a) Interpretation: The enone product expected from the aldol condensation of cyclopentanone is to be given. Concept introduction: Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones. To give: The enone product expected from the aldol condensation of cyclopentanone.

Question

What product would you expect to obtain from aldol cyclization of hexanedial,OHCCH2CH2CH2CH2CHO?

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

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Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

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Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

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Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

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Answer 5

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

Answer 6

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Answer 7

Chapter 23.3, Problem 3P

Interpretation Introduction

a)

Interpretation:

The enone product expected from the aldol condensation of cyclopentanone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of cyclopentanone.

Answer 8

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Answer 9

Interpretation Introduction

b)

Interpretation:

The enone product expected from the aldol condensation of acetophenone is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of acetophenone.

Answer 10

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

Answer 11

Interpretation Introduction

c)

Interpretation:

The enone product expected from the aldol condensation of 2-methylbutanal is to be given.

Concept introduction:

Aldehydes and ketones with α-hydrogen undergo a base catalyzed carbonyl condensation reaction in aldol condensation. In this reaction two molecules of the reactant combine by forming a bond between α-carbon of one molecule and the carbonyl carbon of the second molecule. The product obtained, a β-hydroxyaldehyde or ketone upon heating eliminate a molecule of water to yield the enones, α,β-unsaturated aldehydes or ketones.

To give:

The enone product expected from the aldol condensation of 2-methylbutanal.

Answer 12

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Answer 23

Ch. 23.1 - Prob. 1P Ch. 23.1 - Prob. 2P Ch. 23.3 - Prob. 3P Ch. 23.3 - Prob. 4P Ch. 23.4 - Prob. 5P Ch. 23.4 - 1-Butanol is prepared commercially by a route that...Ch. 23.4 - Prob. 7P Ch. 23.5 - Prob. 8P Ch. 23.6 - Prob. 9P Ch. 23.6 - What product would you Expect to obtain from base...

Solution Summary: The author explains the enone product expected from the aldol condensation of cyclopentanone.

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