The Pinacol Rearrangement of meso-and dl-3, 4-Dimethyl-3, 4-hexanediol

W Reeve, M Karickhoff

Index: Reeve; Karickhoff Journal of the American Chemical Society, 1956 , vol. 78, p. 6053

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Citation Number: 2

Abstract

The pinacol-pinacolone rearrangement of 3, 4-dimethyl-3, 4-hexanediol has been studied, and the pinacolone mixture found to consist of 70-73% of the ketone resulting from the migration of an ethyl group, regardless of whether one started with the solid meso-pinacol or the liquid dl-isomer. The meso-form of the pinacol gives a 50% yield of the mixture of ketones whereas the dl-rich, liquid mixture, containing some of the meso-form, gives only ...