SIMPLE AND PRACTICAL HALOGENATION OF ARENES, ALKENES AND ALKYNES WITH HYDROHALIC ACID/H2O2 (OR TBHP)

Abstract A simple protocol for the halogenation of arenes utilizing a combination of aqueous hydrogen peroxide (34 %) or tert -butylhydroperoxide (70 %) and hydrohalic acid is presented. A similar procedure of oxyhalogenation involving the in situ generation of positive halogen reagents is applied for the preparation of vicinal trans -dibromoalkanes and dichloroalkanes from alkenes. The reaction of alkenes with a combination of hydrochloric acid and hydrobromic acid with hydrogen peroxide gave a mixture of 1-bromo 2-chloro alkanes and 1,2-dibromoalkanes. Oxidative bromination of alkynes is also reported under similar conditions.