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Problems and exercisesDehydration of Vicinal Diols

1. From alkene to ketone

Which carbonyl compound is obtained from 1-methylcyclohexene by epoxidation, acid opening of the epoxide and dehydration of the diol in acid?

2. The pinacol rearrangement

2,3-Dimethyl-2,3-butanediol (pinacol) gives 3,3-dimethyl-2-butanone (pinacolone) in acid, and not an enol of the same chain. Explain.

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