Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 3, Problem 41PP
Interpretation Introduction

Interpretation:

Check whether the ethanol is a suitable solvent to perform the given proton transfer reaction.

Concept introduction:

Bases which are stronger than alkoxide cannot be used when the solvent is alcohol.

NH2 is a strong base to deprotonate alcohol and forms alkoxide ion and ammonia.

Organic Chemistry, Chapter 3, Problem 41PP

This kind of solvent effect towards base is called leveling effect.

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