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US 4,209,532 AGranted
Biocidal 2-aryl-1,3-cyclohexane dione compounds and alkali metal and ammonium salts thereof
AssigneeUnion Carbide Corporation
InventorThomas N. Wheeler
Life of this patent
Estimating the term…
Abstract
2-Aryl-1,3-cyclohexanedione compounds and their alkali metal and ammonium salts exhibit outstanding herbicidal, miticidal and mite ovicidal activity.
Claims47
A compound of the formula:
- ##STR8## and alkali metal and ammonium salts thereof, wherein:
- Z, Z', Z" and Z'" are individually hydrogen nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl;
- R.sub.1 is alkyl, haloalkyl, halogen or polyhaloalkyl;
- R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are individually hydrogen or either substituted or unsubstituted alkyl or phenyl wherein the permissible substituents are one or more alkyl, cyano, halogen, nitro, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl or dialkylamino substituents;
- or any two R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 or R.sub.7 substituents together may form an alkylene or alkenylene chain having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered ring structure;
- with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, Z, Z', Z" substituents individually may not include more than ten aliphatic carbon atoms.
3 more elements
2-(2', 4'-Dimethylphenyl)-5,5-dimethyl-1, 3-cyclohexanedione.
2-(2', 5' -Dimethylphenyl)-5,5-dimethyl-1, 3-cyclohexanedione.
2-(2',4'-Dichlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione.
2-(2'-Methylphenyl)-5,5-dimethyl-1,3-cyclohexanedione.
2-(2'-Chlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione.
A miticidal, mite ovicidal and herbicidal composition comprising an acceptable carrier and as the active toxicant a miticidally, mite ovicidally or herbicidally effective amount of a compound of the formula:
- ##STR9## and alkali metal and ammonium salts thereof, wherein:
- Z, Z', Z" and Z'" are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkysulfinyl, alkylsulfonyl, alkanoyl, amido, haloalkyl or amino;
- R.sub.1 is alkyl, halogen, polyhaloalkyl, or haloalkyl;
- R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 and R.sub.7 are individually hydrogen, or either substituted or unsubstituted alkyl or phenyl wherein the permissible substituents are one or more alkyl, cyano, halogen, nitro, alkoxy, alkyl, alkylthio, alkylsulfinyl, alkylsulfonyl or dialkylamino substituents;
- or any two R.sub.2 , R.sub.3, R.sub.4, R.sub.5, R.sub.6 or R.sub.7 substituent together may form an alkylene or alkylene chain having from 2to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered ring structure;
- with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, Z, Z', Z" and Z'" substituents individually may not include more than ten aliphatic carbon atoms.
3 more elements
A method of controlling mites and plant pests which comprises subjecting said mites, the eggs of said mites and said plant pests to a miticidally, mite ovicidally or herbicidally effective amount of a compound of the formula:
- ##STR10## and alkali metal and ammonium salts thereof, wherein:
- Z, Z', Z" and Z'" are individually hydrogen, haloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl;
- R.sub.1 is alkyl, halogen, polyhaloalkyl, or haloalkyl;
- R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are individually hydrogen or either substituted or unsubstituted alkyl or phenyl wherein the permissible substituents are one or more alkyl, cyano, halogen, nitro, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl or dialkylamino substituents;
- or any two R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 or R.sub.8 substituents together may form an alkylene or alkenylene chain having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered ring structure;
- with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 Z, Z', Z" and Z'" substituents individually may not include more than ten aliphatic carbon atoms.
3 more elements
A compound of the formula:
- ##STR11## and alkali metal and ammonium salts thereof, wherein:
- Z, Z', Z" and Z'" are individually hydrogen, halogen, alkyl, alkoxy, nitro, polyhaloalkyl, haloalkyl or alkylthio;
- R.sub.1 is alkyl, halogen, haloalkyl or polyhaloalkyl;
- R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are individually hydrogen, alkyl or alkyl substituted with one or more halogen, nitro, alkoxy or alkylthio;
- With the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, Z, Z', Z" and Z'" individually may not include more than ten aliphatic carbon atoms.
2 more elements
A compound of the formula ##STR12## and alkali metal and ammonium salts thereof, wherein:
- Z, Z', Z" and Z'" are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl;
- R.sub.1 is alkyl or halogen;
- R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are individually hydrogen or either substituted or unsubstituted alkyl or phenyl wherein the permissible substituents are one or more alkyl, cyano, halogen, nitro, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl or dialkylamino substituents or any two R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 or R.sub.7 substituent together may form an alkylene or alkenylene chain having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered ring structure;
- with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, Z, Z' and Z" and Z'" substituents individually may not include more than ten aliphatic carbon atoms.
1 more element
Dependencies are inferred from the claim text.