(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 26.10, Problem 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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1. Show the steps necessary to make 2-methyl-4-nonene using a Wittig reaction. Start with triphenylphosphine and an alkyl halide. After that you may use any other organic or inorganic reagents. 2. Write in the product of this reaction: CH3 CH₂ (C6H5)₂CuLi H₂O+

3. Name this compound properly, including stereochemistry. H₂C H3C CH3 OH 4. Show the step(s) necessary to transform the compound on the left into the acid on the right. Bri CH2 5. Write in the product of this LiAlH4 Br H₂C OH

What are the major products of the following reaction? Please provide a detailed explanation and a drawing to show how the reaction proceeds.

Answer 2

Question

Chapter 26.10, Problem 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 26.10, Problem 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 26.10, Problem 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 26.10, Problem 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 26.10, Problem 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 26.10, Problem 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 14

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Answer 15

Ch. 26.2 - Prob. 1P Ch. 26.2 - Prob. 2P Ch. 26.2 - Label each stereogenic center as R or S. a. b. c....Ch. 26.2 - Convert the ball-and-stick model to a Fischer...Ch. 26.2 - Prob. 5P Ch. 26.2 - Prob. 6P Ch. 26.3 - Prob. 7P Ch. 26.3 - Prob. 8P Ch. 26.4 - Prob. 9P Ch. 26.4 - Prob. 10P

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