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 245: Problem 6-20 e

Answer

The nucleophile -OCH3 attacks the central carbon and Br- leaves. Originally, the top carbon has S configuration. The product should have R configuration because SN2 reaction inverts the configuration.

Work Step by Step

OCH3 pushes 3 other groups over by one place so that OCH3 is in the back and CH3 is in the front to give R configuration.
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