(a) Interpretation: The product formed by the hydrolysis of given compound is to be determined. Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

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Answer 1

Question

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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What carbonyl compound and amine or alcohol are needed to prepare each product?

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Draw the products formed by the hydrolysis of each compound.

Answer 2

Question

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Answer 3

Question

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Answer 4

Question

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

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Answer 5

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 6

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Answer 7

Chapter 21, Problem 21.25P

Interpretation Introduction

(a)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 10

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 11

Interpretation Introduction

(c)

Interpretation: The product formed by the hydrolysis of given compound is to be determined.

Concept introduction: Aldehyde or ketone on reaction with secondary amine forms enamine. The nucleophilic attack of secondary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an enamine. In this case the elimination occurs across two adjacent carbon atoms to form new carbon-carbon double bond.

Answer 12

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Answer 14

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Answer 15

Ch. 21 - Rank the following compounds in order of...Ch. 21 - Prob. 21.2P Ch. 21 - Give the IUPAC name for each aldehyde.Ch. 21 - Prob. 21.4P Ch. 21 - Give the IUPAC name for each ketone.Ch. 21 - Prob. 21.6P Ch. 21 - Prob. 21.7P Ch. 21 - The boiling point of is significantly higher than...Ch. 21 - Which carbonyl group in each pair absorbs at a...Ch. 21 - Problem 21.10 Draw the structure of all...

Solution Summary: The author explains that the product formed by the hydrolysis of given compound is benzaldehyde and cyclopentylamine.

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Chapter 21 Solutions