ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
2nd Edition
ISBN: 9780393664034
Author: KARTY
Publisher: NORTON
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Chapter 13, Problem 13.12P
Interpretation Introduction

Interpretation:

How 3, 4-dimethylhex-2-ene can be synthesized via two different precursors, with the leaving group on C2 or on C3, is to be shown.

Concept introduction:

In a retrosynthetic analysis, the position and the substitution of the double bond in the product must be taken into account when determining the precursor. The substituents on the double bond and on the adjacent carbon atoms determine if the product is a Zaitsev product or a Hofmann product. This, in turn, will determine the position and nature of the leaving group and the nature of the base.

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