Carbonium-ion rearrangements in the addition of bromine to some olefins

Abstract

The olefins Ph₂ArC·CRCH₂(R = H, Me; Ar = Ph, p-C₆H₄·OMe) have been treated with bromine in various solvents and their rates of reaction in carbon tetrachloride at 25° have been measured. The extent of rearrangement of the group Ar depends on the nature of this group and of R, and on the solvent. The mechanisms of the reactions are discussed.