ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
ORGANIC CHEMISTRY-W/STUD.SOLN.MAN.
10th Edition
ISBN: 9781260001099
Author: Carey
Publisher: MCG
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Chapter 20.11, Problem 15P
Interpretation Introduction

Interpretation:

The combination of ester and Grignard reagent required for the formation of given tertiary alcohols is to be identified.

Concept Introduction:

The reaction between esters and Grignard reagent results in the formation of tertiary alcohols.

In the first step of this reaction, nucleophilic attack of Grignard reagent takes place on the carbonyl carbon of ester and forms an intermediate.

In the next step, removal of leaving group takes place from the intermediate which results in the formation of a ketone.

Then, neuclophilic attack of Grignard reagent takes place on the carbonyl carbon of ketone followed by acidic hydrolysis which results in the formation of tertiary alcohol.

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