Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 6, Problem 6.9P
Interpretation Introduction

(a)

Interpretation:

The asymmetric carbon of thalidomide is to be identified.

Concept introduction:

A carbon atom that has four nonequivalent atoms or groups attached to it is known as the chiral carbon atom. Chiral carbon centers are also called as asymmetric or stereogenic centers. A carbon atom that does not have four nonequivalent atoms or groups attached to it is known as an achiral carbon atom.

Interpretation Introduction

(b)

Interpretation:

The structure of the terato-genic S enantiomer of thalidomide to indicate the stereochemistry of the asymmetric carbon is to be drawn.

Concept introduction:

The naming of the chiral center and geometric isomers are based on Cahn-Ingold-Prelog priority rules. If the priority assigned to each group attached to the chiral center in a molecule is in a clockwise direction, then it is the R-stereoisomer, and if this is counter-clockwise, then it is the S-stereoisomer. R and S-stereoisomer are mirror images of each other.

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