The pyrethrins and related compounds. Part xxxi: Alkoxyimino‐substituted esters

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Abstract
Esters derived from pyrethroidal acids and benzyl and furylmethyl alcohols bearing a wide range of side‐chains each containing at least one oxime ether group, and related derivatives of allethrin and benzylnorthrin, were synthesised and tested for insecticidal activity. Of the benzyl esters, the most insecticidal were those with the methoxyimino‐methyl or ‐ethyl side‐chains at C‐3 or C‐4, and with E configuration. Changing the alkoxy group, the configuration or the chain length resulted in lower activity. Introducing an occyano group increased activity if the side‐chain was at C‐3, but lowered it drastically if the substituent was at C‐4. In the case of allethrin, the methoxime derivative was less active than the parent ketone, but with benzylnorthrin conversion to the methoxime markedly increased activity against one of the test species.

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