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Optical isomers of ten 1, 3, 2-oxazaphospholidine 2-sulfides and two 1, 3, 2-benzodioxaphosphorin 2-sulfides, including a commercial insecticide, salithion, were topically applied to an organophosphate-susceptible strain of housefly. Of all the oxazaphospholidines, (S) c (R) r isomers showed the highest insecticidal activity, and the potency decreased with configuration in the order of (S)c(R)p>(S)c(S)p>(R)c(R)p>(R)c(S) p. In the benzodioxaphosphorins, the (S) P configuration was favorable for high insecticidal activity. Some optical isomers were also tested against the onion maggot, two species of planthopper and an organophosphateresistant strain of housefly. The relationship between configuration and insecticidal activity was similar in the susceptible and resistant strains of housefly, but varied with species of insect.

Insecticidal Activity of Optically Active 1, 3, 2-Oxazaphospholidine 2-Sulfides and 1, 3, 2-Benzodioxaphosphorin 2-Sulfides