Journal of the American Chemical Society

The Mechanism of Ketone Formation from trans Indene Glycol and Halohydrins

CM Suter, HB Milne

Index: Suter; Milne Journal of the American Chemical Society, 1940 , vol. 62, p. 3473,3476

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Citation Number: 12

Abstract

It was reported by Bartlett and co-workers1 that refluxing cis-1, 2-dimethylcyclohexanediol-1, 2 with 20% sulfuric acid gave 2, 2-dimethylcyclohexanone whereas the trans isomer undergoes conversion to l-acetyl-l-methylcyclopentane. 2 Similarly, cis-1, 2- dimethylcyclopentanediol-1, 2 gave the dimethylcyclopentanone and the trans compound a resinous material, presumably from the intermediate diene. It was pointed out'that in these ...