(a) Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted. Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α − carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester . The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Question

2. Draw the missing structure(s) in each of the following reactions. The missing structure(s) can be a starting material or the major reaction product(s). C5H10 Br H-Br CH2Cl2 + enant.

Answer 1

Question

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

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2. Draw the missing structure(s) in each of the following reactions. The missing structure(s) can be a starting material or the major reaction product(s). C5H10 Br H-Br CH2Cl2 + enant.

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Draw the products of the stronger acid protonating the other reactant. OH KEq CH H3C H3C `CH3 Product acid Product base

Answer 2

Question

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

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Answer 3

Question

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

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Answer 4

Question

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

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Answer 5

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 6

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Answer 7

Chapter 24, Problem 24.49P

Interpretation Introduction

(a)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: In crossed claisen condensation reaction, the base abstracts the acidic proton from α− carbon atom of an ester to form enolate. This enolate reacts with carbonyl group of other ester that leads to the formation of a β-keto ester. The crossed Claisen condensation always takes place between the two different carbonyl compounds.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as SN2 reactions. This is a one-step reaction in which both nucleophile and substrate participate in the rate determining step.

Answer 10

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Ch. 24 - Prob. 24.1P Ch. 24 - Prob. 24.2P Ch. 24 - Problem 24.3 What unsaturated carbonyl compound is...Ch. 24 - Prob. 24.4P Ch. 24 - Prob. 24.5P Ch. 24 - Prob. 24.6P Ch. 24 - Problem 24.7 Draw the products formed in each...Ch. 24 - Problem 24.8 Draw the products formed in the...Ch. 24 - Prob. 24.9P Ch. 24 - Prob. 24.10P

Solution Summary: The author explains that the product (including stereochemistry) that is formed in the given intramolecular reaction is to be predicted.

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Chapter 24 Solutions