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Reaction of Aromatic and Unsaturated Compounds with the Potassium Permanganate/HCl (HBr) Acetonitrile Reagent
Author(s) -
Liu Lilian Kao,
Lin ChingShan
Publication year - 1996
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199600010
Subject(s) - chemistry , potassium permanganate , acetonitrile , hydrobromic acid , reagent , halogenation , organic chemistry , hydrochloric acid , alkylbenzenes , potassium , halide , catalysis , inorganic chemistry
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.