Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 26.4, Problem 10P
Interpretation Introduction

(a)

Interpretation: The enantiomer of D-fructose is to be drawn.

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. Two compounds which are non-superimposable mirror images of each other are known as enantiomers.

Interpretation Introduction

(b)

Interpretation: An epimer of D-fructose at C4 is to be drawn and the name of this compound is to be stated.

Concept introduction: Two compounds which are neither superimposable nor mirror images to each other and the configuration of one of their stereogenic centers is different are known as epimers.

Interpretation Introduction

(c)

Interpretation: An epimer of D-fructose at C5 is to be drawn and the name of this compound is to be stated.

Concept introduction: Two compounds which are neither superimposable nor mirror images to each other and the configuration of one of their stereogenic centers is different are known as epimers.

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A Fischer projection of a monosaccharide is shown below: H CH₂OH -OH H H HO C=O -OH -OH -H CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?
What is the configuration of each of the asymmetric centers in the Fischer projection of a. D-glucose? b. D-galactose? c. D-ribose? d.D-xylose? e.D-sorbose?
A Fischer projection of a monosaccharide is shown below: CH₂OH C=O H НО HO -OH H H CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?

Chapter 26 Solutions

Organic Chemistry (6th Edition)

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