Organic Chemistry (8th Edition)

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

Chapter 8 - Reactions of Alkenes - Problems - Page 355: Problem 8-21 a

Answer

The major product for this reaction would be 2-chloro-1-methylcyclohexan-1-ol + the enantiomer.

Work Step by Step

The mechanism would be addition of halohydrins to the alkenes. The mechanism would be the following: 1) Electrophilic attack forms a chloronium ion. 2) Back-side attack by water opens the chloronium ion. 3) Water removes a proton to give the chlorohydrin +enantiomer.
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