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Orientation of methanolic attack on the K-region epoxide of 7,12-dimethylbenz (a) anthracene

✍ Scribed by Lan K. Wong; Won H. Kim; Donald T. Witiak

Publisher: Elsevier Science
Year: 1980
Tongue: English
Weight: 346 KB
Volume: 101
Category: Article
ISSN: 0003-2697
DOI: 10.1016/0003-2697(80)90036-6

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✦ Synopsis

Methanolysis of the K-region epoxide of 7,12-dimethylbenz (a) anthracene (DMBA) gave rise to two hydroxy-methoxy derivatives which were dehydrated to S-methoxy-DMBA and 6-methoxy-DMBA at a ratio of 5: 1. The data indicate that methanol attacks preferentially at the 5-position of the arene oxide. These results are in accord with steric considerations of reactivity.

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