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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Include stereochemistry Leven though the solutions manual does 14.43 Draw the products formed when each compound is treated with one not) equivalent of HBr. a. b. C.
14.41 Label each pair of compounds as stereoisomers, conformations, or constitutional isomers: (a) A and B; (b) A and C; (c) A and D; (d) C and D. A B C D
Steps and detailed explanation for work. Thanks!

Chapter 13 Solutions

Essential Organic Chemistry (3rd Edition)

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