The Journal of Organic Chemistry

Equilibration of 5-methyl-3-hexen-2-one and 5-methyl-4-hexen-2-one and of XCH2CH: CYZ/XCH: CHCHYZ pairs in general

J Hine, SM Linden

Index: Hine, Jack; Linden, Shwn-Meei Journal of Organic Chemistry, 1983 , vol. 48, # 4 p. 584 - 587

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Citation Number: 7

Abstract

The equilibrium constant for isomerization of 5-methyl-4-hexen-2-one to trans-5-methyl-3- hexen-2-one in tert-butyl alcohol at 25" C has been found to be 0.40, which is smaller by 250- fold than a literature value. This and other equilibrium constants for reactions of the type XCHzCH= CMez+ XCH= CHCHMe2 are shown to be consistent with the double bond stabilizing abilities of various groups as measured by equilibrium constants for reactions ...

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