The Journal of Organic Chemistry

Chemistry of nitrogen radicals. V. Free radical addition of dialkyl-N-chloramines to olefinic and acetylenic hydrocarbons

RS Neale

Index: Neale,R.S. Journal of Organic Chemistry, 1967 , vol. 32, p. 3263 - 3273

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Citation Number: 21

Abstract

The addition of dialkyl-N-chloramines to aliphatic 1, 3-dienes1 1, 2-dienea1 terminal olefins, and acetylenes in sulfuric acid-acetic? cid is described. These facile, free-radical chain reactions all involve the addition of an aminium radical &NH+ to a carbon-carbon multiple bond as the key step in the process, which affords 1: 1 adducts in 15438% yield. Since addition, not hydrogen abstraction, is characteristic of aminium radical reactions with ...