thumbnail

Oxidation of 2,6-di-tert-butyl-4-methylphenol. The structure of C14H22O3

Journal of Organic Chemistry

By:
, , , , , ,
DOI: 10.1021/jo01091a023

Links

Abstract

The acidic compound C14H22O3, previously reported without assignment of structure as an oxidation product of 2,6-di-tert-butyl-4-methylphenol, is now believed to be DL-trans-5,6-di-tert-butyl-2-hydroxy-1,4-diketo-2-cyclohexene (I). Chemical properties are described and infrared spectra are presented in support of this structure. This structure is of interest in relation to the problem of the existence of o-di-tert-alkylbenzene derivatives. The relatively easy racemization of optically active I suggests that its completely enolized form, 5,6-di-tert-butyl-1,2,4-trihydroxybenzene, is capable of transitory existence.

Additional Publication Details

Publication type:
Article
Publication Subtype:
Journal Article
Title:
Oxidation of 2,6-di-tert-butyl-4-methylphenol. The structure of C14H22O3
Series title:
Journal of Organic Chemistry
DOI:
10.1021/jo01091a023
Volume
24
Issue:
9
Year Published:
1959
Language:
English
Publisher:
American Chemical Society
Larger Work Type:
Article
Larger Work Subtype:
Journal Article
First page:
1251
Last page:
1256
Number of Pages:
6