The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted. Concept introduction: When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α , β − unsaturated aldehyde or ketone . An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

Question

1. NaOEt 2. H2SO4 / heat Which compound is the correct product for the intramolecular Aldol reaction shown?

Answer 1

Question

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

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1. NaOEt 2. H2SO4 / heat Which compound is the correct product for the intramolecular Aldol reaction shown?

What functional group is formed as the final product of an aldol condensation? A. B-hydroxycarbonyl В. a,B-unsaturated carbonyl C. enol D. enolate

How would you synthesize each of the following compounds using an aldol-type condensation? a. b. C.

Answer 2

Question

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

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Answer 3

Question

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

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Answer 4

Question

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

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Answer 5

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

Answer 6

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

Answer 7

Chapter 22.9, Problem 22.28P

(a)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The major product of the given base-catalyzed aldol condensation with dehydration is to be predicted.

Concept introduction:

When a basic or acidic mixture of an aldol product is heated, dehydration of an alcohol functional group takes place. The product formed is a conjugated α,β− unsaturated aldehyde or ketone. An aldol condensation followed by dehydration leads to a formation of new carbon-carbon double bond.

Answer 10

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Answer 21

Ch. 22.2A - Prob. 22.2P Ch. 22.4 - Without looking back, propose a mechanism for the...Ch. 22.4 - Prob. 22.8P Ch. 22.4 - Prob. 22.9P Ch. 22.5A - Prob. 22.10P Ch. 22.5A - Prob. 22.11P Ch. 22.5B - Prob. 22.12P Ch. 22.5B - Predict the products of the following reactions....Ch. 22.5B - Which compounds will give positive iodoform tests?...Ch. 22.5C - Propose a mechanism for the acid-catalyzed...

Solution Summary: The author explains that the major product of the given base-catalyzed aldol condensation with dehydration is shown below.

Chapter 22 Solutions