Issue 0, 1968

Studies in decarboxylation. Part VI. A comparison of the transition states for the decarboxylation of β-keto- and βγ-unsaturated acids

Abstract

The effect of substituents on the rate of thermal decarboxylation of βγ-unsaturated acids is compared to their effect on the decarboxylation of β-keto-acids. From the close similarity observed, it is argued that the reactions have nearly identical transition states. It is demonstrated that the transition state for the olefinic acids is largely non-polar; by analogy, the keto-acids are concluded to decarboxylate through a largely non-polar mechanism. The earlier arguments concerning β-keto-acid decarboxylation are critically reviewed.

Article information

Article type
Paper

J. Chem. Soc. B, 1968, 436-440

Studies in decarboxylation. Part VI. A comparison of the transition states for the decarboxylation of β-keto- and βγ-unsaturated acids

D. B. Bigley and J. C. Thurman, J. Chem. Soc. B, 1968, 436 DOI: 10.1039/J29680000436

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