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US 4,436,666 AGranted
Biocidal enol derivatives of 2-aryl-1,3-cycloalkanedione compounds
AssigneeUnion Carbide Corporation
InventorThomas N. Wheeler
Life of this patent
Estimating the term…
Abstract
Enol derivatives of 2-aryl-1,3-cycloalkanedione compounds exhibit outstanding herbicidal and acarcidal activity.
Claims21
A compound of the formula:
- ##STR32## wherein:
- R is ##STR33## wherein:
- R' may not include more than thirty aliphatic carbons and is selected from:
- an unsubstituted or substituted alkyl, alkenyl, alkynyl, bicycloalkyl, bicycloalkenyl, cycloalkyl, cycloalkenyl, phenyl, phenylalkyl, naphthyl, or naphthylalkyl group wherein the permissible substituents are one or more alkyl, cyano, nitro, alkoxy, aryloxy, halogen, haloalkyl, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl alkoxyalkyl, aryloxyalkyl, alkylthioalkyl, arylthioalkyl, arylsulfinylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, arylsulfonylalkyl, or dialkylamino groups in any combination;
- R" is a divalent moiety which may not include more than thirty aliphatic carbon atoms and is selected from an unsubstituted or substituted alkylene, alkenylene, alkynylene, bicycloalkylene, bicycloalkenylene, cycloalkylene, cycloalkenylene, phenylene, phenylalkylene, naphthylene, or naphthylalkylene group wherein the permissible substituents are one or more alkyl, cyano, nitro, alkoxy, aryloxy, halogen, haloalkyl, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl alkoxyalkyl, aryloxyalkyl, alkylthioalkyl, arylthioalkyl, alkylsulfinylalkyl, arylsulfinylalkyl, alkylsulfonylalkyl, arylsulfonylalkyl or dialkylamino groups, in any combination;
- R.sub.1 may not individually include more than ten aliphatic carbon atoms and is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
- R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may not individually include more than ten aliphatic carbon atoms and are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl amido, amino or haloalkyl groups;
- A is an alkylene or alkenylene chain containing two or three carbon atoms which may be substituted by one or more substituents which may be the same or different selected from:
- (a) substituents which may not include more than ten aliphatic carbon atoms selected from:
- an alkyl, alkenyl, cycloalkyl or cycloalkenyl groups, which groups may be further substituted with one or more cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, acylamido, or dialkylamino substituents in any combination;
- and a phenyl group which may be substituted by one or more alkyl, alkenyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, acylamido or dialkylamino substituents in any combination;
- (b) a divalent alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3,4,5,6 or 7 membered carbon ring with the proviso that when A is a hydrocarbon chain containing two carbon atoms, said hydrocarbon chain may not form together with said divalent alkylene group a six membered fused polycyclic ring structure wherein said six membered ring has more than two double bonds.
9 more elements
A compound of the formula:
- ##STR36## wherein:
- R is ##STR37## wherein:
- R' may not include more than 18 aliphatic carbon atoms and is selected from an alkyl, alkenyl, alkynyl, phenyl, phenylalkyl, naphthyl or naphthylalkyl group all of which may be unsubstituted or substituted with one or more chloro, alkoxy, alkylthio or alkyl groups in any combination;
- R" is a divalent moiety which may not include more than 18 aliphatic carbon atoms and is selected from an alkylene, alkenylene, alkynylene, phenylene, phenylalkylene, naphthylene or naphthylalkylene group all of which may be unsubstituted or substituted with one more more chloro, alkoxy, alkylthio, or alkyl groups, in any combination.
1 more element
[2-(2',4'-dimethylphenyl)-3-oxo-5,5-dimethyl-1-cyclohexenyl][isopropyl] t hiocarbonate.
[2-(2'-me thylphenyl)-3-oxo-5,5-dimethyl-1-cyclohexenyl][phenyl]thiocarbonate.
A compound of the formula:
- ##STR42## wherein:
- ##STR43## wherein:
- R' may not include more than thirty aliphatic carbons and is selected from:
- an unsubstituted or substituted alkyl, alkenyl, alkynyl, bicycloalkyl, bicycloalkenyl, cycloalkyl, cycloalkenyl, phenyl, phenylalkyl, naphthyl, or naphthylalkyl group wherein the permissible substituents are one or more alkyl, cyano, nitro, alkoxy, aryloxy, halogen, haloalkyl, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, alkoxyalkyl, aryloxyalkyl, alkylthioalkyl, arylthioalkyl, arylsulfinylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, arylsulfonylalkyl or dialkylamino groups in any combination;
- R.sub.1 may not individually include more than ten aliphatic carbon atoms and is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
- R.sub.2, R.sub.3, R.sub.4 and R.sub.5 may not individually include more than ten aliphatic carbon atoms and are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl amido, amino or haloalkyl groups;
- A is an alkylene or alkenylene chain containing two or three carbon atoms which may be substituted by one or more substituents which may be the same or different selected from:
- (a) substituents which may not include more than ten aliphatic carbon atoms selected from:
- an alkyl, alkenyl, cycloalkyl or cycloalkenyl groups, which groups may be further substituted with one or more cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, acylamido, or dialkylamino substituents in any combination;
- and a phenyl group which may be substituted by one or more alkyl, alkenyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, acylamido or dialkylamino substituents in any combination;
- (b) a divalent alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3,4,5,6 or 7 membered carbon ring with the proviso that when A is a hydrocarbon chain containing two carbon atoms, said hydrocarbon chain may not form together with said divalent alkylene group a six membered fused polycyclic ring structure wherein said six membered ring has more than two double bonds.
8 more elements
Dependencies are inferred from the claim text.