Why the reaction, as shown, does not lead to the formation of an imine or an enamine is to be explained. Concept introduction: Ammonia and primary amines add reversibly to the carbonyl carbon of an aldehyde or a ketone under mildly acidic conditions to form an imine. If a secondary amine is used, it can still add reversibly to the carbonyl carbon as it is a sufficiently strong nucleophile. However, as it does not have the necessary number of hydrogen atoms (at least two), it cannot form an imine. If the carbonyl compound has an α- proton, then the reaction will lead to the formation of an enamine. Tertiary amines do not form an imine or an enamine.

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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 18, Problem 18.16P

Interpretation Introduction

Interpretation:

Why the reaction, as shown, does not lead to the formation of an imine or an enamine is to be explained.

Concept introduction:

Ammonia and primary amines add reversibly to the carbonyl carbon of an aldehyde or a ketone under mildly acidic conditions to form an imine. If a secondary amine is used, it can still add reversibly to the carbonyl carbon as it is a sufficiently strong nucleophile. However, as it does not have the necessary number of hydrogen atoms (at least two), it cannot form an imine. If the carbonyl compound has an α- proton, then the reaction will lead to the formation of an enamine. Tertiary amines do not form an imine or an enamine.

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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 18, Problem 18.16P

Interpretation Introduction

Interpretation:

Why the reaction, as shown, does not lead to the formation of an imine or an enamine is to be explained.

Concept introduction:

Ammonia and primary amines add reversibly to the carbonyl carbon of an aldehyde or a ketone under mildly acidic conditions to form an imine. If a secondary amine is used, it can still add reversibly to the carbonyl carbon as it is a sufficiently strong nucleophile. However, as it does not have the necessary number of hydrogen atoms (at least two), it cannot form an imine. If the carbonyl compound has an α- proton, then the reaction will lead to the formation of an enamine. Tertiary amines do not form an imine or an enamine.

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Answer 3

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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 18, Problem 18.16P

Interpretation Introduction

Interpretation:

Why the reaction, as shown, does not lead to the formation of an imine or an enamine is to be explained.

Concept introduction:

Ammonia and primary amines add reversibly to the carbonyl carbon of an aldehyde or a ketone under mildly acidic conditions to form an imine. If a secondary amine is used, it can still add reversibly to the carbonyl carbon as it is a sufficiently strong nucleophile. However, as it does not have the necessary number of hydrogen atoms (at least two), it cannot form an imine. If the carbonyl compound has an α- proton, then the reaction will lead to the formation of an enamine. Tertiary amines do not form an imine or an enamine.

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Check out a sample textbook solution

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Answer 4

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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 18, Problem 18.16P

Interpretation Introduction