The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown. Concept introduction: Enamine: An enamine is a compound where the lone pair of electrons in the nitrogen atom of C − N bond gets delocalized by the presence of nearby C = C bond. It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule. Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine. Here, the bond between nitrogen and the s p 2 carbon attached to it gets cleaved.

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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 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

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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 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Expert Solution & Answer

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Check out a sample textbook solution

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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 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

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 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Expert Solution & Answer

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Answer 5

Chapter 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 6

Chapter 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 7

Chapter 19.5, Problem 19.9P

(a)

Interpretation Introduction

Interpretation:

The way by which alkylation or acylation of an enamine can be used to convert acetophenone into the given compound has to be shown.

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 8

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 9

(b)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 10

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 11

(c)

Interpretation Introduction

Concept introduction:

Enamine:

An enamine is a compound where the lone pair of electrons in the nitrogen atom of C−N bond gets delocalized by the presence of nearby C=C bond.

It is formed by the reaction of a ketone or aldehyde and a secondary amine under acidic conditions with the elimination of water molecule.

Hydrolysis of enamine: Under acidic conditions, enamine reacts with water to give corresponding ketone and secondary amine.

Here, the bond between nitrogen and the sp2 carbon attached to it gets cleaved.

Answer 12

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Answer 13

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Answer 14

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Answer 15

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

Solution Summary: The author explains how alkylation or acylation of an enamine can be used to convert acetophenone into the given compound.

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Chapter 19 Solutions