Organic Chemistry (8th Edition)

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

Chapter 6 - Alkyl Halides: Nucleophilic Substitution and Elimination - Problems - Page 255: Problem 6-26 a

Answer

The 1st step is that iodine leaves. Then, one of the methyls of the 2nd carbon shifts to the carbocation, leaving the 2nd carbon being a carbocation. Then HOCH3 attacks the 2nd carbon and deprotonation takes place.

Work Step by Step

See image for the mechanism of arranged product.
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