Aromatic Bromination and Iodination with Mixtures of Antimony (V) Chloride and Halogens
- 1 January 1974
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 47 (1) , 147-150
- https://doi.org/10.1246/bcsj.47.147
Abstract
Equimolar mixtures of SbCl5 and Br2 or I2 were found to be elegant reagents for the halogenation of certain aromatic substrates. In carbon tetrachloride, halogenobenzenes afforded the corresponding bromo- and iododerivatives with high para-selectivities (more than 95%) in good yields. The bromination of aromatic compounds with deactivating groups, such as ethyl benzoate and nitrobenzene, was simply achieved in 1,2-dichloroethane. Based on competitive halogenation data, the attack of BrCl or ICl (both formed in situ) on aromatics has been suggested.This publication has 10 references indexed in Scilit:
- The Chlorobromination of Olefins with Antimony (III and V) ChloridesBulletin of the Chemical Society of Japan, 1974
- Halogenation with copper(II) halides. Synthesis of aryl iodidesThe Journal of Organic Chemistry, 1970
- Iodination with electrolytically generated iodine(I)Journal of the American Chemical Society, 1970
- Aqueous bromination with bromine chloride: A simplified method for the preparation of 2,6-dibromo-4-nitrophenolJournal of Chemical Education, 1964
- Aromatic Substitution. XIV.1 Ferric Chloride Catalyzed Bromination of Benzene and Alkylbenzenes wth Bromine in Nitromethane SolutionJournal of the American Chemical Society, 1964
- The Zinc Chloride-catalyzed Reaction of Polymethylbenzenes with Iodine Monochloride in Acetic Acid SolutionJournal of the American Chemical Society, 1956
- Bromination of Halobenzenes1Journal of the American Chemical Society, 1954
- Physical Data on Some Organic CompoundsIndustrial & Engineering Chemistry, 1949
- Brominations with Iodine MonobromideJournal of the American Chemical Society, 1938
- XVI.—The rate of saponification of derivatives of ethyl benzoateJournal of the Chemical Society, Transactions, 1915