The structures of A and B are to be predicted. Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C 2 of a product.

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Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

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A D-aldohexose A is formed from an aldopentose B by the Kiliani–Fischer synthesis. Reduction of A with NaBH4 forms an optically inactive alditol. Oxidation of B forms an optically active aldaric acid. What are the structures of A and B?

A D-aldopentose A is reduced to an optically active alditol. Upon Kiliani–Fischer synthesis, A is converted to two Daldohexoses, B and C. B is oxidized to an optically inactive aldaric acid. C is oxidized to an optically active aldaric acid. What are the structures of A–C?

Sugar X is known to be a d-aldohexose. On oxidation with HNO3, X gives an optically inactive aldaric acid. WhenX is degraded to an aldopentose, oxidation of the aldopentose gives an optically active aldaric acid. Determine thestructure of X

Answer 2

Question

Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

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Answer 3

Question

Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

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Answer 4

Question

Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

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Answer 5

Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

Answer 6

Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

Answer 7

Chapter 28, Problem 28.28P

Interpretation Introduction

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

Answer 8

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Answer 11

Ch. 28 - Prob. 28.1P Ch. 28 - Prob. 28.2P Ch. 28 - Label each stereogenic center as R or S. a. b. c....Ch. 28 - Convert the ball-and-stick model to a Fischer...Ch. 28 - Prob. 28.5P Ch. 28 - Prob. 28.6P Ch. 28 - Prob. 28.7P Ch. 28 - Prob. 28.8P Ch. 28 - Prob. 28.9P Ch. 28 - Prob. 28.10P

The structures of A and B are to be predicted. Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C 2 of a product.

Solution Summary: The author explains Kiliani–Fischer synthesis, which is used for the elongation of the carbon chain in aldoses.

Concept explainers

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

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Chapter 28 Solutions

The structures of A and B are to be predicted. Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C 2 of a product.

Solution Summary: The author explains Kiliani–Fischer synthesis, which is used for the elongation of the carbon chain in aldoses.

Concept explainers

Interpretation: The structures of A and B are to be predicted. Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.

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Chapter 28 Solutions

Interpretation: The structures of A and B are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chain in aldoses. In this method, the aldose chain is elongated by the formation of new stereogenic centre at C2 of a product.