Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 13.8, Problem 17P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be identified.

Concept Introduction:

Reaction of an ester having an α hydrogen with one equivalent of a base to yield a β keto ester.

Mechanism for Claisen Condensation:

Essential Organic Chemistry (3rd Edition), Chapter 13.8, Problem 17P , additional homework tip  1

  • A base abstracts a proton from the αcarbon forms enolate ion.
  • The enolate ion gets attached to the carbonyl carbon of another ester.
  • The negative charge on oxygen of the carbonyl group reforms, by removing an alkoxide ion.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be identified.

Concept Introduction:

Reaction of an ester having an α hydrogen with one equivalent of a base to yield a β keto ester.

Mechanism for Claisen Condensation:

Essential Organic Chemistry (3rd Edition), Chapter 13.8, Problem 17P , additional homework tip  2

  • A base abstracts a proton from the αcarbon forms enolate ion.
  • The enolate ion gets attached to the carbonyl carbon of another ester.
  • The negative charge on oxygen of the carbonyl group reforms, by removing an alkoxide ion.

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Essential Organic Chemistry (3rd Edition)

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