Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 18.SE, Problem 52AP
Interpretation Introduction

Interpretation:

The structure and stereochemistry of the alcohol that would result if 1, 2-epoxycyclohexane was reduced with Lithium aluminium deuteride are to be shown.

Concept introduction:

The nucleophilic attack of the deuderide ion on the epoxide will yield an alcohol. The attack takes places by SN2 like backside attack. When both epoxide carbons are either primary or secondary the nucleophilic attack mainly occurs at the less highly substituted side. When one of the epoxide carbons is tertiary, the nucleophilic attack mainly occurs at the more highly substituted side.

To give:

The structure and stereochemistry of the alcohol that would result if 1, 2-epoxycyclohexane was reduced with Lithium aluminium deuteride.

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Chapter 18 Solutions

Organic Chemistry

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