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Reaction of Aromatic and Unsaturated Compounds with the Potassium Permanganate/HCl (HBr) Acetonitrile Reagent
Authors:Lilian Kao Liu  Ching-Shan Lin
Abstract:Addition of hydrochloric or hydrobromic acid to a solution of potassium permanganate in acetonitrile produced a homogeneous mixture, which is suitable for laboratory chlorination or bromination, respectively. Aromatic compounds more reactive than alkylbenzenes can be chlorinated or brominated without additional catalyst. Alkenes and alkynes give the corresponding vicinal dihaloalkanes and vinyl halides. All reactions complete within two hours under mild condition (25-60 °C) with excellent to moderate yields.
Keywords:Aryl halides  Vicinal dihaloalkanes  Vinyl di-halides  Potassium permanganate  Hydrochloric acid  Hydrobromic acid
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