CAREY: ORGANIC CHEMISTRY
CAREY: ORGANIC CHEMISTRY
10th Edition
ISBN: 9781260364002
Author: VALUE EDITION
Publisher: MCG CUSTOM
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Chapter 23, Problem 32P
Interpretation Introduction

Interpretation:

A reasonable mechanism is to be suggested for the formation of hemiketal intermediate in industrial process for preparation of phenol from cumene hydroperoxide.

Concept Introduction:

A hydroperoxide contains a peroxy OOH, group bonded to a carbon.

A hemiketal is obtained on addition of one molecule of alcohol to the carbonyl group of a ketone.

Strong acid such as sulfuric acid can protonate the OH of the hydroperoxide, converting it into a good leaving group.

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