Draw all four products that are expected when 2-ethyl-3-methyl-1,3-cyclohexadiene is treated with one equivalent of HBr at room temperature, and show mechanisms for their formation.

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
Chapter6: Reactions Of Alkenes
Section: Chapter Questions
Problem 6.49P
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Draw all four products that are expected when 2-ethyl-3-methyl-1,3-cyclohexadiene is treated with one equivalent of HBr at room temperature, and show mechanisms for their formation.


For the mechanism, include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly. Do not use abbreviations such as Me or Ph.

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