Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 4.4, Problem 6P
Interpretation Introduction

Interpretation:

The specific rotation of enantiopure cholesterol and the fraction of synthetic cholesterol in the given mixture are to be determined.

Concept introduction:

The specific rotation, denoted by [α], can be calculated from the observed rotation using the following expression:

[α]=100αcl

Where

α is the observed rotation

c is the concentration of the sample in grams per 100 mL of solution

l is the length of the polarimeter tube in decimeters.

The optical purity is equal to the percentage enantiomeric excess, which can be determined from the following expression:

Optical purity=specific rotation of samplespecific rotation of pure enantiomer×100

The percent enantiomeric excess is the difference between the percentages of major and minor enantiomers.

%Enantiomeric excess=(% Major enantiomer)-(% Minor enantiomer)

A racemic mixture is the mixture of equal composition of enantiomers.

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27. Which of the following statements about cholesterol is not correct? CH3 CH3 H. d но Cholesterol (a) Cholesterol is a steroid that contains a tetracyclic ring system. (b) Cholesterol is a steroid that contains 8 chiral carbons and can form 28 or 256 stereoisomers. (c) Each atom or group attached to a ring-junction carbon (i.e., carbons a -e) is in a trans or axial position. Because of this the tetracyclic ring system is mostly flat. (d) Cholesterol is used to synthesized vitamin D, bile acids, sex hormones, and adrenocorticoid hormones. (e) Cholesterol is not found in the cell membranes of animals.
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