Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 4.9, Problem 28P
Interpretation Introduction

Interpretation:

The value of specific rotation for the given compound has to be determined.

Concept Introduction:

The specific rotation, [α], is a fundamental property of chiral substances that is expressed as the angle to which the material causes polarized light to rotate at a particular temperature, wavelength, and concentration.

The specific rotation of a molecule can be calculated by using the formula given below.

  [α]Tλ=αobs(degree)l(dm).C(gmL)

alpha (α) represents the observed rotation measured with a polarimeter. l represents the length of the sample tube.     C is the concentration of a solution of a pure sample.λ is the wave length of the light.

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How can we decide whether an observed rotation of a solution of an optically active compound is +170° and not actually -190°?
Consider a solution that contains 84.0% R isomer and 16.0% S isomer. If the observed specific rotation of the mixture is −37.0°, what is the specific rotation of the pure R isomer? [a] = = O
An attempt at synthesizing a certain optically-active compound resulted in a mixture of its enantiomers. The mixture had an observed specific rotation of +14.2°. If it is known that the specific rotation of the R enantiomer is -31.0°, determine the percentage of each isomer in the mixture. R enantiomer: % S enantiomer: %

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Essential Organic Chemistry (3rd Edition)

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