Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 4.9, Problem 30P
Interpretation Introduction

Interpretation:

From the given information, the configuration of naproxen should be determined.

Concept Introduction:

Enantiomeric excess:

The equal amount of isomers in the mixture is called racemic mixture and it has 0 specific rotation so it is optically inactive value.

If a mixture contains unequal mixture of isomers means it can be optically active but the specific rotation value can varied by which enantiomer is present more than other isomer.

The excess of one isomer than other isomer in the mixture is known as enantiomeric excess (ee %), it is given by

ee%observed specific rotationspecific rotation of the pure enantiomer×100

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Students have asked these similar questions
Naproxen, a nonsteroidal anti-inflammatory drug that is the active ingredient in Aleve, has a specific rotation of +66. One commercial preparation results in a mixture with a 97% enantiomeric excess. a. Does naproxen have the R or the S configuration? b. What percent of each enantiomer is obtained from the commercial preparation?
The specific rotation of (S)-2-iodobutane is +15.90°. Predict the specific rotation of (R)-2-iodobutane.
Citalopram is an antidepressant pharmaceutical that is sold as a racemic mixture. However, it is known that the (S) enantiomer is 30x more biologically active than the (R) enantiomer. Draw the (S) configuration.

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Essential Organic Chemistry, Global Edition

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