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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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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