The given reaction is believed to proceed through the intermediate shown. The complete and detailed mechanism that leads to the formation of the intermediate is to be drawn. Concept introduction: This reaction takes place under mildly acidic conditions, and this is evidenced by the presence of carboxylic acid groups. The aldehyde reacts with NH 3 in acidic conditions to form the imine according to the mechanism in equation 18-19, which is in equilibrium with a small amount of its protonated form. For the given reaction we have: The carbon nucleophile will be the enol. The ammonia deprotonates α-hydrogen of β-carboxylic acid to produce the enol that is nucleophilic at C.

Question

Want to see the full answer?

Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 18, Problem 18.87P

Interpretation Introduction

Interpretation:

The given reaction is believed to proceed through the intermediate shown. The complete and detailed mechanism that leads to the formation of the intermediate is to be drawn.

Concept introduction:

This reaction takes place under mildly acidic conditions, and this is evidenced by the presence of carboxylic acid groups. The aldehyde reacts with NH3 in acidic conditions to form the imine according to the mechanism in equation 18-19, which is in equilibrium with a small amount of its protonated form.

For the given reaction we have:

The carbon nucleophile will be the enol. The ammonia deprotonates α-hydrogen of β-carboxylic acid to produce the enol that is nucleophilic at C.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

First image: I have to explain why the molecule C is never formed in those conditions. Second image: I have to propose a synthesis for the lactone A

First image: I have to explain why the molecule C is never formed in these conditions Second image: I have to propose a synthesis for the lactone A

Help fix my arrows please

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 18, Problem 18.87P

Interpretation Introduction

Interpretation:

The given reaction is believed to proceed through the intermediate shown. The complete and detailed mechanism that leads to the formation of the intermediate is to be drawn.

Concept introduction:

This reaction takes place under mildly acidic conditions, and this is evidenced by the presence of carboxylic acid groups. The aldehyde reacts with NH3 in acidic conditions to form the imine according to the mechanism in equation 18-19, which is in equilibrium with a small amount of its protonated form.

For the given reaction we have:

The carbon nucleophile will be the enol. The ammonia deprotonates α-hydrogen of β-carboxylic acid to produce the enol that is nucleophilic at C.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 18, Problem 18.87P

Interpretation Introduction

Interpretation:

The given reaction is believed to proceed through the intermediate shown. The complete and detailed mechanism that leads to the formation of the intermediate is to be drawn.

Concept introduction:

This reaction takes place under mildly acidic conditions, and this is evidenced by the presence of carboxylic acid groups. The aldehyde reacts with NH3 in acidic conditions to form the imine according to the mechanism in equation 18-19, which is in equilibrium with a small amount of its protonated form.

For the given reaction we have:

The carbon nucleophile will be the enol. The ammonia deprotonates α-hydrogen of β-carboxylic acid to produce the enol that is nucleophilic at C.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 18, Problem 18.87P

Interpretation Introduction