Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given. Concept Introduction: Claisen Condensation is the reaction of an ester having an α − hydrogen with one equivalent of a base to yield a β − keto ester. Mechanism for Claisen Condensation: A base abstracts a proton from the α − c a r b o n 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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Answer 1

Question

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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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Answer 2

Question

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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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Check out a sample textbook solution

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Answer 3

Question

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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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Answer 4

Question

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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.

Expert Solution & Answer

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Answer 5

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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.

Answer 6

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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.

Answer 7

Chapter 13, Problem 42P

Interpretation Introduction

Interpretation:

Product formed when a 1,6-diester instead of a 1,7-diester is used has to be given.

Concept Introduction:

Claisen Condensation is the reaction of an ester having an α− hydrogen with one equivalent of a base to yield a β− keto ester.

Mechanism for Claisen Condensation:

A base abstracts a proton from the α−carbon 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.

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 13.1 - Identify the most acidic hydrogen in each...Ch. 13.1 - Prob. 2P Ch. 13.1 - Prob. 3P Ch. 13.1 - Prob. 4P Ch. 13.1 - Explain why HO cannot remove a proton from the...Ch. 13.2 - Prob. 6P Ch. 13.2 - Prob. 7P Ch. 13.3 - Prob. 8P Ch. 13.3 - Prob. 9P Ch. 13.3 - Prob. 10P

Solution Summary: The author explains the mechanism of Claisen Condensation, which is the reaction of an ester having an alpha - hydrogen with one equivalent of a base.

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Chapter 13 Solutions