The mechanisms for the following reactions should be determined. 1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine . 2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine. Concept introduction: The chemical compound containing carbon and nitrogen double bond is known as imine. Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

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Answer 1

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Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

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a. Write the mechanism for the following reactions:1. the acid-catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine2. the acid-catalyzed hydrolysis of an enamine to a carbonyl compound and a secondary amine b. How do the two mechanisms differ?

Reactions of aldehydes and ketones with amines and amine derivatives a. Draw reaction with a primary amine forms an imine. Hydrazine and hydroxylamine can also be used; they form a hydrazone and an oxime, respectively. b. Draw reaction with a secondary amine forms an enamine.

6. The reaction between aniline and nitrous acid at low temperature yields A) an N-nitroso amine B) a diazonium salt C) a nitrile D) an amine nitrite salt 7. An organic nitrogen compound, X, gives ammonia on warming with dilute aqueous sodium hydroxide, X could be A) ethanamide B) ethylamine C) phenylamine D) amino ethanoic acid

Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Expert Solution & Answer

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Expert Solution & Answer

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Check out a sample textbook solution

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Answer 6

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

Answer 7

Chapter 16.8, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The mechanisms for the following reactions should be determined.

1. The acid-base catalyzed hydrolysis of an imine to a carbonyl compound and a primary amine.

2. The acid-base catalyzed hydrolysis of an enamine to a carbonyl compounds and a secondary amine.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde or ketone with secondary amine.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2P Ch. 16.1 - Name the following:Ch. 16.2 - Prob. 4P Ch. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9P Ch. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P

Solution Summary: The author explains the mechanism of acid-base catalyzed hydrolysis of an imine to a carbonyl compound, enamine, and primry amine.

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

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Chapter 16 Solutions

Solution Summary: The author explains the mechanism of acid-base catalyzed hydrolysis of an imine to a carbonyl compound, enamine, and primry amine.

Interpretation: The reason for the difference in mechanism of two reactions should be given. Concept introduction: The chemical compound containing carbon and nitrogen double bond is known as imine. Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.

Want to see the full answer?

Chapter 16 Solutions

Interpretation:

The reason for the difference in mechanism of two reactions should be given.

Concept introduction:

The chemical compound containing carbon and nitrogen double bond is known as imine.

Enamine is derived by the condensation of an aldehyde and ketone with secondary amine.