(a) Interpretation: The enamine product obtained after the reaction of acetone and piperidine is to be drawn. Concept introduction: When aldehydes or ketones react with a secondary amine , formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

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Answer 1

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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 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)

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Answer 2

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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 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

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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 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

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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 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

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Answer 5

Chapter 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Answer 6

Chapter 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Answer 7

Chapter 19, Problem 19.33P

Interpretation Introduction

(a)

Interpretation:

The enamine product obtained after the reaction of acetone and piperidine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The enamine product obtained after the reaction of 2- phenylacetaldehyde and dimethyl amine is to be drawn.

Concept introduction:

When aldehydes or ketones react with a secondary amine, formation of enamine takes place. The nitrogen analog of an enol is known as enamine. The nucleophilic addition reaction of the secondary amine to the carbonyl carbon atom results in the formation of hemiaminal intermediate which further on dehydration forms the enamine product.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 19 - Prob. 19.1P Ch. 19 - Prob. 19.2P Ch. 19 - Prob. 19.3P Ch. 19 - Prob. 19.4P Ch. 19 - Prob. 19.5P Ch. 19 - Prob. 19.6P Ch. 19 - Prob. 19.7P Ch. 19 - Prob. 19.8P Ch. 19 - Prob. 19.9P Ch. 19 - Prob. 19.10P

Solution Summary: The author explains that when aldehydes or ketones react with a secondary amine, formation of enamine takes place.

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Chapter 19 Solutions