a) Interpretation: The most acidic hydrogen in molecule CH 3 CH 2 CHO is to be given. Concept introduction: Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s. To give: To give the most acidic hydrogen in molecule of CH 3 CH 2 CHO.

Question

(b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3

Answer 1

Question

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

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(b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3

1.(a) Which of the following groups has the LOWEST IUPAC priority?(A) CH3 (B) NH2 (C) OH (D) COOH (E) Br (b)Which of the following corresponds to the strongest acid?(A) (CF3)3C-COOH (B) (CF3)3 C-OH(C) CH3COOH (D) CH3OH(E) HOCH2CH3

In each of the following compounds, a particular atom is indicated with an ar- row. Determine whether this atom is nucleophilic, electrophilic, acidic. Some atoms may have none or more than one of these properties. (a) (b) O O (d) H3C H₂C CH3 CH3 + -OH₂ (e) (h) H3C H3C CH3 + OH₂ MgBr (c) (f) (i) H3C H3C O CH3 ÓH₂ O MgBr

Answer 2

Question

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

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Answer 3

Question

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

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Answer 4

Question

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

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Answer 5

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

Answer 6

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Answer 7

Chapter 22.7, Problem 10P

Interpretation Introduction

a)

Interpretation:

The most acidic hydrogen in molecule CH₃CH₂CHO is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CH₂CHO.

Answer 8

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Answer 9

Interpretation Introduction

b)

Interpretation:

The most acidic hydrogen in molecule (CH₃)₃CCOCH is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of (CH₃)₃CCOCH.

Answer 10

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Answer 11

Interpretation Introduction

c)

Interpretation:

The most acidic hydrogen in molecule CH₃CO₂H is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in molecule of CH₃CO₂H.

Answer 12

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Answer 13

Interpretation Introduction

d)

Interpretation:

The most acidic hydrogen in Benzamide is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To give the most acidic hydrogen in Benzamide.

Answer 14

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Answer 15

Interpretation Introduction

e)

Interpretation:

The most acidic hydrogen in a molecule CH₃CH₂CH₂CN is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CH₂CH₂CN.

Answer 16

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

Answer 17

Interpretation Introduction

f)

Interpretation:

The most acidic hydrogen in a molecule CH₃CON(CH₃)₂ is to be given.

Concept introduction:

Hydrogen’s on carbon next to a carbonyl group are acidic. In general, α β dicarbonyl compounds is most acidic, a ketone or aldehyde is next acidic and a carboxylic acid derivative is least acidic. Alcohols, phenols and carboxylic acid are also acidic because of their â€“OH hydrogen’s.

To give:

To identify the most acidic hydrogen in a molecule CH₃CON(CH₃)₂.

Answer 18

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Answer 29

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

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Chapter 22 Solutions