Phosphorous esters of cyanohydrins
AssigneeRhone Poulenc Nederlands B.V.
InventorsLeonard E. Hodakowski, Hafez M. Ayad
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Abstract
Novel phosphorous esters of cyanohydrins which exhibit outstanding pesticidal activity. A method of controlling pests by subjecting the pests to a pesticidally active amount of a compound of this invention is also covered.
Claims22
A pesticidal composition for combatting pests selected from the group consisting of nematodes, insects and mites comprising an acceptable carrier and as the active toxicant a pesticidally effective amount of a compound of the formula:
- ##STR24## wherein:
- X is O or S;
- R and R.sub.1 are the same or different and are independently hydrogen, lower alkyl (C.sub.1 -C.sub.15), whereby C.sub.3 -C.sub.15 can be branched or unbranched, and wherein the alkyl chain can be substituted or unsubstituted with alkylthio, alkoxy, or one or more halo;
- cycloalkyl (C.sub.3 -C.sub.8), alkenyl, phenyl, benzyl, pyridinyl, naphthalene, all of which may be optionally substituted with one or more halogen, nitro, cyano, allyloxy, trihalomethyl, alkyl, alkylthio, alkoxy, or aryloxy, aryloxy alkyl, which can be further substituted with alkoxy, halogen, alkyl, or trihalomethyl groups;
- taken together R and R.sub.1 may form a 5 or 6 membered carbocyclic ring;
- and
- R.sub.2 and R.sub.3 can be the same or different and are independently:
- (a) alkylthio (C.sub.1 -C.sub.8),
- (b) alkoxy (C.sub.1 -C.sub.8) with the proviso that R.sub.2 and R.sub.3 may not be alkoxy at the same time, or
- (c) alkyl or dialkyl amino;
- with the proviso that (1) when R.sub.2 and R.sub.3 are different and are independently propylthio or ethoxy and when R and R.sub.1 are different and are independently trichloromethyl or hydrogen, then X cannot be oxygen;
- (2) when R.sub.2 and R.sub.3 are different and are independently propylthio or ethoxy and when R and R.sub.1 taken together form a cyclohexyl ring, then X cannot be sulfur;
- (3) when R.sub.2 and R.sub.3 are different and are independently propylthio or ethoxy and when R and R.sub.1 are different and are independently phenoxyphenyl or hydrogen, then X cannot be sulfur;
- and (4) when R.sub.2 and R.sub.3 are different and are independently ethoxy or ethyl and when R and R.sub.1 are different and are independently phenoxyphenyl or hydrogen, then X cannot be sulfur.
A method of controlling nematodes, insects and mites which comprises subjecting them to a nematocidally, insecticidally or miticidally effective amount of a compound of the formula:
- ##STR25## wherein:
- X is O or S;
- R and R.sub.1 are the same of different and are independently hydrogen, lower alkyl (C.sub.1 -C.sub.15), whereby C.sub.3 -C.sub.15 can be branched or unbranched, and wherein the alkyl chain can be substituted or unsubstituted with alkylthio, alkoxy, or one or more halo;
- cycloalkyl (C.sub.3 -C.sub.8), alkenyl, phenyl, benzyl, pyridinyl, naphthalene, all of which may be optionally substituted with one or more halogen, nitro, cyano, allyloxy, trihalomethyl, alkyl, alkylthio, alkoxy, or aryloxy, aryloxy alkyl, which can be further substituted with alkoxy, halogen, alkyl, or trihalomethyl groups;
- taken together R and R.sub.1 may form a 5 or 6 membered carbocyclic ring;
- and
- R.sub.2 and R.sub.3 can be the same or different and are independently:
- (a) alkylthio (C.sub.1 -C.sub.8),
- (b) alkoxy (C.sub.1 -C.sub.8) with the proviso that R.sub.2 and R.sub.3 may not be alkoxy at the same time, or
- (c) alkyl or dialkyl amino;
- with the proviso that (1) when R.sub.2 and R.sub.3 are different and are independently propylthio or ethoxy and when R and R.sub.1 are different and are independently trichloromethyl or hydrogen, then X cannot be oxygen;
- (2) when R.sub.2 and R.sub.3 are different and are independently propylthio or ethoxy and when R and R.sub.1 taken together form a cyclohexyl ring, then X cannot be sulfur;
- (3) when R.sub.2 and R.sub.3 are different and are independently propylthio or ethoxy and when R and R.sub.1 are different and are independently phenoxyphenyl or hydrogen, then X cannot be sulfur;
- and (4) when R.sub.2 and R.sub.3 are different and are independently ethoxy or ethyl and when R and R.sub.1 are different and are independently phenoxyphenyl or hydrogen, then X cannot be sulfur.
Dependencies are inferred from the claim text.