The complete and detailed mechanism for the reaction is to be proposed. Concept introduction: When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O - substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

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Answer 1

Question

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

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Answer 2

Question

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

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Answer 3

Question

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

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Answer 4

Question

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

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Answer 5

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

Answer 6

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

Answer 7

Chapter 23, Problem 23.15P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism for the reaction is to be proposed.

Concept introduction:

When phenol is treated with bromine in water, it undergoes multiple brominations, even in the absence of a Lewis acid catalyst. Phenol is in equilibrium with a small amount of conjugate base, the phenoxide anion. Even though very little of the phenoxide anion is present, the O^- substituted is a very powerful activating group—far better than the OH group. So it dramatically increases the rate of electrophilic aromatic substitution. As a result, the phenoxide anion is the dominant reactant in the reaction.

Answer 8

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Answer 11

Ch. 23 - Prob. 23.1P Ch. 23 - Prob. 23.2P Ch. 23 - Prob. 23.3P Ch. 23 - Prob. 23.4P Ch. 23 - Prob. 23.5P Ch. 23 - Prob. 23.6P Ch. 23 - Prob. 23.7P Ch. 23 - Prob. 23.8P Ch. 23 - Prob. 23.9P Ch. 23 - Prob. 23.10P

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Chapter 23 Solutions