Biocidal 2-aryl-1,3-cyclopentanedione compounds and alkali metal and ammonium salts thereof

A compound of the formula:

• ##STR21## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group;
• with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 substituents may not individually include more than ten aliphatic carbon atoms.

An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula:

• ##STR22## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group;
• R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups;
• or any two R.sub.6, R.sub.7, R.sub.8 or R.sub.9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring;
• with the provisos that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R.sub.6, R.sub.7, R.sub.8 or R.sub.9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.

An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula:

• ##STR23## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group;
• with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 substituents may not individually include more than ten aliphatic carbon atoms.

A method of controlling acarids or plant pests which comprises subjecting said acarids or said plant pests to an acaricidally or herbicidally effective amount of compound of the formula:

• ##STR24## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group;
• R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are individually hydrogen, or either an unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or phenyl group wherein the permissible substituents are one or more alkyl, alkanoyl, cycloalkyl, cycloalkenyl, cyano, halogen, nitro, alkoxy, aryloxy, alkylthio, arylthio, alkylsulfinyl, alkylsulfonyl, acrylamido or dialkylamino groups;
• or any two R.sub.6, R.sub.7, R.sub.8 or R.sub.9 substituents taken together are an alkylene or alkenylene group having from 2 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring;
• with the provisos that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R.sub.6, R.sub.7, R.sub.8 or R.sub.9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.

A method of controlling acarids or plant pests which comprises subjecting said acarids or plant pests to an acaricidally or herbicidally effective amount of a compound of the formula:

• ##STR25## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, nitro, polyhaloalkyl, halogen, cyano, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkanoyl, amido, amino or haloalkyl group;
• with the proviso that R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 substituents may not individually include more than ten aliphatic carbon atoms.

A compound of the formula:

• ##STR26## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups;
• R.sub.6 and R.sub.8 are hydrogen;
• and
• R.sub.7 and R.sub.9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring;
• with the provisos that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R.sub.6, R.sub.7, R.sub.8 or R.sub.9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.

An acaricidal or herbicidal composition comprising an acceptable carrier and as the active toxicant an acaricidally or herbicidally effective amount of a compound of the formula:

• ##STR27## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, alkyl, cyano, alkoxy, halogen or trihalomethyl groups;
• R.sub.6 and R.sub.8 are hydrogen;
• and
• R.sub.7 and R.sub.9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring;
• with the provisos that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R.sub.6, R.sub.7, R.sub.8 or R.sub.9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.

A method of controlling acarids or plant pests which comprises subjecting said acarids or said plant pests to an acaricidally or herbicidally effective amount of compound of the formula:

• ##STR28## and tautomeric mixtures and alkali metal and ammonium salts thereof, wherein:
• R.sub.1 is an alkyl, haloalkyl, halogen or polyhaloalkyl group;
• R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are individually hydrogen, alkyl, cyano, alkoxy, halogen, or trihalomethyl groups;
• R.sub.6 and R.sub.8 are hydrogen;
• and
• R.sub.7 and R.sub.9 taken together are an alkylene group having from 3 to 20 carbon atoms completing a 3, 4, 5, 6 or 7 membered carbon ring;
• with the provisos that R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 substituents individually may not include more than ten aliphatic carbon atoms, and that an alkenylene chain formed by any two of R.sub.6, R.sub.7, R.sub.8 and R.sub.9 resulting in a six membered fused polycyclic ring structure may not have more than one double bond.