1,3-Oxathianes with suitable 2- and 5-substituents are highly potent insecticides. In some cases 1,3-oxathiane 3-oxides and 1,3-oxathiane 3,3-dioxides derived by m-chloroperoxybenzoic acid oxidation of the 1,3-oxathianes are even more effective. Housefly LD50s for trans-5(e)-tert-butyl-2(e)-(4-ethynylphenyl)-1,3 oxathiane 3,3-dioxide are 0.3 and 0.03 micrograms/g alone and with piperonyl butoxide, respectively. It is the most insecticidal analogue in the oxathiane series and approaches the potency of (1R)-cis-permethrin.
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