(a) Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted. Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. 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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Answer 1

Question

Chapter 28, Problem 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

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What aldoses are formed when the following aldoses are subjected to the Kiliani-Fischer synthesis: (a) D-threose; (b) D-ribose; (c) D-galactose?

26. This compound is L-glyceraldehyde. Draw a stereochemically correct representation of C-1 and C-2 of D-glucose. CHO | HO—C—H | CH2OH 27. Categorize each of the following as an aldose, a ketose, or neither. 28. Define each in 20 words or less: (a) anomeric carbon; (b) enantiomers; (c) furanose and pyranose; (d) glycoside; (e) aldose and ketose. 29. A) Draw the structure of any aldohexose in the pyranose ring form. B) Draw the structure of the anomer of the aldohexose you drew above. C) How many asymmetric carbons (chiral centers) does each of these structures have? D) How many stereoisomers of the aldohexoses you drew are theoretically possible? 30. A) Define "reducing sugar." (b) Sucrose is a disaccharide composed of glucose and fructose (Glc(1 → 2)Fru). Explain why sucrose is not a reducing sugar, even though both glucose and fructose are.

(d) Draw the structure of the expected product when monosaccharide B undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3, NHẠOH). он OH O. OH OH OH monosaccharide B

Answer 2

Question

Chapter 28, Problem 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. 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 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. 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 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. 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 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. 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 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

Concept introduction: Kiliani–Fischer synthesis is a method which is used for the elongation of the carbon chains in aldose. 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 28.25P

Interpretation Introduction

(a)

Interpretation: The aldoses formed when D-threose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Answer 8

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Answer 9

Interpretation Introduction

(b)

Interpretation: The aldoses formed when D-ribose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Answer 10

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Answer 11

Interpretation Introduction

(c)

Interpretation: The aldoses formed when D-galactose is subjected to the Kiliani–Fischer synthesis are to be predicted.

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

Answer 12

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Answer 13

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Answer 15

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

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