Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Bromination of 2,6-Dimethyl-4-methoxybenzyl Alcohol Derivatives
Munehiro NakataniKimi TakahashiSumie WatanabeAtsuko ShintokuTsunao Hase
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1984 Volume 57 Issue 6 Pages 1510-1514

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Abstract

The reaction of 2,6-dimethyl-4-methoxybenzyl alcohols, ethyl ethers, and acetates, possessing electrondonating and -withdrawing groups at the benzylic position, with bromine water was studied at different temperatures. The reaction was strongly affected by the electronegativity of a benzyl substituent to afford bromination products of aromatic nuclei and 2,4-dibromo-3,5-dimethylmethoxybenzene along with 2,4,6-tribromo derivatives formed by the cleavage of C–C bond.

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