General, Organic, and Biological Chemistry - 4th edition
General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Chapter 15, Problem 56P
Interpretation Introduction

(a)

Interpretation:

The specific rotation of the enantiomer of lactose should be determined.

Concept Introduction:

Chiral or optically active molecules can rotate plane-polarized light either clockwise or counter clockwise. If plane-polarized light is rotated clockwise then it is known as dextrorotatory and for counter clockwise rotation it is known as levorotatory.

Interpretation Introduction

(b)

Interpretation:

Boiling point comparison should be done for enantiomers of Taxol.

Concept Introduction:

Physical properties of enantiomers are similar except the direction of optical activity. Solubility, melting point, boiling points are similar in enantiomers.

Interpretation Introduction

(c)

Interpretation:

The solubility of Taxol needs to be compared to its enantiomer.

Concept Introduction:

Physical properties of enantiomers are similar except the direction of optical activity. Solubility, melting point, boiling points are similar in enantiomers.

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Coibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites (Org. Lett. 2012, 14, 3878-3881): (a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL LETTER of your choice. A. 2 В. 4 С. 8 D. 16 ANSWERS: (a) A. В. C. (b)
(a) assign R or S configuration to each chiral center, (b) Which compound are enantiomers? (c) Which compounds are diastereomers?
Coibacin B is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites. Assign the configuration of each chiral center in coibacin B H.

Chapter 15 Solutions

General, Organic, and Biological Chemistry - 4th edition

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