Journal of the Chemical Society. Chemical communications p. 869 - 871 (1989)
Update date:2022-08-11
Topics:
Chiang, Y.
Kresge, A. J.
Walsh, P. A.
Yin, Y.
A method of determining individual keto-enol equilibrium and acid dissociation constants for systems in which unstable enols can exist in cis and trans isomeric forms is developed and is applied to phenylacetaldehyde in aqueous solution; the results give equilibrium cis:trans ratios of 35 : 65 in acidic and neutral solutions and 20 : 80 in a basic colution (where the enols are converted to enolate ions), but show considerably less cis:trans differentiation for enols formed under kinetic control.
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