THE PYRETHRINS AND RELATED-COMPOUNDS .38. OPTIMIZATION OF INSECTICIDAL ACTIVITY IN 3-[(ALKOXYIMINO)METHYL]-4-FLUOROBENZYL ESTERS

被引:4
作者
BEDDIE, DG [1 ]
FARNHAM, AW [1 ]
KHAMBAY, BPS [1 ]
机构
[1] AFRC,INST ARABLE CROPS RES,DEPT BIOL & ECOL CHEM,ROTHAMSTED EXPTL STN,HARPENDEN AL5 2JQ,HERTS,ENGLAND
来源
PESTICIDE SCIENCE | 1995年 / 44卷 / 03期
关键词
PYRETHROIDS; STRUCTURE-ACTIVITY RELATIONSHIPS; ALKOXIMES; INSECTICIDAL;
D O I
10.1002/ps.2780440309
中图分类号
S3 [农学(农艺学)];
学科分类号
0901 ;
摘要
Optimisation of activity in 3-[(alkoxyimino)methylbenzyl] esters has been investigated by introducing an alpha-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 alpha-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 alpha-cyano-4-fluoro-3-[(methoxyimino)methyl]benzyl alcohol, which was synthesised from 2-{4-fluoro-3-[(hydroxyimino)methyl]phenyl}-1,3-dioxolane.
引用
收藏
页码:261 / 268
页数:8
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