Russian Journal of Organic Chemistry

Mechanism of autoreduction of 2, 2, 6, 6-tetramethyl-1, 4-dioxopiperidinium cation in alkaline medium

VA Golubev

Index: Golubev; Sen Russian Journal of Organic Chemistry, 2011 , vol. 47, # 6 p. 869 - 876

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Citation Number: 7

Abstract

Abstract Autoreduction of 2, 2, 6, 6-tetramethyl-1, 4-dioxopiperidinium ion to nitroxyl radical in alkaline medium involves a number of parallel and consecutive reactions. The primary products of the reaction of 2, 2, 6, 6-tetramethyl-1, 4-dioxopiperidinium with hydroxide ion are three nitroso compounds and N-hydroxy-2, 2, 6, 6-tetramethylpiperidine N-oxide. Isomerization of the nitroso compounds and elimination of acetone from the N-oxide give ...

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