Organic Chemistry (8th Edition)

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

Chapter 8 - Reactions of Alkenes - Problems: Problem 8-13 b

Answer

The major product would be 4,4-dimethyl-2-pentanol.
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Work Step by Step

The products are racemic. Since its hydroboration, the OH would attach the least substituted carbon and form 4,4-dimethylpentan-2-ol. There will also a little bit of 4,4-dimethylpentan-3-ol because of the steric hindrance to the attack of $BH_3$.
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