Tetrahedron

Ferrous ion induced decomposition of alkyl hypochlorites

Ž Čeković, G Djokić

Index: Cekovic, Zivorad; Djokic, Gordana Tetrahedron, 1981 , vol. 37, # 24 p. 4263 - 4268

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Citation Number: 12

Abstract

The decomposition of primary, secondary and tertiary alkyl hypochlorites induced by ferrous and other one-electron oxidizable metal ions leads to δ-chloro alcohols in yields of 34–76%. In decomposition of tertiary alkyl hypochlorites, β-fragmentation competes with intramolecular δ-chlorination. Tertiary cycloalkyl hypochlorites containing five-or six- membered rings undergo β-cleavage giving the corresponding ω-chloro ketones, while 1- ...