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 f

Answer

The nucleophile -NH2 attacks the top carbon and Cl- leaves. Originally, the top carbon has S configuration. The product should have R configuration because SN2 reaction inverts the configuration.

Work Step by Step

The -NH2 pushes Cl- out and D comes to the front while NH2 stays in the back. See image.
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