Journal of Organic Chemistry p. 584 - 587 (1983)
Update date:2022-08-16
Topics:
Hine, Jack
Linden, Shwn-Meei
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 deg 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 XCH2CH=CMe2 <=> XCH=CHCHME2 are shown to be consistent with the double bond stabilizing abilities of various groups as measured by equilibrium constants for reactions of the type XCH2CH=CHY <=> XCH=CHCH2Y.The general case of isomerizations of the type XCH2CH=CYZ <=> XCH=CHCHYZ is also discussed.
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