Herbicidal compositions of 4-benzoylisoxazole and antidotes therefor

A method of reducing injury to corn by a 4-benzoylisoxazole herbicide of the formula ##STR16## wherein:

• each R.sup.2 is independently selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, --S(O).sub.n R.sup.6, and --OSO.sub.2 R.sup.7, wherein R.sup.6 is methyl or ethyl, p is zero, one or two, and R.sup.7 is C.sub.1 -C.sub.4 alkyl;
• and
• n is 2 or 3 and the benzoyl ring of said 4-benzoylisoxazole compound is 2,3-disubstituted, 2,4-disubstituted or 2,3,4-trisubstituted;
• which comprises applying to the soil, corn crop or seed a non-phytotoxic antidotally effective amount of an antidote compound which is antidotally effective for said 4-benzoylisoxazole herbicide, said antidote compound being selected from the group consisting of 2,2,5-trimethyl-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-phenyl-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-(2-furanyl)-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-(2-thienyl)-N-dichloroacetyl oxazolidine;
• N,N-diallyl dichloroacetamide;
• 2,2-dimethyl-N-dichloroacetyl oxazolidine;
• 4-(dichloroacetyl)-3,4-dihydro-3-methyl-2H-1,4-benzoxazine;
• 3-[3-(dichloroacetyl)-2,2-dimethyl-5-oxalidinyl]pyridine;
• 4-(dichloroacetyl)-1-oxa-4-azaspiro-[4,5]-decane;
• 2,2-dichloro-1-(1, 2, 3, 4-tetrahydro-1-methyl-2-isoquinolyl)ethanone;
• cis/trans-1,4-bis(dichloroacetyl)-2, 5-dimethylpiperazine;
• N-(dichloroacetyl)-1, 2, 3, 4-tetrahydroquinaldine;
• 1,5-bis(dichloroacetyl)-1, 5-diazacyclononane;
• and 1-(dichloroacetyl)-1-azaspiro[4,4]nonane.

An herbicidal composition comprising:

• (a) an herbicidally effective amount of an herbicidal 4-benzoylisoxazole selected from the group consisting of 5-cyclopropyl-4-[2-chloro-3-ethoxy-4(ethylsulfonyl)benzoyl]isoxazole and 5-cyclopropyl-4-(2-methylsulfonyl-4-trifluoromethylbenzoyl)isoxazole, or an agriculturally acceptable salt thereof;
• and
• (b) an antidotally effective amount of an antidote compound which is antidotally effective for corn, said antidote compound being a member selected from the group consisting of 2,2,5-trimethyl-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-phenyl-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-(2-furanyl)-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-(2-thienyl)-N-dichloroacetyl oxazolidine;
• N,N-diallyl dichloroacetamide;
• 2,2-spirocyclohexy-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-N-dichloroacetyl oxazolidine;
• 4-(dichloroacetyl)-3,4-dihydro-3-methyl-2H-1,4-benzoxazine;
• 3-[3-(dichloroacetyl)-2,2-dimethyl-5-oxalidinyl]pyridine;
• 4-(dichloroacetyl)- 1-oxa-4-azapiro-(4,5)-decane;
• 2,2-dichloro-1-(1, 2, 3, 4-tetrahydro-1-methyl-2-isoquinolyl)ethanone;
• cis/trans-1,4-bis(dichloroacetyl)-2, 5-dimethylpiperazine;
• N-(dichloroacetyl)-1, 2, 3, 4-tetrahydroquinaldine;
• 1,5-bis(dichloroacetyl)-1, 5-diazacyclononane;
• and 1-(dichloroacetyl)-1-azaspiro[4,4]nonane.

A method of reducing injury to corn by a 4-benzoylisoxazole herbicide selected from the group consisting of 5-cyclopropyl-4-[2-chloro-3-ethoxy-4-(ethylsulfonyl)-benzoyl]isoxazole and 5-cyclopropyl-4-(2-methylsulfonyl-4-trifluoromethylbenzoyl)-isoxazole, or an agriculturally acceptable salt thereof which possesses herbicidal properties, said method comprising applying to the soil, corn crop or seed a non-phytotoxic antidotally effective amount of an antidote compound which is antidotally effective for said 4-benzoylisoxizole, said antidote compound being selected from the group consisting of 2,2,5-trimethyl-N-dichloroacetyl oxazolidine;

• 2,2-dimethyl-5-phenyl-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-(2-furanyl)-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-5-(2-thienyl)-N-dichloroacetyl oxazolidine;
• N,N-diallyl dichloroacetamide;
• 2,2-spirocyclohexy-N-dichloroacetyl oxazolidine;
• 2,2-dimethyl-N-dichloroacetyl oxazolidine;
• 4-(dichloroacetyl)-3,4-dihydro-3-methyl-2H-1,4-benzoxazine;
• 3-[3-(dichloroacetyl)-2,2-dimethyl-5-oxalidinyl]pyridine;
• 4-(dichloroacetyl)-1-oxa-4-azapiro-(4,5)-decane;
• 2,2-dichloro-1-(1, 2, 3, 4-tetrahydro-1-methyl-2-isoquinolyl)ethanone;
• cis/trans-1,4-bis(dichloroacetyl)-2, 5-dimethylpiperazine;
• N-(dichloroacetyl)-1, 2, 3, 4-tetrahydroquinaldine;
• 1,5-bis(dichloroacetyl)-1, 5-diazacyclononane;
• and 1-(dichloroacetyl)-1-azaspiro[4,4]nonane.