Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
Question
Book Icon
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 Chemistry, Chapter 24, Problem 24.1P , additional homework tip  1

Explanation of Solution

The structure of the given molecule is shown below.

Organic Chemistry, 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 Chemistry, 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 Chemistry, Chapter 24, Problem 24.1P , additional homework tip  4

Explanation of Solution

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

Organic Chemistry, 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 Chemistry, Chapter 24, Problem 24.1P , additional homework tip  6

Figure 4

Conclusion

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

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
In each pair of compounds, select the one with the higher boiling point. (a) Acetaldehyde or ethanol (b) Acetone or 3-pentanone (c) Butanal or butane (d) Butanone or 2-butanol
Write each of the following condensed structural formulas as a bond-line formula (that is, using only lines and no elemental symbols).               (a)   CH3CH2CH2CH2CH3                              (b)  (CH3)2CHCH2CH3
Draw structures to correspond with the following common and systematic names:(a) phenyl formate (b) cyclohexyl benzoate
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY