Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
3rd Edition
ISBN: 9780137533268
Author: Paula Bruice
Publisher: PEARSON+
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Chapter 12, Problem 37P
Interpretation Introduction

Interpretation: The plausible reaction and mechanism for the acid-catalyzed hydrolysis of imine has to be written.

Concept Introduction:

Imine formation:

Aldehyde or ketone reacts with a primary amine and forms imine in mildly acidic conditions.

Example for the formation of imine is shown here:

  Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+), Chapter 12, Problem 37P

  • Imines contain C=N .
  • Imines are also called as Schiff bases, named after Hugo Schiff who described their formation.

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Write the mechanism for the following reactions: 1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine 2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine a. How do the two mechanisms differ?
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Chapter 12 Solutions

Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)

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