Organic Chemistry (8th Edition)

Published by Pearson
ISBN 10: 0321768418
ISBN 13: 978-0-32176-841-4

Chapter 8 - Reactions of Alkenes - Problems: Problem 8-4 d

Answer

The following synthetic conversion can be obtained by adding $H_2SO_4$ and HBr with any peroxide.
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Work Step by Step

When the reaction proceeds with acid in presence of heat, it deprotonates the OH and forms a double bond. Then we add HBr. Since the desired product has Br at the anti-markovnikov carbon, we know that the reaction proceeds in the presence of a peroxide.
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