(a) Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar. Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L -sugar and D -sugar, respectively.

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Answer 1

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Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

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(a) Label compounds A, B, and C as D- or L-sugars. (b) How are compounds A and B related? A and C? B and C? Choose from enantiomers, diastereomers, or constitutional isomers.

1. Draw Haworth projections of B-D-arabinofuranose and a-L-mannopyranose. 2. Consider the structure of the disaccharide drawn at right: НО `CH2 В ОН (a) Give the names and D/L designation for the two monosaccharides linked together. H,C-O OHO „OH OH А: НО НО A В: ОН (b) In the structure, circle the anomeric carbon of each saccharide. (c) Is each saccharide present in its a or ß anomer? Specify both A and B (d) Would this disaccharide undergo mutarotation? Why or why not? (e) Would this disaccharide react with Tollens and/or Benedicts reagent? Why or why not? (f) There are two reasons this is very unlikely to be a naturally occurring disaccharide. What about its structure suggests this is true? Give both reasons.

Answer 2

Question

Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

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Answer 3

Question

Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

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Answer 4

Question

Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

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Answer 5

Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

Answer 6

Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Answer 7

Chapter 28, Problem 28.6P

Interpretation Introduction

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Answer 8

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

Answer 9

Interpretation Introduction

(b)

Interpretation: The relation between A and B, A and C, B and C is to be determined from enantiomers, diastereomers and constitutional isomers.

Concept introduction: Two compounds which are non-superimposable mirror images of each other are known as enantiomers. Whereas two compounds which are neither superimposable nor mirror images to each other are known as diastereomer. On the other hand, two compounds that have same molecular formula but different structural arrangement of atoms are known as constitutional isomers.

Answer 10

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Answer 11

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Answer 12

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Answer 13

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

(a) Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar. Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L -sugar and D -sugar, respectively.

Solution Summary: The author explains that compounds A, B, and C are to be labeled as D or L-sugar.

Concept explainers

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

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Chapter 28 Solutions

(a) Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar. Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L -sugar and D -sugar, respectively.

Solution Summary: The author explains that compounds A, B, and C are to be labeled as D or L-sugar.

Concept explainers

(a) Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar. Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.

Want to see the full answer?

Chapter 28 Solutions

(a)

Interpretation: The given compounds A, B and C are to be labeled as D or L-sugar.

Concept introduction: A sugar molecule in which hydroxyl group of second last carbon atom is on the left and right side of the horizontal line is known as L-sugar and D-sugar, respectively.