166408-34-0Relevant articles and documents
The Pyrethrins and Related Compounds. Part XXXVIII - Optimisation of Insecticidal Activity in 3-[(Alkoxyimino)methyl]-4-fluorobenzyl Esters
Beddie, David G.,Farnham, Andrew W.,Khambay, Bhupinder P. S.
, p. 261 - 268 (2007/10/03)
Optimisation of activity in 3-[(alkoxyimino)methylbenzyl] esters has been investigated by introducing an α-cyano group and a fluorine atom in position 4 of the benzylic moiety in conjunction with varying the length and nature of the side chain. Of the five side-chain variations investigated, the 3-methoxyiminomethyl was more effective than others. Introduction of fluorine in position 4 of the benzylic moiety generally increased activity, particularly against mustard beetles, as in previous instances. Surprisingly, the effect on insecticidal activity of introducing an α-CN group ranged from positive to negative depending upon the nature of the alkoxyimino substituent, an effect not observed previously. The most effective esters were derived from α-cyano-4-fluoro-3-[(methoxyimino)methyl]benzyl alcohol, which was synthesised from 2-{4-fluoro-3-[(hydroxyimino)methyl]phenyl}-1,3-dioxolane.
