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

6. Show how you would accomplish the following transformations. (Show the steps and reagents/solvents needed) 2-methylpropene →2,2-dimethyloxiran I

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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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