Organic Chemistry As a Second Language, 3e: First Semester Topics

Published by John Wiley & Sons
ISBN 10: 111801040X
ISBN 13: 978-1-11801-040-2

Chapter 10 - Elimination Reactions - 10.9 Identifying The Mechanism(s) - Problems - Page 240: 10.21

Answer

Expected mechanisms are E2 and $S_{N}2$. $S_{N}2$ product is major, and E2 product is minor.

Work Step by Step

We know that sodium ethoxide is both a strong nucleophile and a strong base and when we have primary substrate mechanisms are E2 and $S_{N}2$. $S_{N}2$ predominates over E2.
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