Jump to main content
Jump to site search

Issue 0, 1966
Previous Article Next Article

The epoxidation of p-menth-1- and -3-ene

Abstract

Oxidation of p-menth-3-ene with perbenzoic acid in benzene gives cis- and trans-3,4-epoxymenthane in the ratio ca. 3:2. A similar oxidation of p-menth-1-ene gives cis- and trans-epoxides in the ratio ca. 2:3. The trans-epoxides are more rapidly reduced than the cis-compounds when the mixtures are treated with lithium aluminium hydride; this has been explained in terms of the preferred conformations of the epoxides and the diaxial opening rule. The epoxides from p-menth-1-ene are reduced faster than those from p-menth-3-ene. The stereochemistry of the p-menthan-4-ols has been confirmed.

Back to tab navigation

Article information


J. Chem. Soc. C, 1966, 612-615
Article type
Paper

The epoxidation of p-menth-1- and -3-ene

R. M. Bowman, A. Chambers and W. R. Jackson, J. Chem. Soc. C, 1966, 612
DOI: 10.1039/J39660000612

Search articles by author

Spotlight

Advertisements