Evidencefor the intermediate carbocations in the acid-catalyzed dehydration of alcohols comes from the observation that rearrangements sometimes a. Propose a mechanism to account for the formation of 2,3-dimethyl-2-butene from 3,3-dimethyl-2-butanol.· b. Propose a mechanism to account for the formation of a mixture of 1,2-dimethylcyclohexene and isopropylidenecyclopentane from 2,2-dimethylcyclohexanol.

Evidencefor the intermediate carbocations in the acid-catalyzed dehydration of alcohols comes from the observation that rearrangements sometimes a. Propose a mechanism to account for the formation of 2,3-dimethyl-2-butene from 3,3-dimethyl-2-butanol.· b. Propose a mechanism to account for the formation of a mixture of 1,2-dimethylcyclohexene and isopropylidenecyclopentane from 2,2-dimethylcyclohexanol.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.46P

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