Answered: When 1,4-dimethylcyclohepta-1,3-diene…

When 1,4-dimethylcyclohepta-1,3-diene is treated with HBr at elevated temperature, the 1,2-adduct predominates, rather than 1,4-adduct. Explain this result. HBr 40°C Br

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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Question

When 1,4-dimethylcyclohepta-1,3-diene is treated with HBr at elevated temperature, the 1,2-adduct predominates, rather
than 1,4-adduct. Explain this result.
HBr
40°C
Br

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