The mechanism for interconversion of α -D-glucose and β -D-glucose in dilute HCl is to be drawn. Concept Introduction: The hydroxyl group of anomeric carbon in α -D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β -D-glucose is formed.

Question

Want to see the full answer?

Answer 1

Question

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Draw the mechanism for the interconversion of α-D-glucose and β-d-glucose in dilute HCl.

Write down the structures and names of the products formed when D-glucose is treated with(i) Hydroxylamine(ii) Acetic anhydride.

Which statement about the following carbohydrate is correct?

Answer 2

Question

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Answer 6

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Answer 7

Chapter 16, Problem 33P

Interpretation Introduction

Interpretation:

The mechanism for interconversion of α-D-glucose and β-D-glucose in dilute HCl is to be drawn.

Concept Introduction:

The hydroxyl group of anomeric carbon in α-D-glucose is protonated by an acid. The lone pair on the ring helps in eliminating a molecule of water which results in the formation of oxo-carbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

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. 16.1 - Prob. 1P Ch. 16.2 - Prob. 2P Ch. 16.3 - Prob. 3P Ch. 16.3 - Prob. 4P Ch. 16.4 - Prob. 5P Ch. 16.4 - Prob. 6P Ch. 16.5 - Prob. 7P Ch. 16.5 - Prob. 8P Ch. 16.6 - Prob. 10P Ch. 16.8 - Prob. 12P

Concept explainers

Want to see the full answer?

Chapter 16 Solutions