O. Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis- and trans-1-bromo-3-methylcyclohexane and cis- and trans-1-bromo-2- methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1,2-dibromocyclohexane as the sole product. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.

Question
O. Reaction of HBr with 3-methylcyclohexene yields a mixture of four
products: cis- and trans-1-bromo-3-methylcyclohexane and cis- and trans-1-bromo-2-
methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene
yields trans-1,2-dibromocyclohexane as the sole product. Draw structures of the
possible intermediates, and then explain why only a single product is formed in this
reaction.
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Transcribed Image Text

O. Reaction of HBr with 3-methylcyclohexene yields a mixture of four products: cis- and trans-1-bromo-3-methylcyclohexane and cis- and trans-1-bromo-2- methylcyclohexane. The analogous reaction of HBr with 3-bromocyclohexene yields trans-1,2-dibromocyclohexane as the sole product. Draw structures of the possible intermediates, and then explain why only a single product is formed in this reaction.

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