The mechanism for the elimination step in the Wohl degradation is to be drawn. Concept Introduction: In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Question

Want to see the full answer?

Answer 1

Question

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

reaction scheme for C39H4202 Hydrogenation of Alkyne (Alkyne to Alkene) show reaction (drawing) please

Give detailed mechanism Solution with explanation needed. Don't give Ai generated solution

Show work with explanation needed....don't give Ai generated solution

Answer 2

Question

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Answer 6

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Answer 7

Chapter 20, Problem 67P

Interpretation Introduction

Interpretation:

The mechanism for the elimination step in the Wohl degradation is to be drawn.

Concept Introduction:

In Wohl degradation, the first step is aldose carbonyl group is converted to the oxime. Then oxime is dehydrated by an acetic anhydride to give the nitrile (a cyanohydrin). The formation of cyanohydrin is reversible in nature. It undergoes a basic hydrolysis to give aldose with one less carbon with a loss of HCN molecule.

Answer 8

Expert Solution & Answer

Answer 9

Expert Solution & Answer

Answer 10

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 11

Ch. 20.1 - Prob. 1P Ch. 20.2 - Prob. 2P Ch. 20.2 - Prob. 3P Ch. 20.3 - Prob. 4P Ch. 20.3 - Prob. 5P Ch. 20.3 - Prob. 6P Ch. 20.4 - Prob. 7P Ch. 20.4 - Prob. 8P Ch. 20.5 - Prob. 9P Ch. 20.5 - Prob. 10P

Solution Summary: The author explains the mechanism for the elimination step in the Wohl degradation.

Concept explainers

Want to see the full answer?

Chapter 20 Solutions