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 oxocarbenium 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 20, Problem 47P

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 oxocarbenium 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 formation of b-lactose from α-d-galactose and β-d-glucose in dilute HCl.

Draw the product of reaction when D-glucose is reducted?

Draw the structure of melezitose (either in Haworth or in conformer): α-D-glucopyranosyl-(1→3)-β-D-fructofuranosyl-(2→1)-α-D-glucopyranoside. Is it a reducing sugar?

Answer 2

Question

Chapter 20, Problem 47P

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 oxocarbenium 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 20, Problem 47P

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 oxocarbenium 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 20, Problem 47P

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 oxocarbenium 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 20, Problem 47P

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 oxocarbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Answer 6

Chapter 20, Problem 47P

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 oxocarbenium ion. It is planar molecule. When water approaches from the top of the plane, β-D-glucose is formed.

Answer 7

Chapter 20, Problem 47P

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 oxocarbenium 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. 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 interconversion of alpha -D-glucose and

Concept explainers

Want to see the full answer?

Chapter 20 Solutions