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Kinetic isotope effects in the thermal gas phase reactions of 1, 2-epoxycyclohexane-3, 3, 6, 6-d4

✍ Scribed by M. C. Flowers; D. E. Penny

Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
352 KB
Volume
6
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

First‐order rate constants for formation of cyclohexanone and 2‐cyclohexen‐1‐ol from 1,2‐epoxycyclohexane and 1,2‐epoxycyclohexane‐3,3,6,6‐d~4~ have been determined over the temperature range of 677–746°K. The observed kinetic isotope effects are used in an attempt to determine the mechanism for formation of products. A distinction between a biradical and a concerted mechanism for the alcohol formation could not be made. However, if a common biradical is the precursor of both cyclohexanone and 2‐cyclohexenl‐ol then the rate of ring closure of this biradical must be much faster than the rates of hydrogen transfer to give the ketone and the alcohol.

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