When trans-1-bromo-2-methylcyclohexane is subjected to dehydrohalogenation, the major product is 3-methylcyclohexene. The rationale for this is that the dehydrohalogenation of 1-bromo-2- methylcyclohexane is: an E2 reaction, and must proceed through formation of a carbocation intermediate. an E1 reaction, and must proceed through an anti coplanar transition state. an E2 reaction, and must proceed through an anti coplanar transition state. an E1 reaction, and must proceed through formation of a carbocation intermediate.

When trans-1-bromo-2-methylcyclohexane is subjected to dehydrohalogenation, the major product is 3-methylcyclohexene. The rationale for this is that the dehydrohalogenation of 1-bromo-2- methylcyclohexane is: an E2 reaction, and must proceed through formation of a carbocation intermediate. an E1 reaction, and must proceed through an anti coplanar transition state. an E2 reaction, and must proceed through an anti coplanar transition state. an E1 reaction, and must proceed through formation of a carbocation intermediate.

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

Chapter9: Nucleophilic Substitution And Β-elimination

Section9.7: Experimental Evidence For E1 And E2 Mechanisms

Problem 9.7P

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