Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 18.12, Problem 21P
Interpretation Introduction

Interpretation:

The structural formula for the betaine formed by the reaction of methylenetriphenylphosphorane with cyclohexanone is to be drawn. The conversion of the betaine to an oxaphosphetane is to be shown using curved arrows. Also, the one-step conversion of the betaine to methylenecyclohexane and triphenylphosphine oxide is to be shown using curved arrows.

Concept introduction:

The reaction of an aldehyde or a ketone with triphenylphosphonium ylide results in the formation of an alkene as the final product.

This reaction is commonly known as Wittig reaction.

In the first step of the reaction, the nucleophilic attack of the ylide on the carbonyl carbon takes place to form betaine.

In the second step, the formation of the four-membered ring, oxaphosphetane occurs and in the final step, the alkene is formed as a product.

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Organic Chemistry - Standalone book

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