Draw the major product(s) of the reaction of 1-methylcyclohexene with the following reagents, disregarding stereoisomers: 1. NBS/∆/peroxide    2 . Br2/CH2Cl2      3. HBr        4. HBr/peroxideb. For each reaction, show which stereoisomers are obtained.

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
Section: Chapter Questions
Problem 9.44P
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Draw the major product(s) of the reaction of 1-methylcyclohexene with the following reagents, disregarding stereoisomers:

1. NBS/∆/peroxide    2 . Br2/CH2Cl2      3. HBr        4. HBr/peroxideb.

For each reaction, show which stereoisomers are obtained.

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