The addition of bromine chloride to some cyclohexene derivatives

Abstract

Abstract The addition of bromine chloride, prepared in situ from N ‐bromosuccinimide and hydrogen chloride, to a number of alkyl cyclohexenes has been studied. The addition leads to mixtures of isomeric trans ‐bromochloroalkylcyclohexanes. A two‐stage mechanism, involving the formation of a cyclic bromonium‐ion intermediate, followed by a trans ‐diaxial opening of the cyclic intermediate is proposed to account for the experimental results.