OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305671874
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 28.7, Problem 12P
Interpretation Introduction

Interpretation:

Determine the mechanism for the cleavage of β-cyanoethyl protective group by using aqueous ammonia and state the type of occurring reaction.

Concept introduction:

The cleavage of β-cyanoethyl protective group occurs according to the β-elimination mechanism. In β-elimination mechanism, the bond β to the nucleophilic pair of electrons breaks. The elimination reaction involves the breaking of the sigma (σ) bond and the formation of new pie (π) bond. In this process a lone pair electron forms a double bond as the leaving group departs.

Given information:

The cleavage of β-cyanoethyl protective group can be done by aqueous ammonia. The by-product of this reaction is acrylonitrile.

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OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th

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