ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Chapter 24, Problem 27P
Interpretation Introduction

Interpretation:

The R,S configurations of the three chirality centers in D-xylose are to be determined.

Concept introduction:

The absolute configuration of a chirality center is determined on the basis of the Cahn-Ingold-Prelog rules.

As per CIP rules, the four groups attached to the chiral carbon are given priorities according to the atomic number of the atom directly attached to the carbon. Higher the atomic number, higher the priority.

Hydrogen is always given the lowest priority as it is the lightest element.

If two atoms directly attached to the chiral carbon are the same, the atoms/groups attached to the two are compared to determine relative priority.

The arrangement of the three highest priority atoms/groups with the least priority atom/group at the back determines the absolute configuration. If they are arranged clockwise, the configuration is R. If arranged counterclockwise, the configuration is S.

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