a) p -Nitroaniline, p -aminobenzaldehyde, p -bromoaniline Interpretation: The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity. Concept introduction: Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Question

19-33 Rank the amines in each set in order of increasing basicity. (b) sbims ne (a) NH2 NH2 N. H (c) H (d) NH2 NH2 NH2 H3C H2 (е) NH2 CH,NH, CONH,

Answer 1

Question

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

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19-33 Rank the amines in each set in order of increasing basicity. (b) sbims ne (a) NH2 NH2 N. H (c) H (d) NH2 NH2 NH2 H3C H2 (е) NH2 CH,NH, CONH,

8) Which compound is more acidic: 1) Aminomethan or aniline? 2) Ethanol or phenol? Draw the mesomeric structures of the acids and their conjugate bases to explain their relative stability.

Rank the following compounds in order of increasing basicity in aqueous solution, least basic first a) Propylamine, ammonium, dipropylamine b) Methyl-3-aminopropanoate, sectutylamine, NH3*CH2CH2NH2 c) Aniline, methyl m-aminobenzoate,, methy! p-aminobenzoate

Answer 2

Question

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

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Answer 3

Question

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

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Answer 4

Question

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

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Answer 5

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 6

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 7

Chapter 24.4, Problem 6P

Interpretation Introduction

a) p-Nitroaniline, p-aminobenzaldehyde, p-bromoaniline

Interpretation:

The compounds p-nitroaniline, p-aminobenzaldehyde and p-bromoaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 8

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 9

Interpretation Introduction

b) p-Chloroaniline, p-aminoacetophenone, p-methylaniline

Interpretation:

The compounds p-chloroaniline, p-aminoacetophenone and p-methylaniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 10

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 11

Interpretation Introduction

c) p-(trifluoromethyl)aniline, p-methylaniline, p-(fluoromethyl)aniline

Interpretation:

The compounds p-(trifluoromethyl)aniline, p-methylaniline and p-(fluoromethyl) aniline are to be arranged in the increasing order of their basicity.

Concept introduction:

Amines are basic as they can donate the lone pair if electrons on the N atom. Generally aryl amines are less basic than alkyl amines. An electron withdrawing substituent present on the aromatic ring reduces the base strength while an electron releasing substituent present on the aromatic ring enhances the base strength.

Answer 12

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Ch. 24.1 - Name the following compounds:Ch. 24.1 - Prob. 2P Ch. 24.1 - Prob. 3P Ch. 24.3 - Prob. 4P Ch. 24.3 - The benzylammonium ion (C6H5CH2NH3+) has pKa =...Ch. 24.4 - Prob. 6P Ch. 24.5 - Prob. 7P Ch. 24.6 - Prob. 8P Ch. 24.6 - Prob. 9P Ch. 24.6 - Show two methods for the synthesis of dopamine, a...

Chapter 24 Solutions