The carbonyl stretch of acetyl chloride ( CH 3 COCl ) is found at 1806 cm − 1 . Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained. Concept introduction: The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

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Answer 1

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Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

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Question

Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

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Answer 3

Question

Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

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Answer 4

Question

Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

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Answer 5

Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

Answer 6

Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

Answer 7

Chapter 15, Problem 15.45P

Interpretation Introduction

Interpretation:

The carbonyl stretch of acetyl chloride (CH3COCl) is found at 1806 cm−1. Whether the C=O bond is stronger or weaker than an amide is to be determined. The thing that suggests the resonance contribution of a lone pair on Cl in an acid chloride compared to that of the lone pair on N in an amide is to be explained.

Concept introduction:

The lone pair on nitrogen atom can take part in resonance with C=O bond in amide. The C-O single bond is weaker than C=O bond. The C-O single bond character decreases the stiffness of C=O bond. Weakening of C=O bond lowers the stretching frequency of C=O band. The C=O bond in acid chloride is stronger than C=O bond in amide.

Answer 8

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Answer 11

Ch. 15 - Prob. 15.1P Ch. 15 - Prob. 15.2P Ch. 15 - Prob. 15.3P Ch. 15 - Prob. 15.4P Ch. 15 - Prob. 15.5P Ch. 15 - Prob. 15.6P Ch. 15 - Prob. 15.7P Ch. 15 - Prob. 15.8P Ch. 15 - Prob. 15.9P Ch. 15 - Prob. 15.10P

Solution Summary: The author explains the resonance contribution of a lone pair on Cl in an acid chloride compared to that of

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Chapter 15 Solutions