Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 4.10, Problem 32P

(a)

Interpretation Introduction

Interpretation:

The number of asymmetric centers present in the given structure of cholesterol has to be determined.

Concept introduction:

Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity.  Stereoisomers are due to the presence of stereocenter.  Stereocenter may be an atom axis (bond) or plane from which interchanging of two groups leads to stereoisomers.

Asymmetric center is a stereocenter which arises in hydrocarbons if the carbon is bonded to four different groups. 

(b)

Interpretation Introduction

Interpretation:

The number of possible stereoisomers of cholesterol present in nature has to be determined.

Concept introduction:

Stereoisomers are isomers which have different spatial arrangement in spite of same bond connectivity.  Stereoisomers are due to the presence of stereocenter.  Asymmetric centers are Stereocenter.

The equation for finding Stereoisomers from number of asymmetric centers in compounds is 2n, in which ‘n’ is the number of asymmetric centers.

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