M-phenoxybenzyl and .alpha.-cyano-M-phenoxybenzyl esters of 2-haloalkyl (oxy-, thio-, sulfinyl-, or sulfonyl)phenylalkanoic acids
AssigneeAmerican Cyanamid Company
InventorsGerald Berkelhammer, Venkataraman Kameswaran
Life of this patent
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Abstract
The invention is m-phenoxybenzyl esters of 2-haloalkyl(oxy-, thio-, sulfinyl-, or sulfonyl)phenylalkanoic acids which are useful insecticidal and acaricidal agents.
Claims29
A compound having the formula:
- ##STR152## wherein RCF.sub.2 X--, Y and Z, are all meta or para to the carbon to which the alkanoic acid ester group is attached, and X is O, S, SO or SO.sub.2 ;
- Y and Z are each H, Cl, F, Br, NO.sub.2, CH.sub.3 or OCH.sub.3 ;
- R is H, F, CHF.sub.2 or CF.sub.3 ;
- R.sub.2 is ethyl, n-propyl, isopropyl, isopropenyl or t-butyl;
- R.sub.3 is H, CN or --C.tbd.CH, and R.sub.4 is H, F, Cl, CH.sub.3 or OCH.sub.3 or the optical isomers thereof.
A method for controlling insects and acarina comprising contacting the insects and acarina, their habitat, breeding grounds or feed, with an insecticidally or acaricidally effective amount of a compound of the formula:
- ##STR154## wherein RCF.sub.2 X--, Y and Z, are all meta or para to the carbon to which the alkanoic acid ester group is attached, and X is O, S, SO or SO.sub.2 ;
- Y and Z are each H, Cl, F, Br, NO.sub.2, CH.sub.3 or OCH.sub.3 ;
- R is H, F, CHF.sub.2 or CF.sub.3 ;
- R.sub.2 is ethyl, n-propyl, isopropyl, isopropenyl or t-butyl;
- R.sub.3 is H, CN or --C.tbd.CH, and R.sub.4 is H, F, Cl, CH.sub.3 or OCH.sub.3 or the optical isomers thereof.
A method for the systemic control of insects and acarina that feed on the body fluids of livestock and domestic animals comprising orally or parenterally administering to the animal host a systemically effective amount of a compound having the formula:
- ##STR156## wherein RCF.sub.2 X--, Y and Z, are all meta or para to the carbon to which the alkanoic acid ester group is attached, and X is O, S, SO or SO.sub.2 ;
- Y and Z are each H, Cl, F, Br, NO.sub.2, CH.sub.3 OCH.sub.3 ;
- R is H, F, CHF.sub.2 or CF.sub.3 ;
- R.sub.2 is ethyl, n-propyl, isopropyl, isopropenyl or t-butyl;
- R.sub.3 is H, CN or --C.tbd.CH, and R.sub.4 is H, F, Cl, CH.sub.3 or OCH.sub.3 or the optical isomers thereof.
An insecticidal composition comprising a compound of the formula:
- ##STR157## wherein RCF.sub.2 X--, Y and Z, are all meta or para to the carbon to which the alkanoic acid ester group is attached, and X is O, S, SO or SO.sub.2 ;
- Y and Z are each H, Cl, F, Br, NO.sub.2, CH.sub.3 or OCH.sub.3 ;
- R is H, F, CHF.sub.2 or CF.sub.3 ;
- R.sub.2 is ethyl, n-propyl, isopropyl, isopropenyl or t-butyl;
- R.sub.3 is H, CN or --C.tbd.CH, and R.sub.4 is H, F, Cl, CH.sub.3 or OCH.sub.3 or the optical isomers thereof;
- an emulsifying agent, a surfactant and a solvent.
Dependencies are inferred from the claim text.