Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 23, Problem 8PP
Interpretation Introduction

Interpretation:

The different chirality centers of cholesterol are to be marked with an asterisk.

Concept Introduction:

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The molecules which are non-superimposable or not identical with their mirror images are known as chiral molecules.

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A pair of two mirror images which are non-identical is known as enantiomers which are optically active.

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The objects or molecules which are superimposable with their mirror images are achiral objects or molecules and these objects have a centre of symmetry or plane of symmetry.

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The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds, but they are optically inactive.

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Diastereomers are the stereoisomers that are not mirror images of each other and are not superimposable on each other.

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They possess different physical as well as chemical properties, because of difference in orientations.

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Cholesterol is an organic compound and a derivative of steroid. In the human body, it is produced as an intermediate in the biosynthesis of steroids. It is produced at a much higher rate than what is necessary for the synthesis of steroid. In a molecule of cholesterol, there is no internal plane of symmetry, and hence every carbon atom is different and each chiral carbon has four different groups.

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