Campus Units

Entomology

Document Type

Book Chapter

Publication Version

Published Version

Publication Date

11-3-1987

Journal or Book Title

Synthesis and Chemistry of Agrochemicals

Volume

355

Issue

20

First Page

217

Last Page

225

DOI

10.1021/bk-1987-0355.ch020

Abstract

Insecticidal activity of chloronitroalkanes was predicted on the basis of structure-activity relationships. Two series of new bis(substituted-phenyl) chloronitroalkanes were synthesized and evaluated for insecticidal activity. The synthetic pathway proceeded through phenylnitroethanols and diphenylnitroethanes as intermediates. Final products were 1,1-bis (substituted-phenyl)-2-chloro-2-nitroethanes and 1,1-bis(substituted-phenyl)-2,2-dichloro-2-nitroethanes. Aromatic substituents were selected from alkyl, alkoxy, and halogen moieties. Following purifications and confirmation of structures, the compounds were bioassayed against insects. The two series were compared for potency, as were various combinations of X and Y substituents. Adult female house flies (Musca domestica), mosquito larvae (Aedes aegypti), western corn rootworm (Diabrotica virgifera virgifera) and German cockroach (Blattellagermanica) have been tested. In general, the mono-chloro series is more toxic than the di-chloro series. Five of the mono-chloro analogs are 8-10 times more potent than pyrethrins and 6-7 times more toxic than methoxychlor to the house fly.

Comments

Reprinted (adapted) with permission from Synthesis and Chemistry of Agrochemicals, 355(20); 217-225. Doi: 10.1021/bk-1987-0355.ch020. 1987 American Chemical Society.

Copyright Owner

American Chemical Society

Language

en

File Format

application/pdf