ORGANIC CHEM +SG +SAPLING >IP<
ORGANIC CHEM +SG +SAPLING >IP<
6th Edition
ISBN: 9781319171179
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 24, Problem 24.1P
Interpretation Introduction

(a)

Interpretation:

The Fischer projections for the given molecule are to be stated.

Concept introduction:

Fischer projections is a two dimensional representation of organic compounds. It was proposed to represent glucose molecules. The carbon chain is represented vertically; the hydoxy groups and hydrogen atoms are represented horizontally, according to their stereochemistry. The aldehyde group is paced at the top of the carbon chain and numbered 1 and the ketone group is usually placed at the carbon -2.

Expert Solution
Check Mark

Answer to Problem 24.1P

The Fischer projections for the given molecule are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 24, Problem 24.1P , additional homework tip  1

Explanation of Solution

The structure of the given molecule is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 24, Problem 24.1P , additional homework tip  2

Figure 1

In the Fischer projection, the compound, (2R,3S,4S)-2, 3, 4, 5-tetrahydroxypentanoicacid is represented in two-dimension, the substituent on the carbon chain are placed in such a way that stereochemistry remains same. The groups are interchanged simultaneously such that the stereochemistry of carbon atoms in the second structure also remains same as shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 24, Problem 24.1P , additional homework tip  3

Figure 2

Conclusion

The Fischer projections of (2R,3S,4S)-2, 3, 4, 5-tetrahydroxypentanoicacid are shown in Figure 2.

Interpretation Introduction

(b)

Interpretation:

The Fischer projections for (S)-2-butanol are to be stated.

Concept introduction:

Fischer projections is a two dimensional representation of organic compounds. It was proposed to represent glucose molecules. The carbon chain is represented vertically; the hydoxy groups and hydrogen atoms are represented horizontally, according to their stereochemistry. The aldehyde group is paced at the top of the carbon chain and numbered 1 and the ketone group is usually placed at the carbon -2.

Expert Solution
Check Mark

Answer to Problem 24.1P

The Fischer projections for (S)-2-butanol are shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 24, Problem 24.1P , additional homework tip  4

Explanation of Solution

The structure of (S)-2-butanol is shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 24, Problem 24.1P , additional homework tip  5

Figure 3

In the Fischer projection, the compound, (S)-2-butanol is represented in two-dimension, the substituent on the carbon chain are placed in such a way that stereochemistry remains same. The groups are interchanged simultaneously in a clockwise direction such that the stereochemistry of carbon atoms in the second structure also remains same as shown below.

ORGANIC CHEM +SG +SAPLING >IP<, Chapter 24, Problem 24.1P , additional homework tip  6

Figure 4

Conclusion

The Fischer projections of (S)-2-butanol are shown in Figure 4.

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