Insecticides

Details Insecticides Insecticides

C - Chemistry, Metallurgy

07

C

260/362.2, 167/1

C07C 69/74 (2006.01) C07D 307/45 (2006.01) C07D 307/54 (2006.01)

Patent

CA 1045632

ABSTRACT Insecticides of formula: Image have particularly good kill and/or knock down properties when R2 and R4 are fluorine, chlorine or bromine and R is 3-phenoxybenzyl or .alpha.-cyano-3-phenoxybenzyl or when at least one of R2 and R3 is fluorine, R can also be 5-benzyl-3- furylmethyl and the ester is in the form of a substantially pure optical isomer with respect to the cyclopropane ring and has [R] configuration at C1 of the cyclopropane ring. The esters may be prepared by conventional esterification or by a Wittig synethesis using the desired ester of caronaldehyde and a phosphorane derived from the appropriate dihalo compound. The resolution about the cyclopropane ring can be before or after the esterification or Wittig reaction. The crystalline isomer of the compound wherein R2 and R3 are each bromine and R is .alpha.-cyano-3-phenoxybenzyl has a relative toxicity to houseflies about 23 times greater than that of 5-benzyl-3- furylmethyl (+)-trans chrysanthemate.

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