The Journal of Organic Chemistry

Cope-related system. Trans, trans-1, 5-Cyclodecadiene and trans-1, 2-divinylcyclohexane

PS Wharton, DW Johnson

Index: Wharton,P.S.; Johnson,D.W. Journal of Organic Chemistry, 1973 , vol. 38, # 24 p. 4117 - 4121

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Citation Number: 9

Abstract

Rate constants were determined for the forward and reverse rearrangements of the Cope- related pair, trans,-trans-lJ5-cyclodecadiene (3) and trans-1, 2-divinylcyclohexane (4). The rate of 4 43 was determined from the rate of racemization of (+)-4 (the two rate constants are identical), an indirect approach necessitated by the large equilibrium constant favoring 4; the ratio of forward and reverse rate constants yielded KWI~ Q= 2 X lo4 with AGXV= 9.4 kcal ...