The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted. Concept introduction: Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β -carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

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Answer 1

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Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

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Answer 2

Question

Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

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Answer 3

Question

Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

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Answer 4

Question

Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

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Answer 5

Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

Answer 6

Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

Answer 7

Chapter 18, Problem 18.5P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn, and the product is to be predicted.

Concept introduction:

Uncharged nucleophiles like amines can attack α,β-unsaturated carbonyls at two locations – at the carbonyl carbon or at the β-carbon. The first one gives a 1, 2- or direct addition product while the second gives 1, 4- or conjugate addition product. Uncharged nucleophiles heavily favor conjugate addition over direct addition because it adds reversibly. The addition takes place under thermodynamic condition. Conjugate addition involves a resonance-stabilized enolate anion.

Answer 8

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Answer 11

Ch. 18 - Prob. 18.1P Ch. 18 - Prob. 18.2P Ch. 18 - Prob. 18.3P Ch. 18 - Prob. 18.4P Ch. 18 - Prob. 18.5P Ch. 18 - Prob. 18.6P Ch. 18 - Prob. 18.7P Ch. 18 - Prob. 18.8P Ch. 18 - Prob. 18.9P Ch. 18 - Prob. 18.10P

Solution Summary: The author explains that uncharged nucleophiles favor conjugate addition over direct addition because it adds reversibly.

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