When 3-bromocyclopentene is treated with HBr, the observed product is a racemic mixture of trans-1,2-dibromocyclopentane. None of

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When 3-bromocyclopentene is treated with HBr, the observed product is a racemic mixture of trans-1,2-dibromocyclopentane. None of the corresponding cis-dibromide is observed. Propose a mechanism that accounts for the observed stereochemical outcome:

Br Br Br Br HBr Br En Not observed

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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