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 243: Problem 6-19 c

Answer

Isopropyl bromide is the better $S_N2$ substrate.

Work Step by Step

We know that the compound with the less hindered structure acts as the better $S_N2$ substrate.. Since Isopropyl bromide has no substituents on the neighboring carbon to the one which reacts, it is less hindered than 2-bromobutane and therefore is the better $S_N2$ substrate.
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