Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 25.2, Problem 5P
Interpretation Introduction

Interpretation:

The Fischer projection formula of the aldotetrose represented by the model is to be drawn and the configuration as R or S is to be assigned to each chirality center.

Concept introduction:

In Fischer projection formula, a tetrahedral carbon is represented by two crossed lines. The horizontal line represents bonds coming out of the page and vertical lines represent bonds moving in to the page.

For assigning R or S configuration, the four groups attached to the chiral center are arranged in the order of priority by applying sequence rules. The molecule is then oriented in such a way that the group of lowest priority points away from the viewer. If the arrangement of highest priority to second highest priority to third highest priority is clockwise then R configuration is assigned. If the arrangement of highest priority to second highest priority to third highest priority is counterclockwise then S configuration is assigned.

To draw:

The Fischer projection formula of the aldotetrose represented by the model and to assign the configuration as R or S to each chirality center.

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