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

by Klein, David

Published by John Wiley & Sons

ISBN 10: 111801040X

ISBN 13: 978-1-11801-040-2

Chapter 8 - Mechanisms - 8.6 The Regiochemistry Is Contained Within The Mechanism - Problems - Page 183: 8.37

Answer

The product is 1-butene

Work Step by Step

LDA is very hindered base, so Hoffman elimination will occur. It means that base ( LDA) will deprotonate the least hindered carbon atom because of the steric repulsion. Therefore, double bond will be at the end of the carbon chain

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