The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown. Concept introduction: When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

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Answer 1

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Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

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Answer 2

Question

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

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Answer 3

Question

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

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Answer 4

Question

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

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Answer 5

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

Answer 6

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

Answer 7

Chapter 19, Problem 52P

Interpretation Introduction

Interpretation:

The base-catalyzed condensation reaction taking place between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone, is to be shown.

Concept introduction:

When a compound containing an active methylene group is treated with a base, the proton is abstracted by the base and a carbon center nucleophile is generated. In the α,β-unsaturated carbonyl system, the β-position is electron deficient due to the conjugation of the carbon–carbon double bonds. The nucleophile attacks at the center and an aldol type condensation enables the ring closure.

Answer 8

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Answer 11

Ch. 19 - PRACTICE PROBLEM 19.1 (a) Write a mechanism. for...Ch. 19 - Practice Problem 19.2 Since the products obtained...Ch. 19 - Prob. 3PP Ch. 19 - PRACTICE PROBLEM 19.4 Write mechanisms that...Ch. 19 - Prob. 5PP Ch. 19 - Prob. 6PP Ch. 19 - Practice Problem 19.7 The acid-catalyzed aldol...Ch. 19 - Prob. 8PP Ch. 19 - Practice Problem 19.9 (a) Provide a mechanism for...Ch. 19 - Prob. 10PP

Solution Summary: The author describes the base-catalyzed condensation reaction between a malonic ester and 4-methyl-3-penten-2-one, leading to the formation of Dimedone.

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