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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Photochemical reactions of azo compounds. VIII. Photochemical rearrangement of 2,2'-dimethylazoxybenzene

GE Lewis and JA Reiss

Australian Journal of Chemistry 19(10) 1887 - 1895
Published: 1966

Abstract

It has been found that the photochemical rearrangement of 2,2?- dimethyl-azoxybenzene to 2-hydroxy-6,2?-dimethylazobenzene (major product) is accompanied by the formation of 4-hydroxy-2,2?- dimethylazobenzene and 2-hydroxy-4,2?-dimethylazobenzene in small yields. α-2,4,6-Trimethylazoxybenzene was shown not to isomerize when irradiated. It is concluded that the minor photochemical products from 2,2?-dimethylazoxybenzene do not arise as a result of migration of ring substituents. A reaction mechanism, which would account for the minor products, is tentatively suggested.

https://doi.org/10.1071/CH9661887

© CSIRO 1966

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