Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 5, Problem 53P
Interpretation Introduction

Interpretation:

The observed rotations are to be determined, and if the optical rotation of a substance studied at only one concentration is zero, then whether it can be concluded as the achiral or racemic mixture or not is to be stated with given concentration, observed rotation, wavelength, path length of the tube, and temperature.

Concept introduction:

The molecules that are nonsuperimposable or not identical with their mirror images are known as chiral molecules.

A pair of two mirror images that are nonidentical is known as enantiomers, which are optically active.

The objects or molecules that are superimposable with their mirror images are achiral objects or molecules and these objects have a centre of symmetry or plane of symmetry.

The achiral compounds in which plane of symmetry is present internally and consists of chiral centres are known as meso compounds, but they are optically inactive.

The stereo formula, which is depicted in two dimensions, in which stereochemical information is not destroyed, is determined by Fisher Projection formula.

The stereoisomers that are nonsuperimposable on each other and not mirror images of each other are known as diastereomers.

Chiral molecules are capable of rotating plane polarized light.

The molecules that are superimposable or identical with their mirror images are known as achiral molecules, and achiral molecules are not capable of rotating the plane-polarized light.

The observed rotation is calculated as [α]D=αcl, where [α] is the observed rotation, α is the observed rotation in degrees, c is the concentration, and l is the path length.

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There are four dimethylcyclopropane isomers. (a) Write three-dimensional formulas for these isomers. (b) Which of the isomers are chiral? (c) If a mixture consisting of 1 mol of each of these isomers were subjected to simple gas chromatography, how many fractions would be obtained and which compounds would each fraction contain? (d) How many of these fractions would be optically active? tod o ors brie page 10 of 17
could you identify C?

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Organic Chemistry

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