Organic Chemistry, 12e Study Guide/Student Solutions Manual
Organic Chemistry, 12e Study Guide/Student Solutions Manual
12th Edition
ISBN: 9781119077329
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 12, Problem 6PP
Interpretation Introduction

Interpretation:

The mechanism of the given reaction is to be provided.

Concept introduction:

Carbonyl groups of esters react with two equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols. The initial product formed between Grignard reagent and carbonyl ester is unstable. This complex structure loses magnesium, bromine, and alkoxide to form a ketone. The ketone is highly reactive with Grignard reagent, compared to esters. The ketone reacts immediately with the remaining Grignard reagent. This intermediate product is hydrolyzed to form tertiary alcohols.

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Organic Chemistry, 12e Study Guide/Student Solutions Manual

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