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Solvent Effects on the Monobromination of α,ω-Diols:  A Convenient Preparation of ω-Bromoalkanols

J. Michael Chong*, Matthew A. Heuft, and Phil Rabbat

*Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1, Email: jmchonguwaterloo.ca

J. M. Chong, M. A. Heuft, P. Rabbat, J. Org. Chem., 2000, 65, 5837-5838.

DOI: 10.1021/jo000291u


Abstract

In monobromination of diols, azeotropic removal of water decreases selectivities, which in addition are concentration dependent. Bromo alcohols might behave like surfactants, forming aggregates such as reverse micelles or water/oil microemulsions, which lowers the reactivity.

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Key Words

bromination


ID: J42-Y2000