X212 ClMe X212 CF.sub.3Me X213 MsMe X213 ClMe X213 CF.sub.3Me X214 MsMe X214 ClMe X214 CF.sub.3Me X216 MsMe X216 ClMe X216 CF.sub.3Me X217 MsMe X217 ClMe X217 CF.sub.3Me X218 MsMe X218 ClMe X218 CF.sub.3Me X220 MsMe X220 ClMe X220 CF.sub.3Me X222 MsMe X222 ClMe X222 CF.sub.3Me X226 MsMe X226 ClMe X226 CF.sub.3Me X227 MsMe X227 ClMe X227 CF.sub.3Cl X211 MsCl X211 ClCl X211 CF.sub.3Cl X215 MsCl X215 ClCl X215 CF.sub.3Cl X219 MsCl X219 ClCl X219 CF.sub.3Cl X221 MsCl X221 ClCl X221 CF.sub.3Cl X223 MsCl X223 ClCl X223 CF.sub.3Cl X224 MsCl X224 ClCl X224 CF.sub.3Cl X225 MsCl X225 ClCl X225 CF.sub.3Me X211 MsMe X211 ClMe X211 CF.sub.3Me X215 MsMe X215 ClMe X215 CF.sub.3Me X219 MsMe X219 ClMe X219 CF.sub.3Me X221 MsMe X221 ClMe X221 CF.sub.3Me X223 MsMe X223 ClMe X223 CF.sub.3Me X224 MsMe X224 ClMe X224 CF.sub.3Me X225 MsMe X225 ClMe X225 CF.sub.3NO.sub.2 X201 MsNO.sub.2 X201 ClNO.sub.2 X201 CF.sub.3NO.sub.2 X202 MsNO.sub.2 X202 ClNO.sub.2 X202 CF.sub.3NO.sub.2 X205 MsNO.sub.2 X205 ClNO.sub.2 X205 CF.sub.3NO.sub.2 X207 MsNO.sub.2 X207 ClNO.sub.2 X207 CF.sub.3NO.sub.2 X208 MsNO.sub.2 X208 ClNO.sub.2 X208 CF.sub.3NO.sub.2 X209 MsNO.sub.2 X209 ClNO.sub.2 X209 CF.sub.3NO.sub.2 X210 MsNO.sub.2 X210 ClNO.sub.2 X210 CF.sub.3Et X201 MsEt X201 ClEt X201 CF.sub.3Et X202 MsEt X202 ClEt X202 CF.sub.3Et X205 MsEt X205 ClEt X205 CF.sub.3Et X207 MsEt X207 ClEt X207 CF.sub.3Et X208 MsEt X208 ClEt X208 CF.sub.3Et X209 MsEt X209 ClEt X209 CF.sub.3Et X210 MsEt X210 ClEt X210 CF.sub.3i-Pr X201 Msi-Pr X201 Cli-Pr X201 CF.sub.3i-Pr X202 Msi-Pr X202 Cli-Pr X202 CF.sub.3i-Pr X205 Msi-Pr X205 Cli-Pr X205 CF.sub.3i-Pr X207 Msi-Pr X207 Cli-Pr X207 CF.sub.3i-Pr X208 Msi-Pr X208 Cli-Pr X208 CF.sub.3i-Pr X209 Msi-Pr X209 Cli-Pr X209 CF.sub.3i-Pr X210 Msi-Pr X210 Cli-Pr X210 CF.sub.3n-Pr X201 Msn-Pr X201 Cln-Pr X201 CF.sub.3n-Pr X202 Msn-Pr X202 Cln-Pr X202 CF.sub.3n-Pr X205 Msn-Pr X205 Cln-Pr X205 CF.sub.3n-Pr X207 Msn-Pr X207 Cln-Pr X207 CF.sub.3n-Pr X208 Msn-Pr X208 Cln-Pr X208 CF.sub.3n-Pr X209 Msn-Pr X209 Cln-Pr X209 CF.sub.3n-Pr X210 Msn-Pr X210 Cln-Pr X210 CF.sub.3CN X201 MsCN X201 ClCN X201 CF.sub.3CN X202 MsCN X202 ClCN X202 CF.sub.3CN X205 MsCN X205 ClCN X205 CF.sub.3CN X207 MsCN X207 ClCN X207 CF.sub.3CN X208 MsCN X208 ClCN X208 CF.sub.3CN X209 MsCN X209 ClCN X209 CF.sub.3CN X210 MsCN X210 ClCN X210 CF.sub.3CF.sub.3 X201 MsCF.sub.3 X201 ClCF.sub.3 X201 CF.sub.3CF.sub.3 X202 MsCF.sub.3 X202 ClCF.sub.3 X202 CF.sub.3CF.sub.3 X205 MsCF.sub.3 X205 ClCF.sub.3 X205 CF.sub.3CF.sub.3 X207 MsCF.sub.3 X207 ClCF.sub.3 X207 CF.sub.3CF.sub.3 X208 MsCF.sub.3 X208 ClCF.sub.3 X208 CF.sub.3CF.sub.3 X209 MsCF.sub.3 X209 ClCF.sub.3 X209 CF.sub.3CF.sub.3 X210 MsCF.sub.3 X210 ClCF.sub.3 X210 CF.sub.3F X201 MsF X201 ClF X201 CF.sub.3F X202 MsF X202 ClF X202 CF.sub.3F X205 MsF X205 ClF X205 CF.sub.3F X207 MsF X207 ClF X207 CF.sub.3F X208 MsF X208 ClF X208 CF.sub.3F X209 MsF X209 ClF X209 CF.sub.3F X210 MsF X210 ClF X210 CF.sub.3Br X201 MsBr X201 ClBr X201 CF.sub.3Br X202 MsBr X202 ClBr X202 CF.sub.3Br X205 MsBr X205 ClBr X205 CF.sub.3Br X207 MsBr X207 ClBr X207 CF.sub.3Br X208 MsBr X208 ClBr X208 CF.sub.3Br X209 MsBr X209 ClBr X209 CF.sub.3Br X210 MsBr X210 ClBr X210 CF.sub.3I X201 MsI X201 ClI X201 CF.sub.3I X202 MsI X202 ClI X202 CF.sub.3I X205 MsI X205 ClI X205 CF.sub.3I X207 MsI X207 ClI X207 CF.sub.3I X208 MsI X208 ClI X208 CF.sub.3I X209 MsI X209 ClI X209 CF.sub.3I X210 MsI X210 ClI X210 CF.sub.3MeO X201 MsMeO X201 ClMeO X201 CF.sub.3MeO X202 MsMeO X202 ClMeO X202 CF.sub.3MeO X205 MsMeO X205 ClMeO X205 CF.sub.3MeO X207 MsMeO X207 ClMeO X207 CF.sub.3MeO X208 MsMeO X208 ClMeO X208 CF.sub.3MeO X209 MsMeO X209 ClMeO X209 CF.sub.3MeO X210 MsMeO X210 ClMeO X210 CF.sub.3EtO X201 MsEtO X201 ClEtO X201 CF.sub.3EtO X202 MsEtO X202 ClEtO X202 CF.sub.3EtO X205 MsEtO X205 ClEtO X205 CF.sub.3EtO X207 MsEtO X207 ClEtO X207 CF.sub.3EtO X208 MsEtO X208 ClEtO X208 CF.sub.3EtO X209 MsEtO X209 ClEtO X209 CF.sub.3EtO X210 MsEtO X210 ClEtO X210 CF.sub.3i-PrO X201 Msi-PrO X201 Cli-PrO X201 CF.sub.3i-PrO X202 Msi-PrO X202 Cli-PrO X202 CF.sub.3i-PrO X205 Msi-PrO X205 Cli-PrO X205 CF.sub.3i-PrO X207 Msi-PrO X207 Cli-PrO X207 CF.sub.3i-PrO X208 Msi-PrO X208 Cli-PrO X208 CF.sub.3i-PrO X209 Msi-PrO X209 Cli-PrO X209 CF.sub.3i-PrO X210 Msi-PrO X210 Cli-PrO X210 CF.sub.3n-PrO X201 Msn-PrO X201 Cln-PrO X201 CF.sub.3n-PrO X202 Msn-PrO X202 Cln-PrO X202 CF.sub.3n-PrO X205 Msn-PrO X205 Cln-PrO X205 CF.sub.3n-PrO X207 Msn-PrO X207 Cln-PrO X207 CF.sub.3n-PrO X208 Msn-PrO X208 Cln-PrO X208 CF.sub.3n-PrO X209 Msn-PrO X209 Cln-PrO X209 CF.sub.3n-PrO X210 Msn-PrO X210 Cln-PrO X210 CF.sub.3CHF.sub.2 X201 MsCHF.sub.2 X201 ClCHF.sub.2 X201 CF.sub.3CHF.sub.2 X202 MsCHF.sub.2 X202 ClCHF.sub.2 X202 CF.sub.3CHF.sub.2 X205 MsCHF.sub.2 X205 ClCHF.sub.2 X205 CF.sub.3CHF.sub.2 X207 MsCHF.sub.2 X207 ClCHF.sub.2 X207 CF.sub.3CHF.sub.2 X208 MsCHF.sub.2 X208 ClCHF.sub.2 X208 CF.sub.3CHF.sub.2 X209 MsCHF.sub.2 X209 ClCHF.sub.2 X209 CF.sub.3CHF.sub.2 X210 MsCHF.sub.2 X210 ClCHF.sub.2 X210 CF.sub.3CH.sub.2 CF.sub.3 X201 MsCH.sub.2 CF.sub.3 X201 ClCH.sub.2 CF.sub.3 X201 CF.sub.3CH.sub.2 CF.sub.3 X202 MsCH.sub.2 CF.sub.3 X202 ClCH.sub.2 CF.sub.3 X202 CF.sub.3CH.sub.2 CF.sub.3 X205 MsCH.sub.2 CF.sub.3 X205 ClCH.sub.2 CF.sub.3 X205 CF.sub.3CH.sub.2 CF.sub.3 X207 MsCH.sub.2 CF.sub.3 X207 ClCH.sub.2 CF.sub.3 X207 CF.sub.3CH.sub.2 CF.sub.3 X208 MsCH.sub.2 CF.sub.3 X208 ClCH.sub.2 CF.sub.3 X208 CF.sub.3CH.sub.2 CF.sub.3 X209 MsCH.sub.2 CF.sub.3 X209 ClCH.sub.2 CF.sub.3 X209 CF.sub.3CH.sub.2 CF.sub.3 X210 MsCH.sub.2 CF.sub.3 X210 ClCH.sub.2 CF.sub.3 X210 CF.sub.3X201 X201 MsX201 X201 ClX201 X201 CF.sub.3X201 X202 MsX201 X202 ClX201 X202 CF.sub.3X201 X205 MsX201 X205 ClX201 X205 CF.sub.3X201 X207 MsX201 X207 ClX201 X207 CF.sub.3X201 X208 MsX201 X208 ClX201 X208 CF.sub.3X201 X209 MsX201 X209 ClX201 X209 CF.sub.3X201 X210 MsX201 X210 ClX201 X210 CF.sub.3X201 X203 MsX201 X203 ClX201 X203 CF.sub.3X201 X204 MsX201 X204 ClX201 X204 CF.sub.3X201 X206 MsX201 X206 ClX201 X206 CF.sub.3X201 X212 MsX201 X212 ClX201 X212 CF.sub.3X201 X213 MsX201 X213 ClX201 X213 CF.sub.3X201 X214 MsX201 X214 ClX201 X214 CF.sub.3X201 X216 MsX201 X216 ClX201 X216 CF.sub.3X201 X217 MsX201 X217 ClX201 X217 CF.sub.3X201 X218 MsX201 X218 ClX201 X218 CF.sub.3X201 X220 MsX201 X220 ClX201 X220 CF.sub.3X201 X222 MsX201 X222 ClX201 X222 CF.sub.3X201 X226 MsX201 X226 ClX201 X226 CF.sub.3X201 X227 MsX201 X227 ClX201 X227 CF.sub.3X201 X228 MsX201 X228 ClX201 X228 CF.sub.3X201 X229 MsX201 X229 ClX201 X229 CF.sub.3X201 X230 MsX201 X230 ClX201 X230 CF.sub.3X201 X231 MsX201 X231 ClX201 X231 CF.sub.3X201 X232 MsX201 X232 ClX201 X232 CF.sub.3X201 X233 MsX201 X233 ClX201 X233 CF.sub.3X201 X234 MsX201 X234 ClX201 X234 CF.sub.3X201 X235 MsX201 X235 ClX201 X235 CF.sub.3X202 X201 MsX202 X201 ClX202 X201 CF.sub.3X202 X202 MsX202 X202 ClX202 X202 CF.sub.3X202 X205 MsX202 X205 ClX202 X205 CF.sub.3X202 X207 MsX202 X207 ClX202 X207 CF.sub.3X202 X208 MsX202 X208 ClX202 X208 CF.sub.3X202 X209 MsX202 X209 ClX202 X209 CF.sub.3X202 X210 MsX202 X210 ClX202 X210 CF.sub.3X202 X203 MsX202 X203 ClX202 X203 CF.sub.3X202 X204 MsX202 X204 ClX202 X204 CF.sub.3X202 X206 MsX202 X206 ClX202 X206 CF.sub.3X202 X212 MsX202 X212 ClX202 X212 CF.sub.3X202 X213 MsX202 X213 ClX202 X213 CF.sub.3X202 X214 MsX202 X214 ClX202 X214 CF.sub.3X202 X216 MsX202 X216 ClX202 X216 CF.sub.3X202 X217 MsX202 X217 ClX202 X217 CF.sub.3X202 X218 MsX202 X218 ClX202 X218 CF.sub.3X202 X220 MsX202 X220 ClX202 X220 CF.sub.3X202 X222 MsX202 X222 ClX202 X222 CF.sub.3X202 X226 MsX202 X226 ClX202 X226 CF.sub.3X202 X227 MsX202 X227 ClX202 X227 CF.sub.3X202 X228 MsX202 X228 ClX202 X228 CF.sub.3X202 X229 MsX202 X229 ClX202 X229 CF.sub.3X202 X230 MsX202 X230 ClX202 X230 CF.sub.3X202 X231 MsX202 X231 ClX202 X231 CF.sub.3X202 X232 MsX202 X232 ClX202 X232 CF.sub.3X202 X233 MsX202 X233 ClX202 X233 CF.sub.3X202 X234 MsX202 X234 ClX202 X234 CF.sub.3X202 X235 MsX202 X235 ClX202 X235 CF.sub.3X205 X201 MsX205 X201 ClX205 X201 CF.sub.3X205 X202 MsX205 X202 ClX205 X202 CF.sub.3X205 X205 MsX205 X205 ClX205 X205 CF.sub.3X205 X207 MsX205 X207 ClX205 X207 CF.sub.3X205 X208 MsX205 X208 ClX205 X208 CF.sub.3X205 X209 MsX205 X209 ClX205 X209 CF.sub.3X205 X210 MsX205 X210 ClX205 X210 CF.sub.3X205 X203 MsX205 X203 ClX205 X203 CF.sub.3X205 X204 MsX205 X204 ClX205 X204 CF.sub.3X205 X206 MsX205 X206 ClX205 X206 CF.sub.3X205 X212 MsX205 X212 ClX205 X212 CF.sub.3X205 X213 MsX205 X213 ClX205 X213 CF.sub.3X205 X214 MsX205 X214 ClX205 X214 CF.sub.3X205 X216 MsX205 X216 ClX205 X216 CF.sub.3X205 X217 MsX205 X217 ClX205 X217 CF.sub.3X205 X218 MsX205 X218 ClX205 X218 CF.sub.3X205 X220 MsX205 X220 ClX205 X220 CF.sub.3X205 X222 MsX205 X222 ClX205 X222 CF.sub.3X205 X226 MsX205 X226 ClX205 X226 CF.sub.3X205 X227 MsX205 X227 ClX205 X227 CF.sub.3X205 X228 MsX205 X228 ClX205 X228 CF.sub.3X205 X229 MsX205 X229 ClX205 X229 CF.sub.3X205 X230 MsX205 X230 ClX205 X230 CF.sub.3X205 X231 MsX205 X231 ClX205 X231 CF.sub.3X205 X232 MsX205 X232 ClX205 X232 CF.sub.3X205 X233 MsX205 X233 ClX205 X233 CF.sub.3X205 X234 MsX205 X234 ClX205 X234 CF.sub.3X207 X201 MsX207 X201 ClX207 X201 CF.sub.3X207 X202 MsX207 X202 ClX207 X202 CF.sub.3X207 X205 MsX207 X205 ClX207 X205 CF.sub.3X207 X207 MsX207 X207 ClX207 X207 CF.sub.3X207 X208 MsX207 X208 ClX207 X208 CF.sub.3X207 X209 MsX207 X209 ClX207 X209 CF.sub.3X207 X210 MsX207 X210 ClX207 X210 CF.sub.3X207 X203 MsX207 X203 ClX207 X203 CF.sub.3X207 X204 MsX207 X204 ClX207 X204 CF.sub.3X207 X206 MsX207 X206 ClX207 X206 CF.sub.3X207 X212 MsX207 X212 ClX207 X212 CF.sub.3X207 X213 MsX207 X213 ClX207 X213 CF.sub.3X207 X214 MsX207 X214 ClX207 X214 CF.sub.3X207 X216 MsX207 X216 ClX207 X216 CF.sub.3X207 X217 MsX207 X217 ClX207 X217 CF.sub.3X207 X218 MsX207 X218 ClX207 X218 CF.sub.3X207 X220 MsX207 X220 ClX207 X220 CF.sub.3X207 X222 MsX207 X222 ClX207 X222 CF.sub.3X207 X226 MsX207 X226 ClX207 X226 CF.sub.3X207 X227 MsX207 X227 ClX207 X227 CF.sub.3X208 X201 MsX208 X201 ClX208 X201 CF.sub.3X208 X202 MsX208 X202 ClX208 X202 CF.sub.3X208 X205 MsX208 X205 ClX208 X205 CF.sub.3X208 X207 MsX208 X207 ClX208 X207 CF.sub.3X208 X208 MsX208 X208 ClX208 X208 CF.sub.3X208 X209 MsX208 X209 ClX208 X209 CF.sub.3X208 X210 MsX208 X210 ClX208 X210 CF.sub.3X208 X203 MsX208 X203 ClX208 X203 CF.sub.3X208 X204 MsX208 X204 ClX208 X204 CF.sub.3X208 X206 MsX208 X206 ClX208 X206 CF.sub.3X208 X212 MsX208 X212 ClX208 X212 CF.sub.3X208 X213 MsX208 X213 ClX208 X213 CF.sub.3X208 X214 MsX208 X214 ClX208 X214 CF.sub.3X208 X216 MsX208 X216 ClX208 X216 CF.sub.3X208 X217 MsX208 X217 ClX208 X217 CF.sub.3X208 X218 MsX208 X218 ClX208 X218 CF.sub.3X208 X220 MsX208 X220 ClX208 X220 CF.sub.3X208 X222 MsX208 X222 ClX208 X222 CF.sub.3X208 X226 MsX208 X226 ClX208 X226 CF.sub.3X208 X227 MsX208 X227 ClX208 X227 CF.sub.3X209 X201 MsX209 X201 ClX209 X201 CF.sub.3X209 X202 MsX209 X202 ClX209 X202 CF.sub.3X209 X205 MsX209 X205 ClX209 X205 CF.sub.3X209 X207 MsX209 X207 ClX209 X207 CF.sub.3X209 X208 MsX209 X208 ClX209 X208 CF.sub.3X209 X209 MsX209 X209 ClX209 X209 CF.sub.3X209 X210 MsX209 X210 ClX209 X210 CF.sub.3X209 X203 MsX209 X203 ClX209 X203 CF.sub.3X209 X204 MsX209 X204 ClX209 X204 CF.sub.3X209 X206 MsX209 X206 ClX209 X206 CF.sub.3X209 X212 MsX209 X212 ClX209 X212 CF.sub.3X209 X213 MsX209 X213 ClX209 X213 CF.sub.3X209 X214 MsX209 X214 ClX209 X214 CF.sub.3X209 X216 MsX209 X216 ClX209 X216 CF.sub.3X209 X217 MsX209 X217 ClX209 X217 CF.sub.3X209 X218 MsX209 X218 ClX209 X218 CF.sub.3X209 X220 MsX209 X220 ClX209 X220 CF.sub.3X209 X222 MsX209 X222 ClX209 X222 CF.sub.3X209 X226 MsX209 X226 ClX209 X226 CF.sub.3X209 X227 MsX209 X227 ClX209 X227 CF.sub.3X210 X201 MsX210 X201 ClX210 X201 CF.sub.3X210 X202 MsX210 X202 ClX210 X202 CF.sub.3X210 X205 MsX210 X205 ClX210 X205 CF.sub.3X210 X207 MsX210 X207 ClX210 X207 CF.sub.3X210 X208 MsX210 X208 ClX210 X208 CF.sub.3X210 X209 MsX210 X209 ClX210 X209 CF.sub.3X210 X210 MsX210 X210 ClX210 X210 CF.sub.3X210 X203 MsX210 X203 ClX210 X203 CF.sub.3X210 X204 MsX210 X204 ClX210 X204 CF.sub.3X210 X206 MsX210 X206 ClX210 X206 CF.sub.3X210 X212 MsX210 X212 ClX210 X212 CF.sub.3X210 X213 MsX210 X213 ClX210 X213 CF.sub.3X210 X214 MsX210 X214 ClX210 X214 CF.sub.3X210 X216 MsX210 X216 ClX210 X216 CF.sub.3X210 X217 MsX210 X217 ClX210 X217 CF.sub.3X210 X218 MsX210 X218 ClX210 X218 CF.sub.3X210 X220 MsX210 X220 ClX210 X220 CF.sub.3X210 X222 MsX210 X222 ClX210 X222 CF.sub.3X210 X226 MsX210 X226 ClX210 X226 CF.sub.3X210 X227 MsX210 X227 ClX210 X227 CF.sub.3Cl X201 NO.sub.2Cl X201 MeOCl X201 CNCl X201 SMeCl X201 SOMeCl X201 SO.sub.2 CF.sub.3Cl X201 BrCl X201 ICl X201 EtOCl X202 NO.sub.2Cl X202 MeOCl X202 CNCl X202 SMeCl X202 SOMeCl X202 SO.sub.2 CF.sub.3Cl X202 BrCl X202 ICl X202 EtOCl X205 NO.sub.2Cl X205 MeOCl X205 CNCl X205 SMeCl X205 SOMeCl X205 SO.sub.2 CF.sub.3Cl X205 BrCl X205 ICl X205 EtOCl X207 NO.sub.2Cl X207 MeOCl X207 CNCl X207 SMeCl X207 SOMeCl X207 SO.sub.2 CF.sub.3Cl X207 BrCl X207 ICl X207 EtOCl X208 NO.sub.2Cl X208 MeOCl X208 CNCl X208 SMeCl X208 SOMeCl X208 SO.sub.2 CF.sub.3Cl X208 BrCl X208 ICl X208 EtOCl X209 NO.sub.2Cl X209 MeOCl X209 CNCl X209 SMeCl X209 SOMeCl X209 SO.sub.2 CF.sub.3Cl X209 BrCl X209 ICl X209 EtOCl X210 NO.sub.2Cl X210 MeOCl X210 CNCl X210 SMeCl X210 SOMeCl X210 SO.sub.2 CF.sub.3Cl X210 BrCl X210 ICl X210 EtOMe X201 NO.sub.2Me X201 MeOMe X201 CNMe X201 SMeMe X201 SOMeMe X201 SO.sub.2 CF.sub.3Me X201 BrMe X201 IMe X201 EtOMe X202 NO.sub.2Me X202 MeOMe X202 CNMe X202 SMeMe X202 SOMeMe X202 SO.sub.2 CF.sub.3Me X202 BrMe X202 IMe X202 EtOMe X205 NO.sub.2Me X205 MeOMe X205 CNMe X205 SMeMe X205 SOMeMe X205 SO.sub.2 CF.sub.3Me X205 BrMe X205 IMe X205 EtOMe X207 NO.sub.2Me X207 MeOMe X207 CNMe X207 SMeMe X207 SOMeMe X207 SO.sub.2 CF.sub.3Me X207 BrMe X207 IMe X207 EtOMe X208 NO.sub.2Me X208 MeOMe X208 CNMe X208 SMeMe X208 SOMeMe X208 SO.sub.2 CF.sub.3Me X208 BrMe X208 IMe X208 EtOMe X209 NO.sub.2Me X209 MeOMe X209 CNMe X209 SMeMe X209 SOMeMe X209 SO.sub.2 CF.sub.3Me X209 BrMe X209 IMe X209 EtOMe X210 NO.sub.2Me X210 MeOMe X210 CNMe X210 SMeMe X210 SOMeMe X210 SO.sub.2 CF.sub.3Me X210 BrMe X210 IMe X210 EtO______________________________________
TABLE 2______________________________________ ##STR8##X.sub.1 X.sub.2 X.sub.3______________________________________Cl X201 MsCl X201 ClCl X202 MsCl X202 ClCl X205 MsCl X205 ClCl X207 MsCl X207 ClCl X208 MsCl X208 ClCl X209 MsCl X209 ClCl X210 MsCl X210 ClCl X201 CF.sub.3Cl X202 CF.sub.3Cl X205 CF.sub.3Cl X207 CF.sub.3Cl X208 CF.sub.3Cl X209 CF.sub.3Cl X210 CF.sub.3Me X201 MsMe X201 ClMe X201 CF.sub.3Me X202 MsMe X202 ClMe X202 CF.sub.3Me X205 MsMe X205 ClMe X205 CF.sub.3Me X207 MsMe X207 ClMe X207 CF.sub.3Me X208 MsMe X208 ClMe X208 CF.sub.3Me X209 MsMe X209 ClMe X209 CF.sub.3Me X210 MsMe X210 ClMe X210 CF.sub.3Cl X203 MsCl X203 ClCl X203 CF.sub.3Cl X204 MsCl X204 ClCl X204 CF.sub.3Cl X206 MsCl X206 ClCl X206 CF.sub.3Cl X212 MsCl X212 ClCl X212 CF.sub.3Cl X213 MsCl X213 ClCl X213 CF.sub.3Cl X214 MsCl X214 ClCl X214 CF.sub.3Cl X216 MsCl X216 ClCl X216 CF.sub.3Cl X217 MsCl X217 ClCl X217 CF.sub.3Cl X218 MsCl X218 ClCl X218 CF.sub.3Cl X220 MsCl X220 ClCl X220 CF.sub.3Cl X222 MsCl X222 ClCl X222 CF.sub.3Cl X226 MsCl X226 ClCl X226 CF.sub.3Cl X227 MsCl X227 ClCl X227 CF.sub.3Me X203 MsMe X203 ClMe X203 CF.sub.3Me X204 MsMe X204 ClMe X204 CF.sub.3Me X206 MsMe X206 ClMe X206 CF.sub.3Me X212 MsMe X212 ClMe X212 CF.sub.3Me X213 MsMe X213 ClMe X213 CF.sub.3Me X214 MsMe X214 ClMe X214 CF.sub.3Me X216 MsMe X216 ClMe X216 CF.sub.3Me X217 MsMe X217 ClMe X217 CF.sub.3Me X218 MsMe X218 ClMe X218 CF.sub.3Me X220 MsMe X220 ClMe X220 CF.sub.3Me X222 MsMe X222 ClMe X222 CF.sub.3Me X226 MsMe X226 ClMe X226 CF.sub.3Me X227 MsMe X227 ClMe X227 CF.sub.3Cl X211 MsCl X211 ClCl X211 CF.sub.3Cl X215 MsCl X215 ClCl X215 CF.sub.3Cl X219 MsCl X219 ClCl X219 CF.sub.3Cl X221 MsCl X221 ClCl X221 CF.sub.3Cl X223 MsCl X223 ClCl X223 CF.sub.3Cl X224 MsCl X224 ClCl X224 CF.sub.3Cl X225 MsCl X225 ClCl X225 CF.sub.3Me X211 MsMe X211 ClMe X211 CF.sub.3Me X215 MsMe X215 ClMe X215 CF.sub.3Me X219 MsMe X219 ClMe X219 CF.sub.3Me X221 MsMe X221 ClMe X221 CF.sub.3Me X223 MsMe X223 ClMe X223 CF.sub.3Me X224 MsMe X224 ClMe X224 CF.sub.3Me X225 MsMe X225 ClMe X225 CF.sub.3NO.sub.2 X201 MsNO.sub.2 X201 ClNO.sub.2 X201 CF.sub.3NO.sub.2 X202 MsNO.sub.2 X202 ClNO.sub.2 X202 CF.sub.3NO.sub.2 X205 MsNO.sub.2 X205 ClNO.sub.2 X205 CF.sub.3NO.sub.2 X207 MsNO.sub.2 X207 ClNO.sub.2 X207 CF.sub.3NO.sub.2 X208 MsNO.sub.2 X208 ClNO.sub.2 X208 CF.sub.3NO.sub.2 X209 MsNO.sub.2 X209 ClNO.sub.2 X209 CF.sub.3NO.sub.2 X210 MsNO.sub.2 X210 ClNO.sub.2 X210 CF.sub.3Et X201 MsEt X201 ClEt X201 CF.sub.3Et X202 MsEt X202 ClEt X202 CF.sub.3Et X205 MsEt X205 ClEt X205 CF.sub.3Et X207 MsEt X207 ClEt X207 CF.sub.3Et X208 MsEt X208 ClEt X208 CF.sub.3Et X209 MsEt X209 ClEt X209 CF.sub.3Et X210 MsEt X210 ClEt X210 CF.sub.3i-Pr X201 Msi-Pr X201 Cli-Pr X201 CF.sub.3i-Pr X202 Msi-Pr X202 Cli-Pr X202 CF.sub.3i-Pr X205 Msi-Pr X205 Cli-Pr X205 CF.sub.3i-Pr X207 Msi-Pr X207 Cli-Pr X207 CF.sub.3i-Pr X208 Msi-Pr X208 Cli-Pr X208 CF.sub.3i-Pr X209 Msi-Pr X209 Cli-Pr X209 CF.sub.3i-Pr X210 Msi-Pr X210 Cli-Pr X210 CF.sub.3n-Pr X201 Msn-Pr X201 Cln-Pr X201 CF.sub.3n-Pr X202 Msn-Pr X202 Cln-Pr X202 CF.sub.3n-Pr X205 Msn-Pr X205 Cln-Pr X205 CF.sub.3n-Pr X207 Msn-Pr X207 Cln-Pr X207 CF.sub.3n-Pr X208 Msn-Pr X208 Cln-Pr X208 CF.sub.3n-Pr X209 Msn-Pr X209 Cln-Pr X209 CF.sub.3n-Pr X210 Msn-Pr X210 Cln-Pr X210 CF.sub.3CN X201 MsCN X201 ClCN X201 CF.sub.3CN X202 MsCN X202 ClCN X202 CF.sub.3CN X205 MsCN X205 ClCN X205 CF.sub.3CN X207 MsCN X207 ClCN X207 CF.sub.3CN X208 MsCN X208 ClCN X208 CF.sub.3CN X209 MsCN X209 ClCN X209 CF.sub.3CN X210 MsCN X210 ClCN X210 CF.sub.3CF.sub.3 X201 MsCF.sub.3 X201 ClCF.sub.3 X201 CF.sub.3CF.sub.3 X202 MsCF.sub.3 X202 ClCF.sub.3 X202 CF.sub. 3CF.sub.3 X205 MsCF.sub.3 X205 ClCF.sub.3 X205 CF.sub.3CF.sub.3 X207 MsCF.sub.3 X207 ClCF.sub.3 X207 CF.sub.3CF.sub.3 X208 MsCF.sub.3 X208 ClCF.sub.3 X208 CF.sub.3CF.sub.3 X209 MsCF.sub.3 X209 ClCF.sub.3 X209 CF.sub.3CF.sub.3 X210 MsCF.sub.3 X210 ClCF.sub.3 X210 CF.sub.3F X201 MsF X201 ClF X201 CF.sub.3F X202 MsF X202 ClF X202 CF.sub.3F X205 MsF X205 ClF X205 CF.sub.3F X207 MsF X207 ClF X207 CF.sub.3F X208 MsF X208 ClF X208 CF.sub.3F X209 MsF X209 ClF X209 CF.sub.3F X210 MsF X210 ClF X210 CF.sub.3Br X201 MsBr X201 ClBr X201 CF.sub.3Br X202 MsBr X202 ClBr X202 CF.sub.3Br X205 MsBr X205 ClBr X205 CF.sub.3Br X207 MsBr X207 ClBr X207 CF.sub.3Br X208 MsBr X208 ClBr X208 CF.sub.3Br X209 MsBr X209 ClBr X209 CF.sub.3Br X210 MsBr X210 ClBr X210 CF.sub.3I X201 MsI X201 ClI X201 CF.sub.3I X202 MsI X202 ClI X202 CF.sub.3I X205 MsI X205 ClI X205 CF.sub.3I X207 MsI X207 ClI X207 CF.sub.3I X208 MsI X208 ClI X208 CF.sub.3I X209 MsI X209 ClI X209 CF.sub.3I X210 MsI X210 ClI X210 CF.sub.3MeO X201 MsMeO X201 ClMeO X201 CF.sub.3MeO X202 MsMeO X202 ClMeO X202 CF.sub.3MeO X205 MsMeO X205 ClMeO X205 CF.sub.3MeO X207 MsMeO X207 ClMeO X207 CF.sub.3MeO X208 MsMeO X208 ClMeO X208 CF.sub.3MeO X209 MsMeO X209 ClMeO X209 CF.sub.3MeO X210 MsMeO X210 ClMeO X210 CF.sub.3EtO X201 MsEtO X201 ClEtO X201 CF.sub.3EtO X202 MsEtO X202 ClEtO X202 CF.sub.3EtO X205 MsEtO X205 ClEtO X205 CF.sub.3EtO X207 MsEtO X207 ClEtO X207 CF.sub.3EtO X208 MsEtO X208 ClEtO X208 CF.sub.3EtO X209 MsEtO X209 ClEtO X209 CF.sub.3EtO X210 MsEtO X210 ClEtO X210 CF.sub.3i-PrO X201 Msi-PrO X201 Cli-PrO X201 CF.sub.3i-PrO X202 Msi-PrO X202 Cli-PrO X202 CF.sub.3i-PrO X205 Msi-PrO X205 Cli-PrO X205 CF.sub.3i-PrO X207 Msi-PrO X207 Cli-PrO X207 CF.sub.3i-PrO X208 Msi-PrO X208 Cli-PrO X208 CF.sub.3i-PrO X209 Msi-PrO X209 Cli-PrO X209 CF.sub.3i-PrO X210 Msi-PrO X210 Cli-PrO X210 CF.sub.3n-PrO X201 Msn-PrO X201 Cln-PrO X201 CF.sub.3n-PrO X202 Msn-PrO X202 Cln-PrO X202 CF.sub.3n-PrO X205 Msn-PrO X205 Cln-PrO X205 CF.sub.3n-PrO X207 Msn-PrO X207 Cln-PrO X207 CF.sub.3n-PrO X208 Msn-PrO X208 Cln-PrO X208 CF.sub.3n-PrO X209 Msn-PrO X209 Cln-PrO X209 CF.sub.3n-PrO X210 Msn-PrO X210 Cln-PrO X210 CF.sub.3CHF.sub.2 X201 MsCHF.sub.2 X201 ClCHF.sub.2 X201 CF.sub.3CHF.sub.2 X202 MsCHF.sub.2 X202 ClCHF.sub.2 X202 CF.sub.3CHF.sub.2 X205 MsCHF.sub.2 X205 ClCHF.sub.2 X205 CF.sub.3CHF.sub.2 X207 MsCHF.sub. 2 X207 ClCHF.sub.2 X207 CF.sub.3CHF.sub.2 X208 MsCHF.sub.2 X208 ClCHF.sub.2 X208 CF.sub.3CHF.sub.2 X209 MsCHF.sub.2 X209 ClCHF.sub.2 X209 CF.sub.3CHF.sub.2 X210 MsCHF.sub.2 X210 ClCHF.sub.2 X210 CF.sub.3CH.sub.2 CF.sub.3 X201 MsCH.sub.2 CF.sub.3 X201 ClCH.sub.2 CF.sub.3 X201 CF.sub.3CH.sub.2 CF.sub.3 X202 MsCH.sub.2 CF.sub.3 X202 ClCH.sub.2 CF.sub.3 X202 CF.sub.3CH.sub.2 CF.sub.3 X205 MsCH.sub.2 CF.sub.3 X205 ClCH.sub.2 CF.sub.3 X205 CF.sub.3CH.sub.2 CF.sub.3 X207 MsCH.sub.2 CF.sub.3 X207 ClCH.sub.2 CF.sub.3 X207 CF.sub.3CH.sub.2 CF.sub.3 X208 MsCH.sub.2 CF.sub.3 X208 ClCH.sub.2 CF.sub.3 X208 CF.sub.3CH.sub.2 CF.sub.3 X209 MsCH.sub.2 CF.sub.3 X209 ClCH.sub.2 CF.sub.3 X209 CF.sub.3CH.sub.2 CF.sub.3 X210 MsCH.sub.2 CF.sub.3 X210 ClCH.sub.2 CF.sub.3 X210 CF.sub.3X201 X201 MsX201 X201 ClX201 X201 CF.sub.3X201 X202 MsX201 X202 ClX201 X202 CF.sub.3X201 X205 MsX201 X205 ClX201 X205 CF.sub.3X201 X207 MsX201 X207 ClX201 X207 CF.sub.3X201 X208 MsX201 X208 ClX201 X208 CF.sub.3X201 X209 MsX201 X209 ClX201 X209 CF.sub.3X201 X210 MsX201 X210 ClX201 X210 CF.sub.3X201 X203 MsX201 X203 ClX201 X203 CF.sub.3X201 X204 MsX201 X204 ClX201 X204 CF.sub.3X201 X206 MsX201 X206 ClX201 X206 CF.sub.3X201 X212 MsX201 X212 ClX201 X212 CF.sub.3X201 X213 MsX201 X213 ClX201 X213 CF.sub.3X201 X214 MsX201 X214 ClX201 X214 CF.sub.3X201 X216 MsX201 X216 ClX201 X216 CF.sub.3X201 X217 MsX201 X217 ClX201 X217 CF.sub.3X201 X218 MsX201 X218 ClX201 X218 CF.sub.3X201 X220 MsX201 X220 ClX201 X220 CF.sub.3X201 X222 MsX201 X222 ClX201 X222 CF.sub.3X201 X226 MsX201 X226 ClX201 X226 CF.sub.3X201 X227 MsX201 X227 ClX201 X227 CF.sub.3X201 X228 MsX201 X228 ClX201 X228 CF.sub.3X201 X229 MsX201 X229 ClX201 X229 CF.sub.3X201 X230 MsX201 X230 ClX201 X230 CF.sub.3X201 X231 MsX201 X231 ClX201 X231 CF.sub.3X201 X232 MsX201 X232 ClX201 X232 CF.sub.3X201 X233 MsX201 X233 ClX201 X233 CF.sub.3X201 X234 MsX201 X234 ClX201 X234 CF.sub.3X201 X235 MsX201 X235 ClX201 X235 CF.sub.3X202 X201 MsX202 X201 ClX202 X201 CF.sub.3X202 X202 MsX202 X202 ClX202 X202 CF.sub.3X202 X205 MsX202 X205 ClX202 X205 CF.sub.3X202 X207 MsX202 X207 ClX202 X207 CF.sub.3X202 X208 MsX202 X208 ClX202 X208 CF.sub.3X202 X209 MsX202 X209 ClX202 X209 CF.sub.3X202 X210 MsX202 X210 ClX202 X210 CF.sub.3X202 X203 MsX202 X203 ClX202 X203 CF.sub.3X202 X204 MsX202 X204 ClX202 X204 CF.sub.3X202 X206 MsX202 X206 ClX202 X206 CF.sub.3X202 X212 MsX202 X212 ClX202 X212 CF.sub.3X202 X213 MsX202 X213 ClX202 X213 CF.sub.3X202 X214 MsX202 X214 ClX202 X214 CF.sub.3X202 X216 MsX202 X216 ClX202 X216 CF.sub.3X202 X217 MsX202 X217 ClX202 X217 CF.sub.3X202 X218 MsX202 X218 ClX202 X218 CF.sub.3X202 X220 MsX202 X220 ClX202 X220 CF.sub.3X202 X222 MsX202 X222 ClX202 X222 CF.sub.3X202 X226 MsX202 X226 ClX202 X226 CF.sub.3X202 X227 MsX202 X227 ClX202 X227 CF.sub.3X202 X228 MsX202 X228 ClX202 X228 CF.sub.3X202 X229 MsX202 X229 ClX202 X229 CF.sub.3X202 X230 MsX202 X230 ClX202 X230 CF.sub.3X202 X231 MsX202 X231 ClX202 X231 CF.sub.3X202 X232 MsX202 X232 ClX202 X232 CF.sub.3X202 X233 MsX202 X233 ClX202 X233 CF.sub.3X202 X234 MsX202 X234 ClX202 X234 CF.sub.3X202 X235 MsX202 X235 ClX202 X235 CF.sub.3X205 X201 MsX205 X201 ClX205 X201 CF.sub.3X205 X202 MsX205 X202 ClX205 X202 CF.sub.3X205 X205 MsX205 X205 ClX205 X205 CF.sub.3X205 X207 MsX205 X207 ClX205 X207 CF.sub.3X205 X208 MsX205 X208 ClX205 X208 CF.sub.3X205 X209 MsX205 X209 ClX205 X209 CF.sub.3X205 X210 MsX205 X210 ClX205 X210 CF.sub.3X205 X203 MsX205 X203 ClX205 X203 CF.sub.3X205 X204 MsX205 X204 ClX205 X204 CF.sub.3X205 X206 MsX205 X206 ClX205 X206 CF.sub.3X205 X212 MsX205 X212 ClX205 X212 CF.sub.3X205 X213 MsX205 X213 ClX205 X213 CF.sub.3X205 X214 MsX205 X214 ClX205 X214 CF.sub.3X205 X216 MsX205 X216 ClX205 X216 CF.sub.3X205 X217 MsX205 X217 ClX205 X217 CF.sub.3X205 X218 MsX205 X218 ClX205 X218 CF.sub.3X205 X220 MsX205 X220 ClX205 X220 CF.sub.3X205 X222 MsX205 X222 ClX205 X222 CF.sub.3X205 X226 MsX205 X226 ClX205 X226 CF.sub.3X205 X227 MsX205 X227 ClX205 X227 CF.sub.3X205 X228 MsX205 X228 ClX205 X228 CF.sub.3X205 X229 MsX205 X229 ClX205 X229 CF.sub.3X205 X230 MsX205 X230 ClX205 X230 CF.sub.3X205 X231 MsX205 X231 ClX205 X231 CF.sub.3X205 X232 MsX205 X232 ClX205 X232 CF.sub.3X205 X233 MsX205 X233 ClX205 X233 CF.sub.3X205 X234 MsX205 X234 ClX205 X234 CF.sub.3X207 X201 MsX205 X201 ClX207 X201 CF.sub.3X207 X202 MsX207 X202 ClX207 X202 CF.sub.3X207 X205 MsX207 X205 ClX207 X205 CF.sub.3X207 X207 MsX207 X207 ClX207 X207 CF.sub.3X207 X208 MsX207 X208 ClX207 X208 CF.sub.3X207 X209 MsX207 X209 ClX207 X209 CF.sub.3X207 X210 MsX207 X210 ClX207 X210 CF.sub.3X207 X203 MsX207 X203 ClX207 X203 CF.sub.3X207 X204 MsX207 X204 ClX207 X204 CF.sub.3X207 X206 MsX207 X206 ClX207 X206 CF.sub.3X207 X212 MsX207 X212 ClX207 X212 CF.sub.3X207 X213 MsX207 X213 ClX207 X213 CF.sub.3X207 X214 MsX207 X214 ClX207 X214 CF.sub.3X207 X216 MsX207 X216 ClX207 X216 CF.sub.3X207 X217 MsX207 X217 ClX207 X217 CF.sub.3X207 X218 MsX207 X218 ClX207 X218 CF.sub.3X207 X220 MsX207 X220 ClX207 X220 CF.sub.3X207 X222 MsX207 X222 ClX207 X222 CF.sub.3X207 X226 MsX207 X226 ClX207 X226 CF.sub.3X207 X227 MsX207 X227 ClX207 X227 CF.sub.3X208 X201 MsX208 X201 ClX208 X201 CF.sub.3X208 X202 MsX208 X202 ClX208 X202 CF.sub.3X208 X205 MsX208 X205 ClX208 X205 CF.sub.3X208 X207 MsX208 X207 ClX208 X207 CF.sub.3X208 X208 MsX208 X208 ClX208 X208 CF.sub.3X208 X209 MsX208 X209 ClX208 X209 CF.sub.3X208 X210 MsX208 X210 ClX208 X210 CF.sub.3X208 X203 MsX208 X203 ClX208 X203 CF.sub.3X208 X204 MsX208 X204 ClX208 X204 CF.sub.3X208 X206 MsX208 X206 ClX208 X206 CF.sub.3X208 X212 MsX208 X212 ClX208 X212 CF.sub.3X208 X213 MsX208 X213 ClX208 X213 CF.sub.3X208 X214 MsX208 X214 ClX208 X214 CF.sub.3X208 X216 MsX208 X216 ClX208 X216 CF.sub.3X208 X217 MsX208 X217 ClX208 X217 CF.sub.3X208 X218 MsX208 X218 ClX208 X218 CF.sub.3X208 X220 MsX208 X220 ClX208 X220 CF.sub.3X208 X222 MsX208 X222 ClX208 X222 CF.sub.3X208 X226 MsX208 X226 ClX208 X226 CF.sub.3X208 X227 MsX208 X227 ClX208 X227 CF.sub.3X209 X201 MsX209 X201 ClX209 X201 CF.sub.3X209 X202 MsX209 X202 ClX209 X202 CF.sub.3X209 X205 MsX209 X205 ClX209 X205 CF.sub.3X209 X207 MsX209 X207 ClX209 X207 CF.sub.3X209 X208 MsX209 X208 ClX209 X208 CF.sub.3X209 X209 MsX209 X209 ClX209 X209 CF.sub.3X209 X210 MsX209 X210 ClX209 X210 CF.sub.3X209 X203 MsX209 X203 ClX209 X203 CF.sub.3X209 X204 MsX209 X204 ClX209 X204 CF.sub.3X209 X206 MsX209 X206 ClX209 X206 CF.sub.3X209 X212 MsX209 X212 ClX209 X212 CF.sub.3X209 X213 MsX209 X213 ClX209 X213 CF.sub.3X209 X214 MsX209 X214 ClX209 X214 CF.sub.3X209 X216 MsX209 X216 ClX209 X216 CF.sub.3X209 X217 MsX209 X217 ClX209 X217 CF.sub.3X209 X218 MsX209 X218 ClX209 X218 CF.sub.3X209 X220 MsX209 X220 ClX209 X220 CF.sub.3X209 X222 MsX209 X222 ClX209 X222 CF.sub.3X209 X226 MsX209 X226 ClX209 X226 CF.sub.3X209 X227 MsX209 X227 ClX209 X227 CF.sub.3X210 X201 MsX210 X201 ClX210 X201 CF.sub.3X210 X202 MsX210 X202 ClX210 X202 CF.sub.3X210 X205 MsX210 X205 ClX210 X205 CF.sub.3X210 X207 MsX210 X207 ClX210 X207 CF.sub.3X210 X208 MsX210 X208 ClX210 X208 CF.sub.3X210 X209 MsX210 X209 ClX210 X209 CF.sub.3X210 X210 MsX210 X210 ClX210 X210 CF.sub.3X210 X203 MsX210 X203 ClX210 X203 CF.sub.3X210 X204 MsX210 X204 ClX210 X204 CF.sub.3X210 X206 MsX210 X206 ClX210 X206 CF.sub.3X210 X212 MsX210 X212 ClX210 X212 CF.sub.3X210 X213 MsX210 X213 ClX210 X213 CF.sub.3X210 X214 MsX210 X214 ClX210 X214 CF.sub.3X210 X216 MsX210 X216 ClX210 X216 CF.sub.3X210 X217 MsX210 X217 ClX210 X217 CF.sub.3X210 X218 MsX210 X218 ClX210 X218 CF.sub.3X210 X220 MsX210 X220 ClX210 X220 CF.sub.3X210 X222 MsX210 X222 ClX210 X222 CF.sub.3X210 X226 MsX210 X226 ClX210 X226 CF.sub.3X210 X227 MsX210 X227 ClX210 X227 CF.sub.3Cl X201 NO.sub.2Cl X201 MeOCl X201 CNCl X201 SMeCl X201 SOMeCl X201 SO.sub.2 CF.sub.3Cl X201 BrCl X201 ICl X201 EtOCl X202 NO.sub.2Cl X202 MeOCl X202 CNCl X202 SMeCl X202 SOMeCl X202 SO.sub.2 CF.sub.3Cl X202 BrCl X202 ICl X202 EtOCl X205 NO.sub.2Cl X205 MeOCl X205 CNCl X205 SMeCl X205 SOMeCl X205 SO.sub.2 CF.sub.3Cl X205 BrCl X205 ICl X205 EtOCl X207 NO.sub.2Cl X207 MeOCl X207 CNCl X207 SMeCl X207 SOMeCl X207 SO.sub.2 CF.sub.3Cl X207 BrCl X207 ICl X207 EtOCl X208 NO.sub.2Cl X208 MeOCl X208 CNCl X208 SMeCl X208 SOMeCl X208 SO.sub.2 CF.sub.3Cl X208 BrCl X208 ICl X208 EtOCl X209 NO.sub.2Cl X209 MeOCl X209 CNCl X209 SMeCl X209 SOMeCl X209 SO.sub.2 CF.sub.3Cl X209 BrCl X209 ICl X209 EtOCl X210 NO.sub.2Cl X210 MeOCl X210 CNCl X210 SMeCl X210 SOMeCl X210 SO.sub.2 CF.sub.3Cl X210 BrCl X210 ICl X210 EtOMe X201 NO.sub.2Me X201 MeOMe X201 CNMe X201 SMeMe X201 SOMeMe X201 SO.sub.2 CF.sub.3Me X201 BrMe X201 IMe X201 EtOMe X202 NO.sub.2Me X202 MeOMe X202 CNMe X202 SMeMe X202 SOMeMe X202 SO.sub.2 CF.sub.3Me X202 BrMe X202 IMe X202 EtOMe X205 NO.sub.2Me X205 MeOMe X205 CNMe X205 SMeMe X20 SOMeMe X205 SO.sub.2 CF.sub.3Me X205 BrMe X205 IMe X205 EtOMe X207 NO.sub.2Me X207 MeOMe X207 CNMe X207 SMeMe X207 SOMeMe X207 SO.sub.2 CF.sub.3Me X207 BrMe X207 IMe X207 EtOMe X208 NO.sub.2Me X208 MeOMe X208 CNMe X208 SMeMe X208 SOMeMe X208 SO.sub.2 CF.sub.3Me X208 BrMe X208 IMe X208 EtOMe X209 NO.sub.2Me X209 MeOMe X209 CNMe X209 SMeMe X209 SOMeMe X209 SO.sub.2 CF.sub.3Me X209 BrMe X209 IMe X209 EtOMe X210 NO.sub.2Me X210 MeOMe X210 CNMe X210 SMeMe X210 SOMeMe X210 SO.sub.2 CF.sub.3Me X210 BrMe X210 IMe X210 EtO______________________________________
TABLE 3______________________________________ ##STR9##X.sub.1 X.sub.2 X.sub.3______________________________________Cl X201 MsCl X201 ClCl X202 MsCl X202 ClCl X205 MsCl X205 ClCl X207 MsCl X207 ClCl X208 MsCl X208 ClCl X209 MsCl X209 ClCl X210 MsCl X210 ClCl X201 CF.sub.3Cl X202 CF.sub.3Cl X205 CF.sub.3Cl X207 CF.sub.3Cl X208 CF.sub.3Cl X209 CF.sub.3Cl X210 CF.sub.3Me X201 MsMe X201 ClMe X201 CF.sub.3Me X202 MsMe X202 ClMe X202 CF.sub.3Me X205 MsMe X205 ClMe X205 CF.sub.3Me X207 MsMe X207 ClMe X207 CF.sub.3Me X208 MsMe X208 ClMe X208 CF.sub.3Me X209 MsMe X209 ClMe X209 CF.sub.3Me X210 MsMe X210 ClMe X210 CF.sub.3Cl X203 MsCl X203 ClCl X203 CF.sub.3Cl X204 MsCl X204 ClCl X204 CF.sub.3Cl X206 MsCl X206 ClCl X206 CF.sub.3Cl X212 MsCl X212 ClCl X212 CF.sub.3Cl X213 MsCl X213 ClCl X213 CF.sub.3Cl X214 MsCl X214 ClCl X214 CF.sub.3Cl X216 MsCl X216 ClCl X216 CF.sub.3Cl X217 MsCl X217 ClCl X217 CF.sub.3Cl X218 MsCl X218 ClCl X218 CF.sub.3Cl X220 MsCl X220 ClCl X220 CF.sub.3Cl X222 MsCl X222 ClCl X222 CF.sub.3Cl X226 MsCl X226 ClCl X226 CF.sub.3Cl X227 MsCl X227 ClCl X227 CF.sub.3Me X203 MsMe X203 ClMe X203 CF.sub.3Me X204 MsMe X204 ClMe X204 CF.sub.3Me X206 MsMe X206 ClMe X206 CF.sub.3Me X212 MsMe X212 ClMe X212 CF.sub.3Me X213 MsMe X213 ClMe X213 CF.sub.3Me X214 MsMe X214 ClMe X214 CF.sub.3Me X216 MsMe X216 ClMe X216 CF.sub.3Me X217 MsMe X217 ClMe X217 CF.sub.3Me X218 MsMe X218 ClMe X218 CF.sub.3Me X220 MsMe X220 ClMe X220 CF.sub.3Me X222 MsMe X222 ClMe X222 CF.sub.3Me X226 MsMe X226 ClMe X226 CF.sub.3Me X227 MsMe X227 ClMe X227 CF.sub.3Cl X211 MsCl X211 ClCl X211 CF.sub.3Cl X215 MsCl X215 ClCl X215 CF.sub.3Cl X219 MsCl X219 ClCl X219 CF.sub.3Cl X221 MsCl X221 ClCl X221 CF.sub.3Cl X223 MsCl X223 ClCl X223 CF.sub.3Cl X224 MsCl X224 ClCl X224 CF.sub.3Cl X225 MsCl X225 ClCl X225 CF.sub.3Me X211 MsMe X211 ClMe X211 CF.sub.3Me X215 MsMe X215 ClMe X215 CF.sub.3Me X219 MsMe X219 ClMe X219 CF.sub.3Me X221 MsMe X221 ClMe X221 CF.sub.3Me X223 MsMe X223 ClMe X223 CF.sub.3Me X224 MsMe X224 ClMe X224 CF.sub.3Me X225 MsMe X225 ClMe X225 CF.sub.3NO.sub.2 X201 MsNO.sub.2 X201 ClNO.sub.2 X201 CF.sub.3NO.sub.2 X202 MsNO.sub.2 X202 ClNO.sub.2 X202 CF.sub.3NO.sub.2 X205 MsNO.sub.2 X205 ClNO.sub.2 X205 CF.sub.3NO.sub.2 X207 MsNO.sub.2 X207 ClNO.sub.2 X207 CF.sub.3NO.sub.2 X208 MsNO.sub.2 X208 ClNO.sub.2 X208 CF.sub.3NO.sub.2 X209 MsNO.sub.2 X209 ClNO.sub.2 X209 CF.sub.3NO.sub.2 X210 MsNO.sub.2 X210 ClNO.sub.2 X210 CF.sub.3Et X201 MsEt X201 ClEt X201 CF.sub.3Et X202 MsEt X202 ClEt X202 CF.sub.3Et X205 MsEt X205 ClEt X205 CF.sub.3Et X207 MsEt X207 ClEt X207 CF.sub.3Et X208 MsEt X208 ClEt X208 CF.sub.3Et X209 MsEt X209 ClEt X209 CF.sub.3Et X210 MsEt X210 ClEt X210 CF.sub.3i-Pr X201 Msi-Pr X201 Cli-Pr X201 CF.sub.3i-Pr X202 Msi-Pr X202 Cli-Pr X202 CF.sub.3i-Pr X205 Msi-Pr X205 Cli-Pr X205 CF.sub.3i-Pr X207 Msi-Pr X207 Cli-Pr X207 CF.sub.3i-Pr X208 Msi-Pr X208 Cli-Pr X208 CF.sub.3i-Pr X209 Msi-Pr X209 Cli-Pr X209 CF.sub.3i-Pr X210 Msi-Pr X210 Cli-Pr X210 CF.sub.3n-Pr X201 Msn-Pr X201 Cln-Pr X201 CF.sub.3n-Pr X202 Msn-Pr X202 Cln-Pr X202 CF.sub.3n-Pr X205 Msn-Pr X205 Cln-Pr X205 CF.sub.3n-Pr X207 Msn-Pr X207 Cln-Pr X207 CF.sub.3n-Pr X208 Msn-Pr X208 Cln-Pr X208 CF.sub.3n-Pr X209 Msn-Pr X209 Cln-Pr X209 CF.sub.3n-Pr X210 Msn-Pr X210 Cln-Pr X210 CF.sub.3CN X201 MsCN X201 ClCN X201 CF.sub.3CN X202 MsCN X202 ClCN X202 CF.sub.3CN X205 MsCN X205 ClCN X205 CF.sub.3CN X207 MsCN X207 ClCN X207 CF.sub.3CN X208 MsCN X208 ClCN X208 CF.sub.3CN X209 MsCN X209 ClCN X209 CF.sub.3CN X210 MsCN X210 ClCN X210 CF.sub.3CF.sub.3 X201 MsCF.sub.3 X201 ClCF.sub.3 X201 CF.sub.3CF.sub.3 X202 MsCF.sub.3 X202 ClCF.sub.3 X202 CF.sub.3CF.sub.3 X205 MsCF.sub.3 X205 ClCF.sub.3 X205 CF.sub.3CF.sub.3 X207 MsCF.sub.3 X207 ClCF.sub.3 X207 CF.sub.3CF.sub.3 X208 MsCF.sub.3 X208 ClCF.sub.3 X208 CF.sub.3CF.sub.3 X209 MsCF.sub.3 X209 ClCF.sub.3 X209 CF.sub.3CF.sub.3 X210 MsCF.sub.3 X210 ClCF.sub.3 X210 CF.sub.3F X201 MsF X201 ClF X201 CF.sub.3F X202 MsF X202 ClF X202 CF.sub.3F X205 MsF X205 ClF X205 CF.sub.3F X207 MsF X207 ClF X207 CF.sub.3F X208 MsF X208 ClF X208 CF.sub.3F X209 MsF X209 ClF X209 CF.sub.3F X210 MsF X210 ClF X210 CF.sub.3Br X201 MsBr X201 ClBr X201 CF.sub.3Br X202 MsBr X202 ClBr X202 CF.sub.3Br X205 MsBr X205 ClBr X205 CF.sub.3Br X207 MsBr X207 ClBr X207 CF.sub.3Br X208 MsBr X208 ClBr X208 CF.sub.3Br X209 MsBr X209 ClBr X209 CF.sub.3Br X210 MsBr X210 ClBr X210 CF.sub.3I X201 MsI X201 ClI X201 CF.sub.3I X202 MsI X202 ClI X202 CF.sub.3I X205 MsI X205 ClI X205 CF.sub.3I X207 MsI X207 ClI X207 CF.sub.3I X208 MsI X208 ClI X208 CF.sub.3I X209 MsI X209 ClI X209 CF.sub.3I X210 MsI X210 ClI X210 CF.sub.3MeO X201 MsMeO X201 ClMeO X201 CF.sub.3MeO X202 MsMeO X202 ClMeO X202 CF.sub.3MeO X205 MsMeO X205 ClMeO X205 CF.sub.3MeO X207 MsMeO X207 ClMeO X207 CF.sub.3MeO X208 MsMeO X208 ClMeO X208 CF.sub.3MeO X209 MsMeO X209 ClMeO X209 CF.sub.3MeO X210 MsMeO X210 ClMeO X210 CF.sub.3EtO X201 MsEtO X201 ClEtO X201 CF.sub.3EtO X202 MsEtO X202 ClEtO X202 CF.sub.3EtO X205 MsEtO X205 ClEtO X205 CF.sub.3EtO X207 MsEtO X207 ClEtO X207 CF.sub.3EtO X208 MsEtO X208 ClEtO X208 CF.sub.3EtO X209 MsEtO X209 ClEtO X209 CF.sub.3EtO X210 MsEtO X210 ClEtO X210 CF.sub.3i-PrO X201 Msi-PrO X201 Cli-PrO X201 CF.sub.3i-PrO X202 Msi-PrO X202 Cli-PrO X202 CF.sub.3i-PrO X205 Msi-PrO X205 Cli-PrO X205 CF.sub.3i-PrO X207 Msi-PrO X207 Cli-PrO X207 CF.sub.3i-PrO X208 Msi-PrO X208 Cli-PrO X208 CF.sub.3i-PrO X209 Msi-PrO X209 Cli-PrO X209 CF.sub.3i-PrO X210 Msi-PrO X210 Cli-PrO X210 CF.sub.3n-PrO X201 Msn-PrO X201 Cln-PrO X201 CF.sub.3n-PrO X202 Msn-PrO X202 Cln-PrO X202 CF.sub.3n-PrO X205 Msn-PrO X205 Cln-PrO X205 CF.sub.3n-PrO X207 Msn-PrO X207 Cln-PrO X207 CF.sub.3n-PrO X208 Msn-PrO X208 Cln-PrO X208 CF.sub.3n-PrO X209 Msn-PrO X209 Cln-PrO X209 CF.sub.3n-PrO X210 Msn-PrO X210 Cln-PrO X210 CF.sub.3CHF.sub.2 X201 MsCHF.sub.2 X201 ClCHF.sub.2 X201 CF.sub.3CHF.sub.2 X202 MsCHF.sub.2 X202 ClCHF.sub.2 X202 CF.sub.3CHF.sub.2 X205 MsCHF.sub.2 X205 ClCHF.sub.2 X205 CF.sub.3CHF.sub.2 X207 MsCHF.sub.2 X207 ClCHF.sub.2 X207 CF.sub.3CHF.sub.2 X208 MsCHF.sub.2 X208 ClCHF.sub.2 X208 CF.sub.3CHF.sub.2 X209 MsCHF.sub.2 X209 ClCHF.sub.2 X209 CF.sub.3CHF.sub.2 X210 MsCHF.sub.2 X210 ClCHF.sub.2 X210 CF.sub.3CH.sub.2 CF.sub.3 X201 MsCH.sub.2 CF.sub.3 X201 ClCH.sub.2 CF.sub.3 X201 CF.sub.3CH.sub.2 CF.sub.3 X202 MsCH.sub.2 CF.sub.3 X202 ClCH.sub.2 CF.sub.3 X202 CF.sub.3CH.sub.2 CF.sub.3 X205 MsCH.sub.2 CF.sub.3 X205 ClCH.sub.2 CF.sub.3 X205 CF.sub.3CH.sub.2 CF.sub.3 X207 MsCH.sub.2 CF.sub.3 X207 ClCH.sub.2 CF.sub.3 X207 CF.sub.3CH.sub.2 CF.sub.3 X208 MsCH.sub.2 CF.sub.3 X208 ClCH.sub.2 CF.sub.3 X208 CF.sub.3CH.sub.2 CF.sub.3 X209 MsCH.sub.2 CF.sub.3 X209 ClCH.sub.2 CF.sub.3 X209 CF.sub.3CH.sub.2 CF.sub.3 X210 MsCH.sub.2 CF.sub.3 X210 ClCH.sub.2 CF.sub.3 X210 CF.sub.3X201 X201 MsX201 X201 ClX201 X201 CF.sub.3X201 X202 MsX201 X202 ClX201 X202 CF.sub. 3X201 X205 MsX201 X205 ClX201 X205 CF.sub.3X201 X207 MsX201 X207 ClX201 X207 CF.sub.3X201 X208 MsX201 X208 ClX201 X208 CF.sub.3X201 X209 MsX201 X209 ClX201 X209 CF.sub.3X201 X210 MsX201 X210 ClX201 X210 CF.sub.3X201 X203 MsX201 X203 ClX201 X203 CF.sub.3X201 X204 MsX201 X204 ClX201 X204 CF.sub.3X201 X206 MsX201 X206 ClX201 X206 CF.sub.3X201 X212 MsX201 X212 ClX201 X212 CF.sub.3X201 X213 MsX201 X213 ClX201 X213 CF.sub.3X201 X214 MsX201 X214 ClX201 X214 CF.sub.3X201 X216 MsX201 X216 ClX201 X216 CF.sub.3X201 X217 MsX201 X217 ClX201 X217 CF.sub.3X201 X218 MsX201 X218 ClX201 X218 CF.sub.3X201 X220 MsX201 X220 ClX201 X220 CF.sub.3X201 X222 MsX201 X222 ClX201 X222 CF.sub.3X201 X226 MsX201 X226 ClX201 X226 CF.sub.3X201 X227 MsX201 X227 ClX201 X227 CF.sub.3X201 X228 MsX201 X228 ClX201 X228 CF.sub.3X201 X229 MsX201 X229 ClX201 X229 CF.sub. 3X201 X230 MsX201 X230 ClX201 X230 CF.sub.3X201 X231 MsX201 X231 ClX201 X231 CF.sub.3X201 X232 MsX201 X232 ClX201 X232 CF.sub.3X201 X233 MsX201 X233 ClX201 X233 CF.sub.3X201 X234 MsX201 X234 ClX201 X234 CF.sub.3X201 X235 MsX201 X235 ClX201 X235 CF.sub.3X202 X201 MsX202 X201 ClX202 X201 CF.sub.3X202 X202 MsX202 X202 ClX202 X202 CF.sub.3X202 X205 MsX202 X205 ClX202 X205 CF.sub.3X202 X207 MsX202 X207 ClX202 X207 CF.sub.3X202 X208 MsX202 X208 ClX202 X208 CF.sub.3X202 X209 MsX202 X209 ClX202 X209 CF.sub.3X202 X210 MsX202 X210 ClX202 X210 CF.sub.3X202 X203 MsX202 X203 ClX202 X203 CF.sub.3X202 X204 MsX202 X204 ClX202 X204 CF.sub.3X202 X206 MsX202 X206 ClX202 X206 CF.sub.3X202 X212 MsX202 X212 ClX202 X212 CF.sub.3X202 X213 MsX202 X213 ClX202 X213 CF.sub.3X202 X214 MsX202 X214 ClX202 X214 CF.sub.3X202 X216 MsX202 X216 ClX202 X216 CF.sub. 3X202 X217 MsX202 X217 ClX202 X217 CF.sub.3X202 X218 MsX202 X218 ClX202 X218 CF.sub.3X202 X220 MsX202 X220 ClX202 X220 CF.sub.3X202 X222 MsX202 X222 ClX202 X222 CF.sub.3X202 X226 MsX202 X226 ClX202 X226 CF.sub.3X202 X227 MsX202 X227 ClX202 X227 CF.sub.3X202 X228 MsX202 X228 ClX202 X228 CF.sub.3X202 X229 MsX202 X229 ClX202 X229 CF.sub.3X202 X230 MsX202 X230 ClX202 X230 CF.sub.3X202 X231 MsX202 X231 ClX202 X231 CF.sub.3X202 X232 MsX202 X232 ClX202 X232 CF.sub.3X202 X233 MsX202 X233 ClX202 X233 CF.sub.3X202 X234 MsX202 X234 ClX202 X234 CF.sub.3X202 X235 MsX202 X235 ClX202 X235 CF.sub.3X205 X201 MsX205 X201 ClX205 X201 CF.sub.3X205 X202 MsX205 X202 ClX205 X202 CF.sub.3X205 X205 MsX205 X205 ClX205 X205 CF.sub.3X205 X207 MsX205 X207 ClX205 X207 CF.sub.3X205 X208 MsX205 X208 ClX205 X208 CF.sub.3X205 X209 MsX205 X209 ClX205 X209 CF.sub. 3X205 X210 MsX205 X210 ClX205 X210 CF.sub.3X205 X203 MsX205 X203 ClX205 X203 CF.sub.3X205 X204 MsX205 X204 ClX205 X204 CF.sub.3X205 X206 MsX205 X206 ClX205 X206 CF.sub.3X205 X212 MsX205 X212 ClX205 X212 CF.sub.3X205 X213 MsX205 X213 ClX205 X213 CF.sub.3X205 X214 MsX205 X214 ClX205 X214 CF.sub.3X205 X216 MsX205 X216 ClX205 X216 CF.sub.3X205 X217 MsX205 X217 ClX205 X217 CF.sub.3X205 X218 MsX205 X218 ClX205 X218 CF.sub.3X205 X220 MsX205 X220 ClX205 X220 CF.sub.3X205 X222 MsX205 X222 ClX205 X222 CF.sub.3X205 X226 MsX205 X226 ClX205 X226 CF.sub.3X205 X227 MsX205 X227 ClX205 X227 CF.sub.3X205 X228 MsX205 X228 ClX205 X228 CF.sub.3X205 X229 MsX205 X229 ClX205 X229 CF.sub.3X205 X230 MsX205 X230 ClX205 X230 CF.sub.3X205 X231 MsX205 X231 ClX205 X231 CF.sub.3X205 X232 MsX205 X232 ClX205 X232 CF.sub.3X205 X233 MsX205 X233 ClX205 X233 CF.sub. 3X205 X234 MsX205 X234 ClX205 X234 CF.sub.3X207 X201 MsX207 X201 ClX207 X201 CF.sub.3X207 X202 MsX207 X202 ClX207 X202 CF.sub.3X207 X205 MsX207 X205 ClX207 X205 CF.sub.3X207 X207 MsX207 X207 ClX207 X207 CF.sub.3X207 X208 MsX207 X208 ClX207 X208 CF.sub.3X207 X209 MsX207 X209 ClX207 X209 CF.sub.3X207 X210 MsX207 X210 ClX207 X210 CF.sub.3X207 X203 MsX207 X203 ClX207 X203 CF.sub.3X207 X204 MsX207 X204 ClX207 X204 CF.sub.3X207 X206 MsX207 X206 ClX207 X206 CF.sub.3X207 X212 MsX207 X212 ClX207 X212 CF.sub.3X207 X213 MsX207 X213 ClX207 X213 CF.sub.3X207 X214 MsX207 X214 ClX207 X214 CF.sub.3X207 X216 MsX207 X216 ClX207 X216 CF.sub.3X207 X217 MsX207 X217 ClX207 X217 CF.sub.3X207 X218 MsX207 X218 ClX207 X218 CF.sub.3X207 X220 MsX207 X220 ClX207 X220 CF.sub.3X207 X222 MsX207 X222 ClX207 X222 CF.sub.3X207 X226 MsX207 X226 ClX207 X226 CF.sub. 3X207 X227 MsX207 X227 ClX207 X227 CF.sub.3X208 X201 MsX208 X201 ClX208 X201 CF.sub.3X208 X202 MsX208 X202 ClX208 X202 CF.sub.3X208 X205 MsX208 X205 ClX208 X205 CF.sub.3X208 X207 MsX208 X207 ClX208 X207 CF.sub.3X208 X208 MsX208 X208 ClX208 X208 CF.sub.3X208 X209 MsX208 X209 ClX208 X209 CF.sub.3X208 X210 MsX208 X210 ClX208 X210 CF.sub.3X208 X203 MsX208 X203 ClX208 X203 CF.sub.3X208 X204 MsX208 X204 ClX208 X204 CF.sub.3X208 X206 MsX208 X206 ClX208 X206 CF.sub.3X208 X212 MsX208 X212 ClX208 X212 CF.sub.3X208 X213 MsX208 X213 ClX208 X213 CF.sub.3X208 X214 MsX208 X214 ClX208 X214 CF.sub.3X208 X216 MsX208 X216 ClX208 X216 CF.sub.3X208 X217 MsX208 X217 ClX208 X217 CF.sub.3X208 X218 MsX208 X218 ClX208 X218 CF.sub.3X208 X220 MsX208 X220 ClX208 X220 CF.sub.3X208 X222 MsX208 X222 ClX208 X222 CF.sub.3X208 X226 MsX208 X226 ClX208 X226 CF.sub. 3X208 X227 MsX208 X227 ClX208 X227 CF.sub.3X209 X201 MsX209 X201 ClX209 X201 CF.sub.3X209 X202 MsX209 X202 ClX209 X202 CF.sub.3X209 X205 MsX209 X205 ClX209 X205 CF.sub.3X209 X207 MsX209 X207 ClX209 X207 CF.sub.3X209 X208 MsX209 X208 ClX209 X208 CF.sub.3X209 X209 MsX209 X209 ClX209 X209 CF.sub.3X209 X210 MsX209 X210 ClX209 X210 CF.sub.3X209 X203 MsX209 X203 ClX209 X203 CF.sub.3X209 X204 MsX209 X204 ClX209 X204 CF.sub.3X209 X206 MsX209 X206 ClX209 X206 CF.sub.3X209 X212 MsX209 X212 ClX209 X212 CF.sub.3X209 X213 MsX209 X213 ClX209 X213 CF.sub.3X209 X214 MsX209 X214 ClX209 X214 CF.sub.3X209 X216 MsX209 X216 ClX209 X216 CF.sub.3X209 X217 MsX209 X217 ClX209 X217 CF.sub.3X209 X218 MsX209 X218 ClX209 X218 CF.sub.3X209 X220 MsX209 X220 ClX209 X220 CF.sub.3X209 X222 MsX209 X222 ClX209 X222 CF.sub.3X209 X226 MsX209 X226 ClX209 X226 CF.sub. 3X209 X227 MsX209 X227 ClX209 X227 CF.sub.3X210 X201 MsX210 X201 ClX210 X201 CF.sub.3X210 X202 MsX210 X202 ClX210 X202 CF.sub.3X210 X205 MsX210 X205 ClX210 X205 CF.sub.3X210 X207 MsX210 X207 ClX210 X207 CF.sub.3X210 X208 MsX210 X208 ClX210 X208 CF.sub.3X210 X209 MsX210 X209 ClX210 X209 CF.sub.3X210 X210 MsX210 X210 ClX210 X210 CF.sub.3X210 X203 MsX210 X203 ClX210 X203 CF.sub.3X210 X204 MsX210 X204 ClX210 X204 CF.sub.3X210 X206 MsX210 X206 ClX210 X206 CF.sub.3X210 X212 MsX210 X212 ClX210 X212 CF.sub.3X210 X213 MsX210 X213 ClX210 X213 CF.sub.3X210 X214 MsX210 X214 ClX210 X214 CF.sub.3X210 X216 MsX210 X216 ClX210 X216 CF.sub.3X210 X217 MsX210 X217 ClX210 X217 CF.sub.3X210 X218 MsX210 X218 ClX210 X218 CF.sub.3X210 X220 MsX210 X220 ClX210 X220 CF.sub.3X210 X222 MsX210 X222 ClX210 X222 CF.sub.3X210 X226 MsX210 X226 ClX210 X226 CF.sub. 3X210 X227 MsX210 X227 ClX210 X227 CF.sub.3Cl X201 NO.sub.2Cl X201 MeOCl X201 CNCl X201 SMeCl X201 SOMeCl X201 SO.sub.2 CF.sub.3Cl X201 BrCl X201 ICl X201 EtOCl X202 NO.sub.2Cl X202 MeOCl X202 CNCl X202 SMeCl X202 SOMeCl X202 SO.sub.2 CF.sub.3Cl X202 BrCl X202 ICl X202 EtOCl X205 NO.sub.2Cl X205 MeOCl X205 CNCl X205 SMeCl X205 SOMeCl X205 SO.sub.2 CF.sub.3Cl X205 BrCl X205 ICl X205 EtOCl X207 NO.sub.2Cl X207 MeOCl X207 CNCl X207 SMeCl X207 SOMeCl X207 SO.sub.2 CF.sub.3Cl X207 BrCl X207 ICl X207 EtOCl X208 NO.sub.2Cl X208 MeOCl X208 CNCl X208 SMeCl X208 SOMeCl X208 SO.sub.2 CF.sub.3Cl X208 BrCl X208 ICl X208 EtOCl X209 NO.sub.2Cl X209 MeOCl X209 CNCl X209 SMeCl X209 SOMeCl X209 SO.sub.2 CF.sub.3Cl X209 BrCl X209 ICl X209 EtOCl X210 NO2Cl X210 MeOCl X210 CNCl X210 SMeCl X210 SOMeCl X210 SO.sub.2 CF.sub.3Cl X210 BrCl X210 ICl X210 EtOMe X201 NO.sub.2Me X201 MeOMe X201 CNMe X201 SMeMe X201 SOMeMe X201 SO.sub.2 CF.sub.3Me X201 BrMe X201 IMe X201 EtOMe X202 NO.sub.2Me X202 MeOMe X202 CNMe X202 SMeMe X202 SOMeMe X202 SO.sub.2 CF.sub.3Me X202 BrMe X202 IMe X202 EtOMe X205 NO.sub.2Me X205 MeOMe X205 CNMe X205 SMeMe X205 SOMeMe X205 SO.sub.2 CF.sub.3Me X205 BrMe X205 IMe X205 EtOMe X207 NO.sub.2Me X207 MeOMe X207 CNMe X207 SMeMe X207 SOMeMe X207 SO.sub.2 CF.sub.3Me X207 BrMe X207 IMe X207 EtOMe X208 NO.sub.2Me X208 MeOMe X208 CNMe X208 SMeMe X208 SOMeMe X208 SO.sub.2 CF.sub.3Me X208 BrMe X208 IMe X208 EtOMe X209 NO.sub.2Me X209 MeOMe X209 CNMe X209 SMeMe X209 SOMeMe X209 SO.sub.2 CF.sub.3Me X209 BrMe X209 IMe X209 EtOMe X210 NO.sub.2Me X210 MeOMe X210 CNMe X210 SMeMe X210 SOMeMe X210 SO.sub.2 CF.sub.3Me X210 BrMe X210 IMe X210 EtO______________________________________
TABLE 4______________________________________ ##STR10##X.sub.1 X.sub.2 X.sub.3______________________________________Cl X201 MsCl X201 ClCl X202 MsCl X202 ClCl X205 MsCl X205 ClCl X207 MsCl X207 ClCl X208 MsCl X208 ClCl X209 MsCl X209 ClCl X210 MsCl X210 ClCl X201 CF.sub.3Cl X202 CF.sub.3Cl X205 CF.sub.3Cl X207 CF.sub.3Cl X208 CF.sub.3Cl X209 CF.sub.3Cl X210 CF.sub.3Me X201 MsMe X201 ClMe X201 CF.sub.3Me X202 MsMe X202 ClMe X202 CF.sub.3Me X205 MsMe X205 ClMe X205 CF.sub.3Me X207 MsMe X207 ClMe X207 CF.sub.3Me X208 MsMe X208 ClMe X208 CF.sub.3Me X209 MsMe X209 ClMe X209 CF.sub.3Me X210 MsMe X210 ClMe X210 CF.sub.3Cl X203 MsCl X203 ClCl X203 CF.sub.3Cl X204 MsCl X204 ClCl X204 CF.sub.3Cl X206 MsCl X206 ClCl X206 CF.sub.3Cl X212 MsCl X212 ClCl X212 CF.sub.3Cl X213 MsCl X213 ClCl X213 CF.sub.3Cl X214 MsCl X214 ClCl X214 CF.sub.3Cl X216 MsCl X216 ClCl X216 CF.sub.3Cl X217 MsCl X217 ClCl X217 CF.sub.3Cl X218 MsCl X218 ClCl X218 CF.sub.3Cl X220 MsCl X220 ClCl X220 CF.sub.3Cl X222 MsCl X222 ClCl X222 CF.sub.3Cl X226 MsCl X226 ClCl X226 CF.sub.3Cl X227 MsCl X227 ClCl X227 CF.sub.3Me X203 MsMe X203 ClMe X203 CF.sub.3Me X204 MsMe X204 ClMe X204 CF.sub.3Me X206 MsMe X206 ClMe X206 CF.sub.3Me X212 MsMe X212 ClMe X212 CF.sub.3Me X213 MsMe X213 ClMe X213 CF.sub.3Me X214 MsMe X214 ClMe X214 CF.sub.3Me X216 MsMe X216 ClMe X216 CF.sub.3Me X217 MsMe X217 ClMe X217 CF.sub.3Me X218 MsMe X218 ClMe X218 CF.sub.3Me X220 MsMe X220 ClMe X220 CF.sub.3Me X222 MsMe X222 ClMe X222 CF.sub.3Me X226 MsMe X226 ClMe X226 CF.sub.3Me X227 MsMe X227 ClMe X227 CF.sub.3Cl X211 MsCl X211 ClCl X211 CF.sub.3Cl X215 MsCl X215 ClCl X215 CF.sub.3Cl X219 MsCl X219 ClCl X219 CF.sub.3Cl X221 MsCl X221 ClCl X221 CF.sub.3Cl X223 MsCl X223 ClCl X223 CF.sub.3Cl X224 MsCl X224 ClCl X224 CF.sub.3Cl X225 MsCl X225 ClCl X225 CF.sub.3Me X211 MsMe X211 ClMe X211 CF.sub.3Me X215 MsMe X215 ClMe X215 CF.sub.3Me X219 MsMe X219 ClMe X219 CF.sub.3Me X221 MsMe X221 ClMe X221 CF.sub.3Me X223 MsMe X223 ClMe X223 CF.sub.3Me X224 MsMe X224 ClMe X224 CF.sub.3Me X225 MsMe X225 ClMe X225 CF.sub.3NO.sub.2 X201 MsNO.sub.2 X201 ClNO.sub.2 X201 CF.sub.3NO.sub.2 X202 MsNO.sub.2 X202 ClNO.sub.2 X202 CF.sub.3NO.sub.2 X205 MsNO.sub.2 X205 ClNO.sub.2 X205 CF.sub.3NO.sub.2 X207 MsNO.sub.2 X207 ClNO.sub.2 X207 CF.sub.3NO.sub.2 X208 MsNO.sub.2 X208 ClNO.sub.2 X208 CF.sub.3NO.sub.2 X209 MsNO.sub.2 X209 ClNO.sub.2 X209 CF.sub.3NO.sub.2 X210 MsNO.sub.2 X210 ClNO.sub.2 X210 CF.sub.3Et X201 MsEt X201 ClEt X201 CF.sub.3Et X202 MsEt X202 ClEt X202 CF.sub.3Et X205 MsEt X205 ClEt X205 CF.sub.3Et X207 MsEt X207 ClEt X207 CF.sub.3Et X208 MsEt X208 ClEt X208 CF.sub.3Et X209 MsEt X209 ClEt X209 CF.sub.3Et X210 MsEt X210 ClEt X210 CF.sub.3i-Pr X201 Msi-Pr X201 Cli-Pr X201 CF.sub.3i-Pr X202 Msi-Pr X202 Cli-Pr X202 CF.sub.3i-Pr X205 Msi-Pr X205 Cli-Pr X205 CF.sub.3i-Pr X207 Msi-Pr X207 Cli-Pr X207 CF.sub.3i-Pr X208 Msi-Pr X208 Cli-Pr X208 CF.sub.3i-Pr X209 Msi-Pr X209 Cli-Pr X209 CF.sub.3i-Pr X210 Msi-Pr X210 Cli-Pr X210 CF.sub.3n-Pr X201 Msn-Pr X201 Cln-Pr X201 CF.sub.3n-Pr X202 Msn-Pr X202 Cln-Pr X202 CF.sub.3n-Pr X205 Msn-Pr X205 Cln-Pr X205 CF.sub.3n-Pr X207 Msn-Pr X207 Cln-Pr X207 CF.sub.3n-Pr X208 Msn-Pr X208 Cln-Pr X208 CF.sub.3n-Pr X209 Msn-Pr X209 Cln-Pr X209 CF.sub.3n-Pr X210 Msn-Pr X210 Cln-Pr X210 CF.sub.3CN X201 MsCN X201 ClCN X201 CF.sub.3CN X202 MsCN X202 ClCN X202 CF.sub.3CN X205 MsCN X205 ClCN X205 CF.sub.3CN X207 MsCN X207 ClCN X207 CF.sub.3CN X208 MsCN X208 ClCN X208 CF.sub.3CN X209 MsCN X209 ClCN X209 CF.sub.3CN X210 MsCN X210 ClCN X210 CF.sub.3CF.sub.3 X201 MsCF.sub.3 X201 ClCF.sub.3 X201 CF.sub.3CF.sub.3 X202 MsCF.sub.3 X202 ClCF.sub.3 X202 CF.sub.3CF.sub.3 X205 MsCF.sub.3 X205 ClCF.sub.3 X205 CF.sub.3CF.sub.3 X207 MsCF.sub.3 X207 ClCF.sub.3 X207 CF.sub.3CF.sub.3 X208 MsCF.sub.3 X208 ClCF.sub.3 X208 CF.sub.3CF.sub.3 X209 MsCF.sub.3 X209 ClCF.sub.3 X209 CF.sub.3CF.sub.3 X210 MsCF.sub.3 X210 ClCF.sub.3 X210 CF.sub.3F X201 MsF X201 ClF X201 CF.sub.3F X202 MsF X202 ClF X202 CF.sub.3F X205 MsF X205 ClF X205 CF.sub.3F X207 MsF X207 ClF X207 CF.sub.3F X208 MsF X208 ClF X208 CF.sub.3F X209 MsF X209 ClF X209 CF.sub.3F X210 MsF X210 ClF X210 CF.sub.3Br X201 MsBr X201 ClBr X201 CF.sub.3Br X202 MsBr X202 ClBr X202 CF.sub.3Br X205 MsBr X205 ClBr X205 CF.sub.3Br X207 MsBr X207 ClBr X207 CF.sub.3Br X208 MsBr X208 ClBr X208 CF.sub.3Br X209 MsBr X209 ClBr X209 CF.sub. 3Br X210 MsBr X210 ClBr X210 CF.sub.3I X201 MsI X201 ClI X201 CF.sub.3I X202 MsI X202 ClI X202 CF.sub.3I X205 MsI X205 ClI X205 CF.sub.3I X207 MsI X207 ClI X207 CF.sub.3I X208 MsI X208 ClI X208 CF.sub.3I X209 MsI X209 ClI X209 CF.sub.3I X210 MsI X210 ClI X210 CF.sub.3MeO X201 MsMeO X201 ClMeO X201 CF.sub.3MeO X202 MsMeO X202 ClMeO X202 CF.sub.3MeO X205 MsMeO X205 ClMeO X205 CF.sub.3MeO X207 MsMeO X207 ClMeO X207 CF.sub.3MeO X208 MsMeO X208 ClMeO X208 CF.sub.3MeO X209 MsMeO X209 ClMeO X209 CF.sub.3MeO X210 MsMeO X210 ClMeO X210 CF.sub.3EtO X201 MsEtO X201 ClEtO X201 CF.sub.3EtO X202 MsEtO X202 ClEtO X202 CF.sub.3EtO X205 MsEtO X205 ClEtO X205 CF.sub.3EtO X207 MsEtO X207 ClEtO X207 CF.sub.3EtO X208 MsEtO X208 ClEtO X208 CF.sub. 3EtO X209 MsEtO X209 ClEtO X209 CF.sub.3EtO X210 MsEtO X210 ClEtO X210 CF.sub.3i-PrO X201 Msi-PrO X201 Cli-PrO X201 CF.sub.3i-PrO X202 Msi-PrO X202 Cli-PrO X202 CF.sub.3i-PrO X205 Msi-PrO X205 Cli-PrO X205 CF.sub.3i-PrO X207 Msi-PrO X207 Cli-PrO X207 CF.sub.3i-PrO X208 Msi-PrO X208 Cli-PrO X208 CF.sub.3i-PrO X209 Msi-PrO X209 Cli-PrO X209 CF.sub.3i-PrO X210 Msi-PrO X210 Cli-PrO X210 CF.sub.3n-PrO X201 Msn-PrO X201 Cln-PrO X201 CF.sub.3n-PrO X202 Msn-PrO X202 Cln-PrO X202 CF.sub.3n-PrO X205 Msn-PrO X205 Cln-PrO X205 CF.sub.3n-PrO X207 Msn-PrO X207 Cln-PrO X207 CF.sub.3n-PrO X208 Msn-PrO X208 Cln-PrO X208 CF.sub.3n-PrO X209 Msn-PrO X209 Cln-PrO X209 CF.sub.3n-PrO X210 Msn-PrO X210 Cln-PrO X210 CF.sub.3CHF.sub.2 X201 MsCHF.sub.2 X201 ClCHF.sub.2 X201 CF.sub.3CHF.sub.2 X202 MsCHF.sub.2 X202 ClCHF.sub.2 X202 CF.sub.3CHF.sub.2 X205 MsCHF.sub.2 X205 ClCHF.sub.2 X205 CF.sub.3CHF.sub.2 X207 MsCHF.sub.2 X207 ClCHF.sub.2 X207 CF.sub.3CHF.sub.2 X208 MsCHF.sub.2 X208 ClCHF.sub.2 X208 CF.sub.3CHF.sub.2 X209 MsCHF.sub.2 X209 ClCHF.sub.2 X209 CF.sub.3CHF.sub.2 X210 MsCHF.sub.2 X210 ClCHF.sub.2 X210 CF.sub.3CH.sub.2 CF.sub.3 X201 MsCH.sub.2 CF.sub.3 X201 ClCH.sub.2 CF.sub.3 X201 CF.sub.3CH.sub.2 CF.sub.3 X202 MsCH.sub.2 CF.sub.3 X202 ClCH.sub.2 CF.sub.3 X202 CF.sub.3CH.sub.2 CF.sub.3 X205 MsCH.sub.2 CF.sub.3 X205 ClCH.sub.2 CF.sub.3 X205 CF.sub.3CH.sub.2 CF.sub.3 X207 MsCH.sub.2 CF.sub.3 X207 ClCH.sub.2 CF.sub.3 X207 CF.sub.3CH.sub.2 CF.sub.3 X208 MsCH.sub.2 CF.sub.3 X208 ClCH.sub.2 CF.sub.3 X208 CF.sub.3CH.sub.2 CF.sub.3 X209 MsCH.sub.2 CF.sub.3 X209 ClCH.sub.2 CF.sub.3 X209 CF.sub.3CH.sub.2 CF.sub.3 X210 MsCH.sub.2 CF.sub.3 X210 ClCH.sub.2 CF.sub.3 X210 CF.sub.3X201 X201 MsX201 X201 ClX201 X201 CF.sub.3X201 X202 MsX201 X202 ClX201 X202 CF.sub.3X201 X205 MsX201 X205 ClX201 X205 CF.sub.3X201 X207 MsX201 X207 ClX201 X207 CF.sub.3X201 X208 MsX201 X208 ClX201 X208 CF.sub.3X201 X209 MsX201 X209 ClX201 X209 CF.sub.3X201 X210 MsX201 X210 ClX201 X210 CF.sub.3X201 X203 MsX201 X203 ClX201 X203 CF.sub.3X201 X204 MsX201 X204 ClX201 X204 CF.sub.3X201 X206 MsX201 X206 ClX201 X206 CF.sub.3X201 X212 MsX201 X212 ClX201 X212 CF.sub.3X201 X213 MsX201 X213 ClX201 X213 CF.sub.3X201 X214 MsX201 X214 ClX201 X214 CF.sub.3X201 X216 MsX201 X216 ClX201 X216 CF.sub.3X201 X217 MsX201 X217 ClX201 X217 CF.sub.3X201 X218 MsX201 X218 ClX201 X218 CF.sub.3X201 X220 MsX201 X220 ClX201 X220 CF.sub.3X201 X222 MsX201 X222 ClX201 X222 CF.sub.3X201 X226 MsX201 X226 ClX201 X226 CF.sub.3X201 X227 MsX201 X227 ClX201 X227 CF.sub.3X201 X228 MsX201 X228 ClX201 X228 CF.sub.3X201 X229 MsX201 X229 ClX201 X229 CF.sub.3X201 X230 MsX201 X230 ClX201 X230 CF.sub.3X201 X231 MsX201 X231 ClX201 X231 CF.sub.3X201 X232 MsX201 X232 ClX201 X232 CF.sub.3X201 X233 MsX201 X233 ClX201 X233 CF.sub.3X201 X234 MsX201 X234 ClX201 X234 CF.sub.3X201 X235 MsX201 X235 ClX201 X235 CF.sub.3X202 X201 MsX202 X201 ClX202 X201 CF.sub.3X202 X202 MsX202 X202 ClX202 X202 CF.sub.3X202 X205 MsX202 X205 ClX202 X205 CF.sub.3X202 X207 MsX202 X207 ClX202 X207 CF.sub.3X202 X208 MsX202 X208 ClX202 X208 CF.sub.3X202 X209 MsX202 X209 ClX202 X209 CF.sub.3X202 X210 MsX202 X210 ClX202 X210 CF.sub.3X202 X203 MsX202 X203 ClX202 X203 CF.sub.3X202 X204 MsX202 X204 ClX202 X204 CF.sub.3X202 X206 MsX202 X206 ClX202 X206 CF.sub.3X202 X212 MsX202 X212 ClX202 X212 CF.sub.3X202 X213 MsX202 X213 ClX202 X213 CF.sub.3X202 X214 MsX202 X214 ClX202 X214 CF.sub.3X202 X216 MsX202 X216 ClX202 X216 CF.sub.3X202 X217 MsX202 X217 ClX202 X217 CF.sub.3X202 X218 MsX202 X218 ClX202 X218 CF.sub.3X202 X220 MsX202 X220 ClX202 X220 CF.sub.3X202 X222 MsX202 X222 ClX202 X222 CF.sub.3X202 X226 MsX202 X226 ClX202 X226 CF.sub.3X202 X227 MsX202 X227 ClX202 X227 CF.sub.3X202 X228 MsX202 X228 ClX202 X228 CF.sub.3X202 X229 MsX202 X229 ClX202 X229 CF.sub.3X202 X230 MsX202 X230 ClX202 X230 CF.sub.3X202 X231 MsX202 X231 ClX202 X231 CF.sub.3X202 X232 MsX202 X232 ClX202 X232 CF.sub.3X202 X233 MsX202 X233 ClX202 X233 CF.sub.3X202 X234 MsX202 X234 ClX202 X234 CF.sub.3X202 X235 MsX202 X235 ClX202 X235 CF.sub.3X205 X201 MsX205 X201 ClX205 X201 CF.sub.3X205 X202 MsX205 X202 ClX205 X202 CF.sub.3X205 X205 MsX205 X205 ClX205 X205 CF.sub.3X205 X207 MsX205 X207 ClX205 X207 CF.sub.3X205 X208 MsX205 X208 ClX205 X208 CF.sub.3X205 X209 MsX205 X209 ClX205 X209 CF.sub.3X205 X210 MsX205 X210 ClX205 X210 CF.sub.3X205 X203 MsX205 X203 ClX205 X203 CF.sub.3X205 X204 MsX205 X204 ClX205 X204 CF.sub.3X205 X206 MsX205 X206 ClX205 X206 CF.sub.3X205 X212 MsX205 X212 ClX205 X212 CF.sub.3X205 X213 MsX205 X213 ClX205 X213 CF.sub.3X205 X214 MsX205 X214 ClX205 X214 CF.sub.3X205 X216 MsX205 X216 ClX205 X216 CF.sub.3X205 X217 MsX205 X217 ClX205 X217 CF.sub.3X205 X218 MsX205 X218 ClX205 X218 CF.sub.3X205 X220 MsX205 X220 ClX205 X220 CF.sub.3X205 X222 MsX205 X222 ClX205 X222 CF.sub.3X205 X226 MsX205 X226 ClX205 X226 CF.sub.3X205 X227 MsX205 X227 ClX205 X227 CF.sub.3X205 X228 MsX205 X228 ClX205 X228 CF.sub.3X205 X229 MsX205 X229 ClX205 X229 CF.sub.3X205 X230 MsX205 X230 ClX205 X230 CF.sub.3X205 X231 MsX205 X231 ClX205 X231 CF.sub.3X205 X232 MsX205 X232 ClX205 X232 CF.sub.3X205 X233 MsX205 X233 ClX205 X233 CF.sub.3X205 X234 MsX205 X234 ClX205 X234 CF.sub.3X207 X201 MsX207 X201 ClX207 X201 CF.sub.3X207 X202 MsX207 X202 ClX207 X202 CF.sub.3X207 X205 MsX207 X205 ClX207 X205 CF.sub.3X207 X207 MsX207 X207 ClX207 X207 CF.sub.3X207 X208 MsX207 X208 ClX207 X208 CF.sub.3X207 X209 MsX207 X209 ClX207 X209 CF.sub.3X207 X210 MsX207 X210 ClX207 X210 CF.sub.3X207 X203 MsX207 X203 ClX207 X203 CF.sub.3X207 X204 MsX207 X204 ClX207 X204 CF.sub.3X207 X206 MsX207 X206 ClX207 X206 CF.sub.3X207 X212 MsX207 X212 ClX207 X212 CF.sub.3X207 X213 MsX207 X213 ClX207 X213 CF.sub.3X207 X214 MsX207 X214 ClX207 X214 CF.sub.3X207 X216 MsX207 X216 ClX207 X216 CF.sub.3X207 X217 MsX207 X217 ClX207 X217 CF.sub.3X207 X218 MsX207 X218 ClX207 X218 CF.sub.3X207 X220 MsX207 X220 ClX207 X220 CF.sub.3X207 X222 MsX207 X222 ClX207 X222 CF.sub.3X207 X226 MsX207 X226 ClX207 X226 CF.sub.3X207 X227 MsX207 X227 ClX207 X227 CF.sub.3X208 X201 MsX208 X201 ClX208 X201 CF.sub.3X208 X202 MsX208 X202 ClX208 X202 CF.sub.3X208 X205 MsX208 X205 ClX208 X205 CF.sub.3X208 X207 MsX208 X207 ClX208 X207 CF.sub.3X208 X208 MsX208 X208 ClX208 X208 CF.sub.3X208 X209 MsX208 X209 ClX208 X209 CF.sub.3X208 X210 MsX208 X210 ClX208 X210 CF.sub.3X208 X203 MsX208 X203 ClX208 X203 CF.sub.3X208 X204 MsX208 X204 ClX208 X204 CF.sub.3X208 X206 MsX208 X206 ClX208 X206 CF.sub.3X208 X212 MsX208 X212 ClX208 X212 CF.sub.3X208 X213 MsX208 X213 ClX208 X213 CF.sub.3X208 X214 MsX208 X214 ClX208 X214 CF.sub.3X208 X216 MsX208 X216 ClX208 X216 CF.sub.3X208 X217 MsX208 X217 ClX208 X217 CF.sub.3X208 X218 MsX208 X218 ClX208 X218 CF.sub.3X208 X220 MsX208 X220 ClX208 X220 CF.sub.3X208 X222 MsX208 X222 ClX208 X222 CF.sub.3X208 X226 MsX208 X226 ClX208 X226 CF.sub.3X208 X227 MsX208 X227 ClX208 X227 CF.sub.3X209 X201 MsX209 X201 ClX209 X201 CF.sub.3X209 X202 MsX209 X202 ClX209 X202 CF.sub.3X209 X205 MsX209 X205 ClX209 X205 CF.sub.3X209 X207 MsX209 X207 ClX209 X207 CF.sub.3X209 X208 MsX209 X208 ClX209 X208 CF.sub.3X209 X209 MsX209 X209 ClX209 X209 CF.sub.3X209 X210 MsX209 X210 ClX209 X210 CF.sub.3X209 X203 MsX209 X203 ClX209 X203 CF.sub.3X209 X204 MsX209 X204 ClX209 X204 CF.sub.3X209 X206 MsX209 X206 ClX209 X206 CF.sub.3X209 X212 MsX209 X212 ClX209 X212 CF.sub.3X209 X213 MsX209 X213 ClX209 X213 CF.sub.3X209 X214 MsX209 X214 ClX209 X214 CF.sub.3X209 X216 MsX209 X216 ClX209 X216 CF.sub.3X209 X217 MsX209 X217 ClX209 X217 CF.sub.3X209 X218 MsX209 X218 ClX209 X218 CF.sub.3X209 X220 MsX209 X220 ClX209 X220 CF.sub.3X209 X222 MsX209 X222 ClX209 X222 CF.sub.3X209 X226 MsX209 X226 ClX209 X226 CF.sub.3X209 X227 MsX209 X227 ClX209 X227 CF.sub.3X210 X201 MsX210 X201 ClX210 X201 CF.sub.3X210 X202 MsX210 X202 ClX210 X202 CF.sub.3X210 X205 MsX210 X205 ClX210 X205 CF.sub.3X210 X207 MsX210 X207 ClX210 X207 CF.sub.3X210 X208 MsX210 X208 ClX210 X208 CF.sub.3X210 X209 MsX210 X209 ClX210 X209 CF.sub.3X210 X210 MsX210 X210 ClX210 X210 CF.sub.3X210 X203 MsX210 X203 ClX210 X203 CF.sub.3X210 X204 MsX210 X204 ClX210 X204 CF.sub.3X210 X206 MsX210 X206 ClX210 X206 CF.sub.3X210 X212 MsX210 X212 ClX210 X212 CF.sub.3X210 X213 MsX210 X213 ClX210 X213 CF.sub.3X210 X214 MsX210 X214 ClX210 X214 CF.sub.3X210 X216 MsX210 X216 ClX210 X216 CF.sub.3X210 X217 MsX210 X217 ClX210 X217 CF.sub.3X210 X218 MsX210 X218 ClX210 X218 CF.sub.3X210 X220 MsX210 X220 ClX210 X220 CF.sub.3X210 X222 MsX210 X222 ClX210 X222 CF.sub.3X210 X226 MsX210 X226 ClX210 X226 CF.sub.3X210 X227 MsX210 X227 ClX210 X227 CF.sub.3Cl X201 NO.sub.2Cl X201 MeOCl X201 CNCl X201 SMeCl X201 SOMeCl X201 SO.sub.2 CF.sub.3Cl X201 BrCl X201 ICl X201 EtOCl X202 NO.sub.2Cl X202 MeOCl X202 CNCl X202 SMeCl X202 SOMeCl X202 SO.sub.2 CF.sub.3Cl X202 BrCl X202 ICl X202 EtOCl X205 NO.sub.2Cl X205 MeOCl X205 CNCl X205 SMeCl X205 SOMeCl X205 SO.sub.2 CF.sub.3Cl X205 BrCl X205 ICl X205 EtOCl X207 NO.sub.2Cl X207 MeOCl X207 CNCl X207 SMeCl X207 SOMeCl X207 SO.sub.2 CF.sub.3Cl X207 BrCl X207 ICl X207 EtOCl X208 NO.sub.2Cl X208 MeOCl X208 CNCl X208 SMeCl X208 SOMeCl X208 SO.sub.2 CF.sub.3Cl X208 BrCl X208 ICl X208 EtOCl X209 NO.sub.2Cl X209 MeOCl X209 CNCl X209 SMeCl X209 SOMeCl X209 SO.sub.2 CF.sub.3Cl X209 BrCl X209 ICl X209 EtOCl X210 NO.sub.2Cl X210 MeOCl X210 CNCl X210 SMeCl X210 SOMeCl X210 SO.sub.2 CF.sub.3Cl X210 BrCl X210 ICl X210 EtOMe X201 NO.sub.2Me X201 MeOMe X201 CNMe X201 SMeMe X201 SOMeMe X201 SO.sub.2 CF.sub.3Me X201 BrMe X201 IMe X201 EtOMe X202 NO.sub.2Me X202 MeOMe X202 CNMe X202 SMeMe X202 SOMeMe X202 SO.sub.2 CF.sub.3Me X202 BrMe X202 IMe X202 EtOMe X205 NO.sub.2Me X205 MeOMe X205 CNMe X205 SMeMe X205 SOMeMe X205 SO.sub.2 CF.sub.3Me X205 BrMe X205 IMe X205 EtOMe X207 NO.sub.2Me X207 MeOMe X207 CNMe X207 SMeMe X207 SOMeMe X207 SO.sub.2 CF.sub.3Me X207 BrMe X207 IMe X207 EtOMe X208 NO.sub.2Me X208 MeOMe X208 CNMe X208 SMeMe X208 SOMeMe X208 SO.sub.2 CF.sub.3Me X208 BrMe X208 IMe X208 EtOMe X209 NO.sub.2Me X209 MeOMe X209 CNMe X209 SMeMe X209 SOMeMe X209 SO.sub.2 CF.sub.3Me X209 BrMe X209 IMe X209 EtOMe X210 NO.sub.2Me X210 MeOMe X210 CNMe X210 SMeMe X210 SOMeMe X210 SO.sub.2 CF.sub.3Me X210 BrMe X210 IMe X210 EtO______________________________________
TABLE 5______________________________________ ##STR11##X.sub.1 X.sub.3 X.sub.4 R.sub.1______________________________________Cl SO.sub.2 Me H HCl SO.sub.2 Me H MeCl SO.sub.2 Me H EtCl SO.sub.2 Me H Pr-iCl SO.sub.2 Me H Pr-nCl SO.sub.2 Me H Bu-tCl SO.sub.2 Me H CH.sub.2 CCHCl SO.sub.2 Me H CH.sub.2 CCH.sub.2Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeCl SO.sub.2 Me H CH.sub.2 CH.sub.2 ClCl SO.sub.2 Me H CH.sub.2 CF.sub.3Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 CNCl SO.sub.2 Me F MeCl SO.sub.2 Me F EtCl SO.sub.2 Me F Pr-iCl SO.sub.2 Me Cl MeCl SO.sub.2 Me Cl EtCl SO.sub.2 Me Cl Pr-iCl SO.sub.2 Me Me MeCl SO.sub.2 Me Me EtCl SO.sub.2 Me OMe MeCl SO.sub.2 Me OMe EtCl SO.sub.2 Me OMe Pr-iCl SOMe H MeCl SOMe H EtCl SOMe H Pr-iCl SMe H MeCl SMe H EtCl SMe H Pr-iCl SO.sub.2 CF.sub.3 H MeCl SO.sub.2 CF.sub.3 H EtCl SO.sub.2 CF.sub.3 H Pr-iCl SO.sub.2 CF.sub.3 H Pr-nCl SOCF.sub.3 H MeCl SOCF.sub.3 H EtCl SOCF.sub.3 H Pr-iCl SCF.sub.3 H MeCl SCF.sub.3 H EtCl SCF.sub.3 H Pr-iCl Cl H MeCl Cl H EtCl Cl H Pr-iCl Cl H Pr-nCl Br H MeCl Br H EtCl Br H Pr-iCl NO.sub.2 H MeCl NO.sub.2 H EtCl NO.sub.2 H Pr-iCl CF.sub.3 H MeCl CF.sub.3 H EtCl CF.sub.3 H Pr-iCl CN H MeCl CN H EtCl OMe H MeCl OMe H EtOMe SO.sub.2 Me H HOMe SO.sub.2 Me H MeOMe SO.sub.2 Me H EtOMe SO.sub.2 Me H Pr-iOMe SO.sub.2 Me H Pr-nOMe SO.sub.2 Me H Bu-tOMe SO.sub.2 Me H CH.sub.2 CCHOMe SO.sub.2 Me H CH.sub.2 CCH.sub.2OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeOMe SO.sub.2 Me H CH.sub.2 CH.sub.2 ClOMe SO.sub.2 Me H CH.sub.2 CF.sub.3OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 CNOMe SO.sub.2 Me F MeOMe SO.sub.2 Me F EtOMe SO.sub.2 Me F Pr-iOMe SO.sub.2 Me F Pr-nOMe SO.sub.2 Me Cl MeOMe SO.sub.2 Me Cl EtOMe SO.sub.2 Me Cl Pr-iOMe SO.sub.2 Me Cl Pr-nOMe SO.sub.2 Me Me MeOMe SO.sub.2 Me Me EtOMe SO.sub.2 Me Me Pr-iOMe SO.sub.2 Me Me Pr-nOMe SO.sub.2 Me OMe MeOMe SO.sub.2 Me OMe EtOMe SO.sub.2 Me OMe Pr-iOMe SO.sub.2 Me OMe Pr-nOMe SOMe H MeOMe SOMe H EtOMe SOMe H Pr-iOMe SMe H MeOMe SMe H EtOMe SMe H Pr-iOMe SO.sub.2 CF.sub.3 H MeOMe SO.sub.2 CF.sub.3 H EtOMe SO.sub.2 CF.sub.3 H Pr-iOMe SO.sub.2 CF.sub.3 H Pr-nOMe SOCF.sub.3 H MeOMe SOCF.sub.3 H EtOMe SOCF.sub.3 H Pr-iOMe SCF.sub.3 H MeOMe SCF.sub.3 H EtOMe SCF.sub.3 H Pr-iOMe Cl H MeOMe Cl H EtOMe Cl H Pr-iOMe Cl H Pr-nOMe Br H MeOMe Br H EtOMe Br H Pr-iOMe NO.sub.2 H MeOMe NO.sub.2 H EtOMe NO.sub.2 H Pr-iOMe CF.sub.3 H MeOMe CF.sub.3 H EtOMe CF.sub.3 H Pr-iOMe CN H MeOMe CN H EtOMe OMe H MeOMe OMe H EtBr SO.sub.2 Me H MeBr SO.sub.2 Me H EtBr SO.sub.2 Me H Pr-iBr SO.sub.2 Me H Pr-nBr SOMe H MeBr SOMe H EtBr SMe H MeBr SMe H EtBr SO.sub.2 CF.sub.3 H MeBr SO.sub.2 CF.sub.3 H EtBr SOCF.sub.3 H MeBr SOCF.sub.3 H EtBr SCF.sub.3 H MeBr SCF.sub.3 H EtBr Cl H MeBr Cl H EtBr Cl H Pr-iBr Cl H Pr-nBr Br H MeBr Br H EtBr NO.sub.2 H MeBr NO.sub.2 H EtBr CF.sub.3 H MeBr CF.sub.3 H EtI SO.sub.2 Me H MeI SO.sub.2 Me H EtI SO.sub.2 Me H Pr-iI SO.sub.2 Me H Pr-nI SO.sub.2 Me H Bu-tI SOMe H MeI SOMe H EtI SMe H MeI SMe H EtI SO.sub.2 CF.sub.3 H MeI SO.sub.2 CF.sub.3 H EtI SOCF.sub.3 H MeI SOCF.sub.3 H EtI SCF.sub.3 H MeI SCF.sub.3 H EtI Cl H MeI Cl H EtI Cl H Pr-iI Cl H Pr-nI Br H MeI Br H EtI NO.sub.2 H MeI NO.sub.2 H EtI CF.sub.3 H MeI CF.sub.3 H EtCH.sub.2 OMe SO.sub.2 Me H MeCH.sub.2 OMe SO.sub.2 Me H EtCH.sub.2 OMe SO.sub.2 Me H Pr-iCH.sub.2 OMe SO.sub.2 Me H Pr-nCH.sub.2 OMe SO.sub.2 Me H Bu-tCH.sub.2 OMe SOMe H MeCH.sub.2 OMe SOMe H EtCH.sub.2 OMe SMe H MeCH.sub.2 OMe SMe H EtCH.sub.2 OMe SO.sub.2 CF.sub.3 H MeCH.sub.2 OMe SO.sub.2 CF.sub.3 H EtCH.sub.2 OMe SOCF.sub.3 H MeCH.sub.2 OMe SOCF.sub.3 H EtCH.sub.2 OMe SCF.sub.3 H MeCH.sub.2 OMe SCF.sub.3 H EtCH.sub.2 OMe Cl H MeCH.sub.2 OMe Cl H EtCH.sub.2 OMe Cl H Pr-iCH.sub.2 OMe Cl H Pr-nCH.sub.2 OMe Br H MeCH.sub.2 OMe Br H EtCH.sub.2 OMe NO.sub.2 H MeCH.sub.2 OMe NO.sub.2 H EtCH.sub.2 OMe CF.sub.3 H MeCH.sub.2 OMe CF.sub.3 H EtF SO.sub.2 Me H MeF SO.sub.2 ME H EtF SO.sub.2 CF.sub.3 H MeF SO.sub.2 CF.sub.3 H EtF Cl H MeF Cl H EtOEt SO.sub.2 Me H MeOEt SO.sub. 2 Me H EtOEt SO.sub.2 CF.sub.3 H MeOEt SO.sub.2 CF.sub.3 H EtOEt Cl H MeOEt Cl H EtOPr-i SO.sub.2 Me H MeOPr-i SO.sub.2 Me H EtOPr-i SO.sub.2 CF.sub.3 H MeOPr-i SO.sub.2 CF.sub.3 H EtOPr-i Cl H MeOPr-i Cl H EtOCHF.sub.2 SO.sub.2 Me H MeOCHF.sub.2 SO.sub.2 Me H EtOCHF.sub.2 SO.sub.2 CF.sub.3 H MeOCHF.sub.2 SO.sub.2 CF.sub.3 H EtOCHF.sub.2 Cl H MeOCHF.sub.2 Cl H EtOCF.sub.3 SO.sub.2 Me H MeOCF.sub.3 SO.sub.2 Me H EtOCF.sub.3 SO.sub.2 CF.sub.3 H MeOCF.sub.3 SO.sub.2 CF.sub.3 H EtOCF.sub.3 Cl H MeOCF.sub.3 Cl H EtOCH.sub.2 CF.sub.3 SO.sub.2 Me H MeOCH.sub.2 CF.sub.3 SO.sub.2 Me H EtOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H MeOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H EtOCH.sub.2 CF.sub.3 Cl H MeOCH.sub.2 CF.sub.3 Cl H EtCH.sub.2 OEt SO.sub.2 Me H MeCH.sub.2 OEt SO.sub.2 Me H EtCH.sub.2 OEt SO.sub.2 CF.sub.3 H MeCH.sub.2 OEt SO.sub.2 CF.sub.3 H EtCH.sub.2 OEt Cl H MeCH.sub.2 OEt Cl H EtCH.sub.2 SMe SO.sub.2 Me H MeCH.sub.2 SMe SO.sub.2 Me H EtCH.sub.2 SMe SO.sub.2 CF.sub.3 H MeCH.sub.2 SMe SO.sub.2 CF.sub.3 H EtCH.sub.2 SMe Cl H MeCH.sub.2 SMe Cl H Et______________________________________
TABLE 6______________________________________ ##STR12##X.sub.1 X.sub.3 X.sub.4 R.sub.1______________________________________Cl SO.sub.2 Me H HCl SO.sub.2 Me H MeCl SO.sub.2 Me H EtCl SO.sub.2 Me H Pr-iCl SO.sub.2 Me H Pr-nCl SO.sub.2 Me H Bu-tCl SO.sub.2 Me H CH.sub.2 CCHCl SO.sub.2 Me H CH.sub.2 CCH.sub.2Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeCl SO.sub.2 Me H CH.sub.2 CH.sub.2 ClCl SO.sub.2 Me H CH.sub.2 CF.sub.3Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 CNCl SO.sub.2 Me F MeCl SO.sub.2 Me F EtCl SO.sub.2 Me F Pr-iCl SO.sub.2 Me Cl MeCl SO.sub. 2 Me Cl EtCl SO.sub.2 Me Cl Pr-iCl SO.sub.2 Me Me MeCl SO.sub.2 Me Me EtCl SO.sub.2 Me OMe MeCl SO.sub.2 Me OMe EtCL SO.sub.2 Me OMe Pr-iCl SOMe H MeCl SOMe H EtCl SOMe H Pr-iCl SMe H MeCl SMe H EtCl SMe H Pr-iCl SO.sub.2 CF.sub.3 H MeCl SO.sub.2 CF.sub.3 H EtCl SO.sub.2 CF.sub.3 H Pr-iCl SO.sub.2 CF.sub.3 H Pr-nCl SOCF.sub.3 H MeCl SOCF.sub.3 H EtCl SOCF.sub.3 H Pr-iCl SCF.sub.3 H MeCl SCF.sub.3 H EtCl SCF.sub.3 H Pr-iCl Cl H MeCl Cl H EtCl Cl H Pr-iCl Cl H Pr-nCl Br H MeCl Br H MeCl Br H Pr-iCl NO.sub.2 H MeCl NO.sub.2 H EtCl NO.sub.2 H Pr-iCl CF.sub.3 H MeCl CF.sub.3 H EtCl CF.sub.3 H Pr-iCl CN H MeCl CN H EtCl OMe H MeCl OMe H EtOMe SO.sub.2 Me H HOMe SO.sub.2 Me H MeOMe SO.sub.2 Me H EtOMe SO.sub.2 Me H Pr-iOMe SO.sub.2 Me H Pr-nOMe SO.sub.2 Me H Bu-tOMe SO.sub.2 Me H CH.sub.2 CCHOMe SO.sub.2 Me H CH.sub.2 CCH.sub.2OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeOMe SO.sub.2 Me H CH.sub.2 CH.sub.2 ClOMe SO.sub.2 Me H CH.sub.2 CF.sub.3OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 CNOMe SO.sub.2 Me F MeOMe SO.sub.2 Me F EtOMe SO.sub.2 Me F Pr-iOMe SO.sub.2 Me F Pr-nOMe SO.sub.2 Me Cl MeOMe SO.sub.2 Me Cl EtOMe SO.sub.2 Me Cl Pr-iOMe SO.sub.2 Me Cl Pr-nOMe SO.sub.2 Me Me MeOMe SO.sub.2 Me Me EtOMe SO.sub.2 Me Me Pr-iOMe SO.sub.2 Me Me Pr-nOMe SO.sub.2 Me OMe MeOMe SO.sub.2 Me OMe EtOMe SO.sub.2 Me OMe Pr-iOMe SO.sub.2 Me OMe Pr-nOMe SOMe H MeOMe SOMe H EtOMe SOMe H Pr-iOMe SMe H MeOMe SMe H EtOMe SMe H Pr-iOMe SO.sub.2 CF.sub.3 H MeOMe SO.sub.2 CF.sub.3 H EtOMe SO.sub.2 CF.sub.3 H Pr-iOMe SO.sub.2 CF.sub.3 H Pr-nOMe SOCF.sub.3 H MeOMe SOCF.sub.3 H EtOMe SOCF.sub.3 H Pr-iOMe SCF.sub.3 H MeOMe SCF.sub.3 H EtOMe SCF.sub.3 H Pr-iOMe Cl H MeOMe Cl H EtOMe Cl H Pr-iOMe Cl H Pr-nOMe Br H MeOMe Br H EtOMe Br H Pr-iOMe NO.sub.2 H MeOMe NO.sub.2 H EtOMe NO.sub.2 H Pr-iOMe CF.sub.3 H MeOMe CF.sub.3 H EtOMe CF.sub.3 H Pr-iOMe CN H MeOMe CN H EtOMe OMe H MeOMe OMe H EtBr SO.sub.2 Me H MeBr SO.sub.2 Me H EtBr SO.sub.2 Me H Pr-iBr SO.sub.2 Me H Pr-nBr SOMe H MeBr SOMe H EtBr SMe H MeBr SMe H EtBr SO.sub.2 CF.sub.3 H MeBr SO.sub.2 CF.sub. 3 H EtBr SOCF.sub.3 H MeBr SOCF.sub.3 H EtBr SCF.sub.3 H MeBr SCF.sub.3 H EtBr Cl H MeBr Cl H EtBr Cl H Pr-iBr Cl H Pr-nBr Br H MeBr Br H EtBr NO.sub.2 H MeBr NO.sub.2 H EtBr CF.sub.3 H MeBr CF.sub.3 H EtI SO.sub.2 Me H MeI SO.sub.2 Me H EtI SO.sub.2 Me H Pr-iI SO.sub.2 Me H Pr-nI SO.sub.2 Me H Bu-tI SOMe H MeI SOMe H EtI SMe H MeI SMe H EtI SO.sub.2 CF.sub.3 H MeI SO.sub.2 CF.sub.3 H EtI SOCF.sub.3 H MeI SOCF.sub.3 H EtI SCF.sub.3 H MeI SCF.sub.3 H EtI Cl H MeI Cl H EtI Cl H Pr-iI Cl H Pr-nI Br H MeI Br H EtI NO.sub.2 H MeI NO.sub.2 H EtI CF.sub.3 H MeI CF.sub.3 H EtCH.sub.2 OMe SO.sub.2 Me H MeCH.sub. 2 OMe SO.sub.2 Me H EtCH.sub.2 OMe SO.sub.2 Me H Pr-iCH.sub.2 OMe SO.sub.2 Me H Pr-nCH.sub.2 OMe SO.sub.2 Me H Bu-tCH.sub.2 OMe SOMe H MeCH.sub.2 OMe SOMe H EtCH.sub.2 OMe SMe H MeCH.sub.2 OMe SMe H EtCH.sub.2 OMe SO.sub.2 CF.sub.3 H MeCH.sub.2 OMe SO.sub.2 CF.sub.3 H EtCH.sub.2 OMe SOCF.sub.3 H MeCH.sub.2 OMe SOCF.sub.3 H EtCH.sub.2 OMe SCF.sub.3 H MeCH.sub.2 OMe SCF.sub.3 H EtCH.sub.2 OMe Cl H MeCH.sub.2 OMe Cl H EtCH.sub.2 OMe Cl H Pr-iCH.sub.2 OMe Cl H Pr-nCH.sub.2 OMe Br H MeCH.sub.2 OMe Br H EtCH.sub.2 OMe NO.sub.2 H MeCH.sub.2 OMe NO.sub.2 H EtCH.sub.2 OMe CF.sub.3 H MeCH.sub.2 OMe CF.sub.3 H EtF SO.sub.2 Me H MeF SO.sub.2 Me H EtF SO.sub.2 CF.sub.3 H MeF SO.sub.2 CF.sub.3 H EtF Cl H MeF Cl H EtOEt SO.sub.2 Me H MeOEt SO.sub.2 Me H EtOEt SO.sub.2 CF.sub.3 H MeOEt SO.sub.2 CF.sub.3 H EtOEt Cl H MeOEt Cl H EtOPr-i SO.sub.2 Me H MeOPr-i SO.sub.2 Me H EtOPr-i SO.sub.2 CF.sub.3 H MeOPr-i SO.sub.2 CF.sub.3 H EtOPr-i Cl H MeOPr-i Cl H EtOCHF.sub.2 SO.sub.2 Me H MeOCHF.sub.2 SO.sub.2 Me H EtOCHF.sub.2 SO.sub.2 CF.sub.3 H MeOCHF.sub.2 SO.sub.2 CF.sub.3 H EtOCHF.sub.2 Cl H MeOCHF.sub.2 Cl H EtOCF.sub.3 SO.sub.2 Me H MeOCF.sub.3 SO.sub.2 Me H EtOCF.sub.3 SO.sub.2 CF.sub.3 H MeOCF.sub.3 SO.sub.2 CF.sub.3 H EtOCF.sub.3 Cl H MeOCF.sub.3 Cl H EtOCH.sub.2 CF.sub.3 SO.sub.2 Me H MeOCH.sub.2 CF.sub.3 SO.sub.2 Me H EtOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H MeOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H EtOCH.sub.2 CF.sub.3 Cl H MeOCH.sub.2 CF.sub.3 Cl H EtCH.sub. 2 OEt SO.sub.2 Me H MeCH.sub.2 OEt SO.sub.2 Me H EtCH.sub.2 OEt SO.sub.2 CF.sub.3 H MeCH.sub.2 OEt SO.sub.2 CF.sub.3 H EtCH.sub.2 OEt Cl H MeCH.sub.2 OEt Cl H EtCH.sub.2 SMe SO.sub.2 Me H MeCH.sub.2 SMe SO.sub.2 Me H EtCH.sub.2 SMe SO.sub.2 CF.sub.3 H MeCH.sub.2 SMe SO.sub.2 CF.sub.3 H EtCH.sub.2 SMe Cl H MeCH.sub.2 SMe Cl H Et______________________________________
TABLE 7______________________________________ ##STR13##X.sub.1 X.sub.3 X.sub.4 R.sub.1______________________________________Cl SO.sub.2 Me H HCl SO.sub.2 Me H MeCl SO.sub.2 Me H EtCl SO.sub.2 Me H Pr-iCl SO.sub.2 Me H Pr-nCl SO.sub.2 Me H Bu-tCl SO.sub.2 Me H CH.sub.2 CCHCl SO.sub.2 Me H CH.sub.2 CCH.sub.2Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeCl SO.sub.2 Me H CH.sub.2 CH.sub.2 ClCl SO.sub.2 Me H CH.sub.2 CF.sub.3Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 CNCl SO.sub.2 Me F MeCl SO.sub.2 Me F EtCl SO.sub.2 Me F Pr-iCl SO.sub.2 Me Cl MeCl SO.sub.2 Me Cl EtCl SO.sub.2 Me Cl Pr-iCl SO.sub.2 Me Me MeCl SO.sub.2 Me Me EtCl SO.sub.2 Me OMe MeCl SO.sub.2 Me OMe EtCl SO.sub.2 Me OMe Pr-iCl SOMe H MeCl SOMe H EtCl SOMe H Pr-iCl SMe H MeCl SMe H EtCl SMe H Pr-iCl SO.sub.2 CF.sub.3 H MeCl SO.sub.2 CF.sub.3 H EtCl SO.sub.2 CF.sub.3 H Pr-iCl SO.sub.2 CF.sub.3 H Pr-nCl SOCF.sub.3 H MeCl SOCF.sub.3 H EtCl SOCF.sub.3 H Pr-iCl SCF.sub.3 H MeCl SCF.sub.3 H EtCl SCF.sub.3 H Pr-iCl Cl H MeCl Cl H EtCl Cl H Pr-iCl Cl H Pr-nCl Br H MeCl Br H EtCl Br H Pr-iCl NO.sub.2 H MeCl NO.sub.2 H EtCl NO.sub.2 H Pr-iCl CF.sub.3 H MeCl CF.sub.3 H EtCl CF.sub.3 H Pr-iCl CN H MeCl CN H EtCl OMe H MeCl OMe H EtOMe SO.sub.2 Me H HOMe SO.sub.2 Me H MeOMe SO.sub.2 Me H EtOMe SO.sub.2 Me H Pr-iOMe SO.sub.2 Me H Pr-nOMe SO.sub.2 Me H Bu-tOMe SO.sub.2 Me H CH.sub.2 CCHOMe SO.sub.2 Me H CH.sub.2 CCH.sub.2OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeOMe SO.sub.2 Me H CH.sub.2 CH.sub.2 ClOMe SO.sub.2 Me H CH.sub.2 CF.sub.3OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 CNOMe SO.sub.2 Me F MeOMe SO.sub.2 Me F EtOMe SO.sub.2 Me F Pr-iOMe SO.sub.2 Me F Pr-nOMe SO.sub.2 Me Cl MeOMe SO.sub.2 Me Cl EtOMe SO.sub.2 Me Cl Pr-iOMe SO.sub.2 Me Cl Pr-nOMe SO.sub.2 Me Me MeOMe SO.sub.2 Me Me EtOMe SO.sub.2 Me Me Pr-iOMe SO.sub.2 Me Me Pr-nOMe SO.sub.2 Me OMe MeOMe SO.sub.2 Me OMe EtOMe SO.sub.2 Me OMe Pr-iOMe SO.sub.2 Me OMe Pr-nOMe SOMe H MeOMe SOMe H EtOMe SOMe H Pr-iOMe SMe H MeOMe SMe H EtOMe SMe H Pr-iOMe SO.sub.2 CF.sub.3 H MeOMe SO.sub.2 CF.sub.3 H EtOMe SO.sub.2 CF.sub.3 H Pr-iOMe SO.sub.2 CF.sub.3 H Pr-nOMe SOCF.sub.3 H MeOMe SOCF.sub.3 H EtOMe SOCF.sub.3 H Pr-iOMe SCF.sub.3 H MeOMe SCF.sub.3 H EtOMe SCF.sub.3 H Pr-iOMe Cl H MeOMe Cl H EtOMe Cl H Pr-iOMe Cl H Pr-nOMe Br H MeOMe Br H EtOMe Br H Pr-iOMe NO.sub.2 H MeOMe NO.sub.2 H EtOMe NO.sub.2 H Pr-iOMe CF.sub.3 H MeOMe CF.sub.3 H EtOMe CF.sub.3 H Pr-iOMe CN H MeOMe CN H EtOMe OMe H MeOMe OMe H EtBr SO.sub.2 Me H MeBr SO.sub.2 Me H EtBr SO.sub.2 Me H Pr-iBr SO.sub.2 Me H Pr-nBr SOMe H MeBr SOMe H EtBr SMe H MeBr SMe H EtBr SO.sub.2 CF.sub.3 H MeBr SO.sub.2 CF.sub.3 H EtBr SOCF.sub.3 H MeBr SOCF.sub.3 H EtBr SCF.sub.3 H MeBr SCF.sub.3 H EtBr Cl H MeBr Cl H EtBr Cl H Pr-iBr Cl H Pr-nBr Br H MeBr Br H EtBr NO.sub.2 H MeBr NO.sub.2 H EtBr CF.sub.3 H MeBr CF.sub.3 H EtI SO.sub.2 Me H MeI SO.sub.2 Me H EtI SO.sub.2 Me H Pr-iI SO.sub.2 Me H Pr-nI SO.sub.2 Me H Bu-tI SOMe H MeI SOMe H EtI SMe H MeI SMe H EtI SO.sub.2 CF.sub.3 H MeI SO.sub.2 CF.sub.3 H EtI SOCF.sub.3 H MeI SOCF.sub.3 H EtI SCF.sub.3 H MeI SCF.sub.3 H EtI Cl H MeI Cl H EtI Cl H Pr-iI Cl H Pr-nI Br H MeI Br H EtI NO.sub.2 H MeI NO.sub.2 H EtI CF.sub.3 H MeI CF.sub.3 H EtCH.sub.2 OMe SO.sub.2 Me H MeCH.sub.2 OMe SO.sub.2 Me H EtCH.sub.2 OMe SO.sub.2 Me H Pr-iCH.sub.2 OMe SO.sub.2 Me H Pr-nCH.sub.2 OMe SO.sub.2 Me H Bu-tCH.sub.2 OMe SOMe H MeCH.sub.2 OMe SOMe H EtCH.sub.2 OMe SMe H MeCH.sub.2 OMe SMe H EtCH.sub.2 OMe SO.sub.2 CF.sub.3 H MeCH.sub.2 OMe SO.sub.2 CF.sub.3 H EtCH.sub.2 OMe SOCF.sub.3 H MeCH.sub.2 OMe SOCF.sub.3 H EtCH.sub.2 OMe SCF.sub.3 H MeCH.sub.2 OMe SCF.sub.3 H EtCH.sub.2 OMe Cl H MeCH.sub.2 OMe Cl H EtCH.sub.2 OMe Cl H Pr-iCH.sub.2 OMe Cl H Pr-nCH.sub.2 OMe Br H MeCH.sub.2 OMe Br H EtCH.sub.2 OMe NO.sub.2 H MeCH.sub.2 OMe NO.sub.2 H EtCH.sub.2 OMe CF.sub.3 H MeCH.sub.2 OMe CF.sub.3 H EtF SO.sub.2 Me H MeF SO.sub.2 Me H EtF SO.sub.2 CF.sub.3 H MeF SO.sub.2 CF.sub.3 H EtF Cl H MeF Cl H EtOEt SO.sub.2 Me H MeOEt SO.sub.2 Me H EtOEt SO.sub.2 CF.sub.3 H MeOEt SO.sub.2 CF.sub.3 H EtOEt Cl H MeOEt Cl H EtOPr-i SO.sub.2 Me H MeOPr-i SO.sub.2 Me H EtOPr-i SO.sub.2 CF.sub.3 H MeOPr-i SO.sub.2 CF.sub.3 H EtOPr-i Cl H MeOPr-i Cl H EtOCHF.sub.2 SO.sub.2 Me H MeOCHF.sub.2 SO.sub.2 Me H EtOCHF.sub.2 SO.sub.2 CF.sub.3 H MeOCHF.sub.2 SO.sub.2 CF.sub.3 H EtOCHF.sub.2 Cl H MeOCHF.sub.2 Cl H EtOCF.sub.3 SO.sub.2 Me H MeOCF.sub.3 SO.sub.2 Me H EtOCF.sub.3 SO.sub.2 CF.sub.3 H MeOCF.sub.3 SO.sub.2 CF.sub.3 H EtOCF.sub.3 Cl H MeOCF.sub.3 Cl H EtOCH.sub.2 CF.sub.3 SO.sub.2 Me H MeOCH.sub.2 CF.sub.3 SO.sub.2 Me H EtOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H MeOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H EtOCH.sub.2 CF.sub.3 Cl H MeOCH.sub.2 CF.sub.3 Cl H EtCH.sub.2 OEt SO.sub.2 Me H MeCH.sub.2 OEt SO.sub.2 Me H EtCH.sub.2 OEt SO.sub.2 CF.sub.3 H MeCH.sub.2 OEt SO.sub.2 CF.sub.3 H EtCH.sub.2 OEt Cl H MeCH.sub.2 OEt Cl H EtCH.sub.2 SMe SO.sub.2 Me H MeCH.sub.2 SMe SO.sub.2 Me H EtCH.sub.2 SMe SO.sub.2 CF.sub.3 H MeCH.sub.2 SMe SO.sub.2 CF.sub.3 H EtCH.sub.2 SMe Cl H MeCH.sub.2 SMe Cl H Et______________________________________
TABLE 8______________________________________ ##STR14##X.sub.1 X.sub.3 X.sub.4 R.sub.1______________________________________Cl SO.sub.2 Me H HCl SO.sub.2 Me H MeCl SO.sub.2 Me H EtCl SO.sub.2 Me H Pr-iCl SO.sub.2 Me H Pr-nCl SO.sub.2 Me H Bu-tCl SO.sub.2 Me H CH.sub.2 CCHCl SO.sub.2 Me H CH.sub.2 CCH.sub.2Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeCl SO.sub.2 Me H CH.sub.2 CH.sub.2 ClCl SO.sub.2 Me H CH.sub.2 CF.sub.3Cl SO.sub.2 Me H CH.sub.2 CH.sub.2 CNCl SO.sub.2 Me F MeCl SO.sub.2 Me F EtCl SO.sub.2 Me F Pr-iCl SO.sub.2 Me Cl MeCl SO.sub.2 Me Cl EtCl SO.sub.2 Me Cl Pr-iCl SO.sub.2 Me Me MeCl SO.sub.2 Me Me EtCl SO.sub.2 Me OMe MeCl SO.sub.2 Me OMe EtCl SO.sub.2 Me OMe Pr-iCl SOMe H MeCl SOMe H EtCl SOMe H Pr-iCl SMe H MeCl SMe H EtCl SMe H Pr-iCl SO.sub.2 CF.sub.3 H MeCl SO.sub.2 CF.sub.3 H EtCl SO.sub.2 CF.sub.3 H Pr-iCl SO.sub.2 CF.sub.3 H Pr-nCl SOCF.sub.3 H MeCl SOCF.sub.3 H EtCl SOCF.sub.3 H Pr-iCl SCF.sub.3 H MeCl SCF.sub.3 H EtCl SCF.sub.3 H Pr-iCl Cl H MeCl Cl H EtCl Cl H Pr-iCl Cl H Pr-nCl Br H MeCl Br H EtCl Br H Pr-iCl NO.sub.2 H MeCl NO.sub.2 H EtCl NO.sub.2 H Pr-iCl CF.sub.3 H MeCl CF.sub.3 H EtCl CF.sub.3 H Pr-iCl CN H MeCl CN H EtCl OMe H MeCl OMe H EtOMe SO.sub.2 Me H HOMe SO.sub.2 Me H MeOMe SO.sub.2 Me H EtOMe SO.sub.2 Me H Pr-iOMe SO.sub.2 Me H Pr-nOMe SO.sub.2 Me H Bu-tOMe SO.sub.2 Me H CH.sub.2 CCHOMe SO.sub.2 Me H CH.sub.2 CCH.sub.2OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 OMeOMe SO.sub.2 Me H CH.sub.2 CH.sub.2 ClOMe SO.sub.2 Me H CH.sub.2 CF.sub.3OMe SO.sub.2 Me H CH.sub.2 CH.sub.2 CNOMe SO.sub.2 Me F MeOMe SO.sub.2 Me F EtOMe SO.sub.2 Me F Pr-iOMe SO.sub.2 Me F Pr-nOMe SO.sub.2 Me Cl MeOMe SO.sub.2 Me Cl EtOMe SO.sub.2 Me Cl Pr-iOMe SO.sub.2 Me Cl Pr-nOMe SO.sub.2 Me Me MeOMe SO.sub.2 Me Me EtOMe SO.sub.2 Me Me Pr-iOMe SO.sub.2 Me Me Pr-nOMe SO.sub.2 Me OMe MeOMe SO.sub.2 Me OMe EtOMe SO.sub.2 Me OMe Pr-iOMe SO.sub.2 Me OMe Pr-nOMe SOMe H MeOMe SOMe H EtOMe SOMe H Pr-iOMe SMe H MeOMe SMe H EtOMe SMe H Pr-iOMe SO.sub.2 CF.sub.3 H MeOMe SO.sub.2 CF.sub.3 H EtOMe SO.sub.2 CF.sub.3 H Pr-iOMe SO.sub.2 CF.sub.3 H Pr-nOMe SOCF.sub.3 H MeOMe SOCF.sub.3 H EtOMe SOCF.sub.3 H Pr-iOMe SCF.sub.3 H MeOMe SCF.sub.3 H EtOMe SCF.sub.3 H Pr-iOMe Cl H MeOMe Cl H EtOMe Cl H Pr-iOMe Cl H Pr-nOMe Br H MeOMe Br H EtOMe Br H Pr-iOMe NO.sub.2 H MeOMe NO.sub.2 H EtOMe NO.sub.2 H Pr-iOMe CF.sub.3 H MeOMe CF.sub.3 H EtOMe CF.sub.3 H Pr-iOMe CN H MeOMe CN H EtOMe OMe H MeOMe OMe H EtBr SO.sub.2 Me H MeBr SO.sub.2 Me H EtBr SO.sub.2 Me H Pr-iBr SO.sub.2 Me H Pr-nBr SOMe H MeBr SOMe H EtBr SMe H MeBr SMe H EtBr SO.sub. 2 CF.sub.3 H MeBr SO.sub.2 CF.sub.3 H EtBr SOCF.sub.3 H MeBr SOCF.sub.3 H EtBr SCF.sub.3 H MeBr SCF.sub.3 H EtBr Cl H MeBr Cl H EtBr Cl H Pr-iBr Cl H Pr-nBr Br H MeBr Br H EtBr NO.sub.2 H MeBr NO.sub.2 H EtBr CF.sub.3 H MeBr CF.sub.3 H EtI SO.sub.2 Me H MeI SO.sub.2 Me H EtI SO.sub.2 Me H Pr-iI SO.sub.2 Me H Pr-nI SO.sub.2 Me H Bu-tI SOMe H MeI SOMe H EtI SMe H MeI SMe H EtI SO.sub.2 CF.sub.3 H MeI SO.sub.2 CF.sub.3 H EtI SOCF.sub.3 H MeI SOCF.sub.3 H EtI SCF.sub.3 H MeI SCF.sub.3 H EtI Cl H MeI Cl H EtI Cl H Pr-iI Cl H Pr-nI Br H MeI Br H EtI NO.sub.2 H MeI NO.sub.2 H EtI CF.sub.3 H MeI CF.sub.3 H EtCH.sub.2 OMe SO.sub.2 Me H MeCH.sub.2 OMe SO.sub.2 Me H EtCH.sub.2 OMe SO.sub.2 Me H Pr-iCH.sub.2 OMe SO.sub.2 Me H Pr-nCH.sub.2 OMe SO.sub.2 Me H Bu-tCH.sub.2 OMe SOMe H MeCH.sub.2 OMe SOMe H EtCH.sub.2 OMe SMe H MeCH.sub.2 OMe SMe H EtCH.sub.2 OMe SO.sub.2 CF.sub.3 H MeCH.sub.2 OMe SO.sub.2 CF.sub.3 H EtCH.sub.2 OMe SOCF.sub.3 H MeCH.sub.2 OMe SOCF.sub.3 H EtCH.sub.2 OMe SCF.sub.3 H MeCH.sub.2 OMe SCF.sub.3 H EtCH.sub.2 OMe Cl H MeCH.sub.2 OMe Cl H EtCH.sub.2 OMe Cl H Pr-iCH.sub.2 OMe Cl H Pr-nCH.sub.2 OMe Br H MeCH.sub.2 OMe Br H EtCH.sub.2 OMe NO.sub.2 H MeCH.sub.2 OMe NO.sub.2 H EtCH.sub.2 OMe CF.sub.3 H MeCH.sub.2 OMe CF.sub.3 H EtF SO.sub.2 Me H MeF SO.sub.2 Me H EtF SO.sub.2 CF.sub.3 H MeF SO.sub.2 CF.sub.3 H EtF Cl H MeF Cl H EtOEt SO.sub.2 Me H MeOEt SO.sub.2 Me H EtOEt SO.sub.2 CF.sub.3 H MeOEt SO.sub.2 CF.sub.3 H EtOEt Cl H MeOEt Cl H EtOPr-i SO.sub.2 Me H MeOPr-i SO.sub.2 Me H EtOPr-i SO.sub.2 CF.sub.3 H MeOPr-i SO.sub.2 CF.sub.3 H EtOPr-i Cl H MeOPr-i Cl H EtOCHF.sub.2 SO.sub.2 Me H MeOCHF.sub.2 SO.sub.2 Me H EtOCHF.sub.2 SO.sub.2 CF.sub.3 H MeOCHF.sub.2 SO.sub.2 CF.sub.3 H EtOCHF.sub.2 Cl H MeOCHF.sub.2 Cl H EtOCF.sub.3 SO.sub.2 Me H MeOCF.sub.3 SO.sub.2 Me H EtOCF.sub.3 SO.sub.2 CF.sub.3 H MeOCF.sub.3 SO.sub.2 CF.sub.3 H EtOCF.sub.3 Cl H MeOCF.sub.3 Cl H EtOCH.sub.2 CF.sub.3 SO.sub.2 Me H MeOCH.sub.2 CF.sub.3 SO.sub.2 Me H EtOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H MeOCH.sub.2 CF.sub.3 SO.sub.2 CF.sub.3 H EtOCH.sub.2 CF.sub.3 Cl H MeOCH.sub.2 CF.sub.3 Cl H EtCH.sub.2 OEt SO.sub.2 Me H MeCH.sub.2 OEt SO.sub.2 Me H EtCH.sub.2 OEt SO.sub.2 CF.sub.3 H MeCH.sub.2 OEt SO.sub.2 CF.sub.3 H EtCH.sub.2 OEt Cl H MeCH.sub.2 OEt Cl H EtCH.sub.2 SMe SO.sub.2 Me H MeCH.sub.2 SMe SO.sub.2 Me H EtCH.sub.2 SMe SO.sub.2 CF.sub.3 H MeCH.sub.2 SMe SO.sub.2 CF.sub.3 H EtCH.sub.2 SMe Cl H MeCH.sub.2 SMe Cl H Et______________________________________
When the compound of the present invention is to be used as an agricultural or horticultural herbicide, it is usually mixed with a suitable carrier, for instance, a solid carrier such as clay, talc, bentonite or diatomaceous earth, or a liquid carrier such as water, an alcohol (such as methanol or ethanol), an aromatic hydrocarbon (such as benzene, toluene or xylene), a chlorinated hydrocarbon, an ether, a ketone, an ester (such as ethyl acetate) or an acid amide (such as dimethylformamide). If desired, an emulsifier, a dispersing agent, a suspending agent, a penetrating agent, a spreader or a stabilizer may be added to prepare an optional formulation such as a liquid formulation, an emulsifiable concentrate, a wettable powder, a dust, a granule or a flowable.
Further, if desired, other herbicides, various insecticides, bacteriocides, plant regulating agents or synergism agents may be combined at the time of the preparation of the formulations or at the time of the application of the herbicides.
As other herbicides to be combined with the herbicide of the present invention, there may be mentioned, for instance, compounds disclosed in Farm Chemicals Handbook, the 73rd Edition (1987). Among them, there may be mentioned, for example, atrazine, cyanazine, alachlor, metolachlor, EPTC, 2,4-D, butylate, dicamba, bromoxynil and tridiphane. Further, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-3-chloro-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide or N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-3-bromo-4-methoxycarbonyl-1-methylpyrazole-5-sulfonamide as disclosed in U.S. Pat. No. 4,668,277 may also be combined with the herbicide of the present invention.
The dose varies depending upon the application site, the season for application, the method for application, the type of the crop plant, etc. In general, however, the dose is usually within a range of from 0.001 to 10 kg per hectare as the amount of the active ingredient.
Now, Formulation Examples of the herbicides containing the compounds of the present invention as active ingredients, will be given. However, it should be understood that the present invention is by no means restricted to such specific Examples. In the following Formulation Examples, "parts" means "parts by weight".
FORMULATION EXAMPLE 1: Wettable powder
______________________________________Compound No. 1 of the present invention 60 partsZeeklite PFP (tradename for a kaolin-type 33 partsclay, manufactured by Zeeklite Industries,Co., Ltd.)Sorpol 5039 (tradename for a mixture of a 5 partsnonionic surfactant and an anionicsurfactant, manufactured by Toho ChemicalCo., Ltd.)Carplex (tradename for a coagulation- 2 partspreventing agent composed of a mixture ofa surfactant and fine silica powder,manufactured by Shionogi PharmaceuticalCo., Ltd.)______________________________________
The above ingredients are homogeneously pulverized and mixed to form a wettable powder.
______________________________________Compound No. 1 of the present invention l.5 partsXylene 78.5 partsN,N-dimethylformamide l5 partsSorpol 2680 (tradename for a mixture of 5 partsa nonionic surfactant and an anionicsurfactant, manufactured by Toho ChemicalCo., Ltd.)______________________________________
The above ingredients are homogeneously mixed to obtain an emulsifiable concentrate.
FORMULATION EXAMPLE 3: Flowable
______________________________________Compound No. 1 of the present invention 40 partsAgrizole B-710 (tradename for a nonionic 10 partssurfactant, manufactured by Kao Corporation)Runox 1000C (tradename for an anionic 0.5 partssurfactant, manufactured by Toho ChemicalCo., Ltd.)l% Rodopol water (tradename for a 20 partsthickener, manufactured by Rhone-Poulenc)Water 29.5 parts______________________________________
The above ingredients are homogeneously mixed to form a flowable.
FORMULATION EXAMPLE 4: Wettable powder
______________________________________Compound No. 2 of the present invention 60 partsZeeklite PFP (tradename for a kaolin-type 33 partsclay, manufactured by Zeeklite Industries,Co., Ltd.)Sorpol 5039 (tradename for a mixture of a 5 partsnonionic surfactant and an anionicsurfactant, manufactured by Toho ChemicalCo., Ltd.)Carplex (tradename for a coagulation- 2 partspreventing agent composed of a mixture ofa surfactant and fine silica powder,manuactured by Shionogi PharmaceuticalCo., Ltd.)______________________________________
The above ingredients are homogeneously pulverized and mixed to form a wettable powder.
FORMULATION EXAMPLE 5: Emulsifiable concentrate
______________________________________Compound No. 2 of the present invention 1.5 partsXylene 78.5 partsN,N-dimethylformamide 15 partsSorpol 2680 (tradename for a mixture of 5 partsa nonionic surfactant and an anionicsurfactant, manufactured by Toho ChemicalCo., Ltd.)______________________________________
The above ingredients are homogeneously mixed to obtain an emulsifiable concentrate.
FORMULATION EXAMPLE 6: Flowable
______________________________________Compound No. 2 of the present invention 40 partsAgrizole B-710 (tradename for a nonionic 10 partssurfactant, manufactured by Kao Corporation)Runox 1000C (tradename for an anionic 0.5 partssurfactant, manufactured by Toho ChemicalCo., Ltd.)1% Rodopol water (tradename for a 20 partsthickener, manufactured by Rhone-Poulenc)Water 29.5 parts______________________________________
The above ingredients are homogeneously mixed to form a flowable.
The compounds of the present invention are applicable not only to agricultural and horticultural fields such as upland fields, paddy fields and orchards, but also to non-agricultural fields such as athletic fields, vacant fields and railway sides for the control of various weeds. The dose in their application varies depending upon the application site, the season for application, the type of crop plants, etc. However, it is usually within a range of from 0.001 to 5 kg per hectare.
Now, the herbicidal activities of the compounds of the present invention will be described with respect to specific Test Examples.
TEST EXAMPLE 1: Test on the herbicidal effects in soil treatment
A plastic box having a length of 15 cm, a width of 22 cm and a depth of 6 cm was filled with a sterilized diluvium soil, and seeds Echinochloa crus-galli, Eleusine indica, Digitaria adscendens, Panicum dichotomiflorum, Abutilon theophrasti, Amaranthus lividus, Polygonum longisetum and Zea mays were sown, and tubers of Cyperus esculentus were further planted. The soil was covered thereon in the thickness of about 1.5 cm, and then a herbicide solution was applied onto the surface of the soil uniformly so that the active ingredient is distributed at a predetermined concentration. The herbicide solution was prepared by diluting the wettable powder, the emulsifiable concentrate, the liquid formulation or the flowable as described in the foregoing Formulation Examples with water and applied onto the entire soil surface by means of a small spray. Three weeks after the application of the herbicidal solution, the herbicidal effects against each weed were determined on the basis of the following standard ratings. The results thereby obtained are shown in Table 9.
Standard ratings
5: Growth control rate of more than 90% (almost completely withered)
4: Growth control rate of from 70 to 90%
3: Growth control rate of from 40 to 70%
2: Growth control rate of from 20 to 40%
1: Growth control rate of from 5 to 20%
0: Growth control rate of less than 5% (almost non-effective)
The above growth control rates were calculated by the following equation:
Growth control rate (%)=(1-T/N).times.100
where
T: Weight of the weed grown above the soil surface of the treated area
N: Weight of the weed grown above the soil surface of the non-treated area
TEST EXAMPLE 2: Test on the herbicidal effects in foliage treatment
A plastic box having a length of 15 cm, a width of 22 cm and a depth of 6 cm was filled with a sterilized diluvium soil, and seeds of Echinochloa crus-galli, Eleusine indica, Digitaria adscendens, Panicum dichotomiflorum, Xanthium strumarium, Abutilon theophrasti, Amaranthus lividus, Polygonum longisetum and Zea mays were spot-wisely sown, and tubers of Cyperus esculentus were further planted. Then, the soil was covered thereon in a thickness of about 1.5 cm. When the various weeds and crops grew to the 2 or 3 leaf stage, a herbicidal solution was uniformly sprayed on the foliages so that the active ingredient is applied in a predetermined concentration.
The herbicidal solution was prepared by diluting the wettable powder, the emulsifiable concentrate, the liquid formulation or the flowable as described in the above Formulation Examples with water and applied onto the entire surface of the foliages of the weeds and the crop plants by a small spray. Two weeks after the application of the herbicide solution, the herbicidal effects against each weed were determined on the basis of the standard ratings described in Test Example 1, and the phytotoxicity against each crop plant was determined on the basis of the standard ratings in Test Example 1. The results are shown in Table 10.
In Tables 9 and 10, the following abbreviations are used:
Dose: Dose of active ingredient (g/are)
EC: Echinochloa crus-galli (barnyardgrass)
EL: Eleusine indica (goosegrass)
DI: Digitaria adscendens (large crabgrass)
PA: Panicum dichotomiflorum (fall panicum)
AB: Abutilon theophrasti (velvet leaf)
AM: Amaranthus lividus (livid amaranth)
PO: Polygonum longisetum (persicaria blumei gross)
XA: Xanthium strumarium (cocklebur)
CY: Cyperus esculentus (yellow nutsedge)
ZE: Zea mays (corn)
TABLE 9__________________________________________________________________________CompoundNo. Dose EC EL DI PA AB AM PO CY ZE__________________________________________________________________________1 0.5 5 5 5 5 5 5 5 5 0 1 5 5 5 5 5 5 5 5 0 2 5 5 5 5 5 5 5 5 02 0.5 5 5 5 5 5 5 5 5 0 1 5 5 5 5 5 5 5 5 0 2 5 5 5 5 5 5 5 5 0Reference 4 3 3 3 1 4 5 5 0 0Compound 8 4 4 4 2 5 5 5 0 0A 16 5 5 5 3 5 5 5 1 1Reference 4 5 5 5 5 1 1 1 2 0Compound 8 5 5 5 5 2 2 2 3 0B 16 5 5 5 5 3 3 3 4 1Reference 0.5 3 3 3 2 4 1 1 3 0Compound 1 4 4 4 3 5 2 2 4 0C 2 5 5 5 4 5 3 3 5 0__________________________________________________________________________
TABLE 10__________________________________________________________________________CompoundNo. Dose EC EL DI PA AB AM PO XA CY ZE__________________________________________________________________________1 0.5 5 5 5 5 5 5 5 5 5 0 1 5 5 5 5 5 5 5 5 5 0 2 5 5 5 5 5 5 5 5 5 02 0.5 5 5 5 5 5 5 5 5 5 0 1 5 5 5 5 5 5 5 5 5 0 2 5 5 5 5 5 5 5 5 5 0Reference 4 3 2 3 0 3 5 5 4 0 0Compound 8 4 3 4 1 5 5 5 5 0 1A 16 5 4 5 2 5 5 5 5 1 2Reference 4 4 3 4 3 0 2 2 0 1 0Compound 8 4 4 4 4 1 3 3 1 2 1B 16 5 5 5 5 2 4 4 2 3 2Reference 0.5 4 3 3 2 4 0 1 2 3 0Compound 1 5 4 4 3 5 1 2 3 4 0C 2 5 5 5 4 5 2 3 4 5 1__________________________________________________________________________
In Tables 9 and 10, the Comparative Compounds are as follows: ##STR15##

Number	Date	Country	Kind
62-263060	Oct 1987	JPX
62-293804	Nov 1987	JPX

Number	Name	Date	Kind
4780127	Michaely et al.	Oct 1988
4781751	Chin	Nov 1988

Substituted benzoyl derivatives and selective herbicides

Information

Patent Number

Date Filed

Date Issued

Inventors

Original Assignees

Examiners

Agents

CPC

US Classifications

Field of Search

US

International Classifications

Abstract

Description

Claims

Priority Claims (2)

US Referenced Citations (2)