Issue 0, 1968

Oxidation of alkoxyphenols. Part XIV. Thermal rearrangements of some aryloxycyclohexadienones

Abstract

When gently heated, the p-aryloxycyclohexadienone obtained by oxidation of 5-methoxy-2,4-di-t-butylphenol, rearranges to 2,2′-dihydroxy-6,6′-dimethoxy-3,3′,5,5′-tetra-t-butylbiphenyl. Under similar conditions the analogous dienone derived from 4-methoxy-2,5-di-t-butylphenol gives the trimeric 2,4-diaryloxydienone, the dimeric o-aryloxyphenol, and the parent phenol. Evidence is presented in support of a suggested mechanism for this reaction. Electron spin resonance spectra obtained from these and related aryloxydienones are described.

Article information

Article type
Paper

J. Chem. Soc. C, 1968, 1443-1445

Oxidation of alkoxyphenols. Part XIV. Thermal rearrangements of some aryloxycyclohexadienones

C. J. R. Adderley and F. R. Hewgill, J. Chem. Soc. C, 1968, 1443 DOI: 10.1039/J39680001443

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements