An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated. Concept introduction: Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

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Answer 1

Question

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

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Why can you not use this reaction to make a secondary amine? a) Alkyl halides are weak electrophiles.b) Primary amines are weak nucleophiles.c) The primary amine is too nucleophilic, so over-reaction will occur.d) The secondary amine product is more nucleophilic than the primary amine reactant, so over-reaction will occur.

1.Explain why pyridine ( Kb=2.3x10-9) is a much stronger base than pyrrole (Kb=2.5x10-14), 2.Explain and illustrate, why it is difficult to perfom Friedel-Craft reactions on unactivated pyridine.

(a) Explain why an alkylamine is more basic than ammonia?(b) How would you convert(i) Aniline to nitrobenzene (ii) Aniline to iodobenzene

Answer 2

Question

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

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Answer 3

Question

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

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Answer 4

Question

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

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Answer 5

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 6

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 7

Chapter 19, Problem 19.60SP

(a)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that guanidine is a stronger base than other amines is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 8

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 9

(b)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that p-nitroaniline is a weaker base than aniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 10

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 11

(c)

Interpretation Introduction

Interpretation:

An explanation corresponding to the given statement that N,N,2,6−tetramethylaniline is a stronger base than N,N−dimethylaniline is to be stated.

Concept introduction:

Basicity of amines depends upon the nature of substituent present on the aromatic ring. If substituent is electron withdrawing group then it has tendency to decrease the electron density and thus result in decrease in basicity of amines, whereas electron donating groups enhance the electron density and increase the basicity.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 19.2A - Prob. 19.1P Ch. 19.2B - Prob. 19.2P Ch. 19.2B - Give correct names for the following amines:Ch. 19.3 - Prob. 19.4P Ch. 19.4 - Prob. 19.5P Ch. 19.6 - Rank each set of compounds in order of increasing...Ch. 19.8A - Prob. 19.7P Ch. 19.8C - Prob. 19.8P Ch. 19.8C - Prob. 19.9P Ch. 19.8D - a. Show how fragmentation occurs to give the base...

Solution Summary: The author explains that basicity of amines depends upon the nature of substituent present on the aromatic ring.

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Chapter 19 Solutions