a) NaOH is a strong nucleophile and strong base. The substrate in this case is primary. Therefore,

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a) NaOH is a strong nucleophile and strong base. The substrate in this case is primary. Therefore, we expect SN2 (giving the major product) and E2 (giving the minor product).

b) NaSH is a strong nucleophile and weak base. The substrate in this case is primary. Therefore, we expect only SN2.

c) When a primary alkyl halide is treated with t-BuOK, the predominant pathway is expected to be E2.

d) DBN is a weak nucleophile and a strong base. Therefore, we expect only E2.

e) NaOMe is a strong nucleophile and strong base. The substrate in this case is primary. Therefore, we expect SN2 (giving the major product) and E2 (giving the minor product).

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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