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Kinetic isotope effects in the thermal gas phase reactions of 1, 2‐epoxycyclohexane‐3, 3, 6, 6‐d 4
Author(s) -
Flowers M. C.,
Penny D. E.
Publication year - 1974
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550060115
Subject(s) - chemistry , cyclohexanone , kinetic isotope effect , reaction rate constant , ketone , kinetic energy , photochemistry , hydrogen , gas phase , kinetics , catalysis , organic chemistry , deuterium , physics , quantum mechanics
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.