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Reactions of organic anions, 182. Vicarious nucleophilic substitution of a hydrogen atom in 1-fluoro-2,4-dinitrobenzene (Sanger's Reagent)

✍ Scribed by Mąkosza, Mieczyslaw ;Stalewski, Jacek

Publisher: John Wiley and Sons
Year: 1991
Tongue: English
Weight: 223 KB
Volume: 1991
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1991199101112

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✦ Synopsis

Abstract

Reactions of carbanions of aryl chloromethyl and dichloromethyl sulfones 3 and 4 and tert‐butyl chloro‐ and dichloroacetates (5 and 6) with 1‐halo‐2,4‐dinitrobenzenes 1 and 2 proceed by nucleophilic replacement of a hydrogen atom. The S~N~Ar of the halogen atom occurs to a negligible extent.

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