a) Interpretation: The most acidic hydrogens present in CH 3 CH 2 CHO are to be identified. Concept introduction: The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons. Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance. To identify: The most acidic hydrogens present in CH 3 CH 2 CHO.

Question

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Answer 1

Question

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

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Answer 2

Question

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

Expert Solution & Answer

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Answer 3

Question

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

Expert Solution & Answer

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Answer 4

Question

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

Expert Solution & Answer

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Answer 5

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

Answer 6

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Answer 7

Chapter 22.5, Problem 7P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CHO are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CH₂CHO.

Answer 8

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Answer 9

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogens present in (CH₃)₃CCOCH₃ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in (CH₃)₃CCOCH₃.

Answer 10

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Answer 11

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogens present in CH₃COOH are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃COOH.

Answer 12

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Answer 13

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogens present in Benzamide are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in Benzamide.

Answer 14

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Answer 15

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogens present in CH₃CH₂CH₂CN are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present CH₃CH₂CH₂CN.

Answer 16

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

Answer 17

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogens present in CH₃CON(CH₃)₂ are to be identified.

Concept introduction:

The hydrogens present on carbons adjacent to electron withdrawing groups like carbonyl, nitrile etc. and electron attracting electronegative atoms like N, O and F are acidic and can be readily removed as protons.

Carboxyl proton is highly acidic as the carboxylate anion can be stabilized by resonance.

To identify:

The most acidic hydrogens present in CH₃CON(CH₃)₂.

Answer 18

Expert Solution & Answer

Answer 19

Expert Solution & Answer

Answer 20

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Answer 21

Ch. 22.1 - Prob. 1P Ch. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3P Ch. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5P Ch. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7P Ch. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P

Solution Summary: The author explains that the most acidic hydrogens present in CH 3 CH 2 CHO are to be identified.

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Chapter 22 Solutions