The Influence of Solvent and Chloramine Structure on the Free-Radical Rearrangement Products of N-Chlorodialkylamines

RS Neale, MR Walsh, NL Marcus

Index: Neale,R.S. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 3683 - 3688

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Citation Number: 22

Abstract

The influence of certain acidic solvents and chloramine structure on the photolytic Hofmann- Loeffler reaction has been studied. The &chloramine from N-chlorodi-n-butylamine was formed in 71y0 or better yield in the solvents 3.9 M sulfuric acid in acetic acid, nitromethane, or acetonitrile and in trifluoroacetic acid. The conversion of some &chloramines to the corresponding &hydroxyamines was demonstrated. In the aminium radical derived from N ...

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