a) Interpretation: Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained. Concept introduction: Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic. To state and explain: Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

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Answer 1

Question

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

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Why are carbonyl compounds considered weakly acidic? Would you expect carbonyl compounds to be more acidic than alkanes? Explain.

Answer 2

Question

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Expert Solution & Answer

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Answer 3

Question

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Expert Solution & Answer

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See solution

Answer 4

Question

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

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See solution

Answer 5

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Answer 6

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Answer 7

Chapter 20.SE, Problem 18VC

Interpretation Introduction

a)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Answer 8

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Answer 9

Interpretation Introduction

b)

Interpretation:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid is to be stated and explained.

Concept introduction:

Electron releasing substituents, if present, in the benzene ring destabilize the carboxylate anion and makes the compound less acidic. On the other hand, electron withdrawing substituents, if present, in the benzene ring stabilize the carboxylate anion and makes the compound more acidic.

To state and explain:

Whether the carboxylic acid represented by the model is more acidic or less acidic than benzoic acid.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3P Ch. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9P Ch. 20.5 - Prob. 10P

Solution Summary: The author states that the carboxylic acid represented by the model is p-bromobenzoic acid.

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Chapter 20 Solutions