The Journal of organic chemistry

Solvent effects on the monobromination of α, ω-diols: a convenient preparation of ω-bromoalkanols

JM Chong, MA Heuft, P Rabbat

Index: Chong, J. Michael; Heuft, Matthew A.; Rabbat, Phil Journal of Organic Chemistry, 2000 , vol. 65, # 18 p. 5837 - 5838

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Citation Number: 87

Abstract

ω-Bromo alcohols have been used extensively as synthetic intermediates, particularly in the synthesis of pheromones. 1 The classic procedure for preparing such compounds is by heating R, ω-diols with aqueous HBr and petroleum ether (bp 100-120 C) in a continuous extraction apparatus. 2 This method works reasonably well but can be inconvenient for large- scale syntheses and is not completely selective, with small amounts of diol and dibromide ...