Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained. Concept introduction: Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH 3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH 4 + . The mechanism of acid-catalyzed hydrolysis of amides is:

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Answer 1

Question

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

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Answer 2

Question

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

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Answer 3

Question

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

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Answer 4

Question

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

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Answer 5

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

Answer 6

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

Answer 7

Chapter 11, Problem 46P

Interpretation Introduction

Interpretation:

Whether the acid-catalyzed hydrolysis of acetamide is a reversible or irreversible reaction has to be found and explained.

Concept introduction:

Acid catalyzed reaction: In acid hydrolysis of amide, acid protonates carbonyl oxygen of amide which increases the electrophilicity of the carbonyl carbon. Water acts as a nucleophile gets attached to the carbonyl carbon of amide to form tetrahedral intermediate(A) which on losing proton get converted to tetrahedral intermediate(B). The nitrogen of tetrahedral intermediate (B) gets protonated to form tetrahedral intermediate(C). The NH3 group is eliminated from the tetrahedral intermediate (C) and after that, it gets protonated to form NH4+. The mechanism of acid-catalyzed hydrolysis of amides is:

Answer 8

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Answer 9

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Answer 10

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Answer 11

Ch. 11.1 - The aromas of many flowers and fruits are due to...Ch. 11.1 - Name the following compounds:Ch. 11.1 - Prob. 3P Ch. 11.2 - Prob. 4P Ch. 11.2 - Prob. 5P Ch. 11.4 - a. What is the product of the reaction of acetyl...Ch. 11.4 - Prob. 7P Ch. 11.5 - Using the pKa values listed in Table 11.1, predict...Ch. 11.6 - Starting with acetyl chloride, what neutral...Ch. 11.6 - Prob. 10P

Solution Summary: The author explains that the acid-catalyzed hydrolysis of acetamide is an irreversible reaction.

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Chapter 11 Solutions