Reactions of hydroxycarbonium ions in strong acids IV: Kinetics of the rearrangements of protonated aldehydes and ketones

DM Brouwer, JA Van Doorn

Index: Brouwer,D.M.; van Doorn,J.A. Recueil des Travaux Chimiques des Pays-Bas, 1971 , vol. 90, p. 1010 - 1026

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Citation Number: 10

Abstract

Abstract A systematic study has been made of the kinetics of the rearrangements of protonated dialkyl ketones, aldehydes and α-deuterated aldehydes. The rearrangements can be divided into four groups, the relative rates of which, at 25, are approximately 10 7: 10 2: 10 2: 1, viz.(i) of α-dibranched aldehydes to α-mono-branched ketones,(ii) of α- monobranched aldehydes to di-n-alkyl ketones,(iii) of α-dibranched ketones,(iv) of α- ...