Answered: Make a model of each compound, draw it…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

Make a model of each compound, draw it in its most symmetric conformation, and determine whether it is capable of showing optical activity.
cis-1,3-dibromocyclohexane

Expert Solution

Step 1

Asymmetric centre –

Asymmetric centre is a molecule having a special arrangement of atoms which is not superiposable on its mirror images.
So, molecule consists of asymmetric (Chiral) carbon atom called as asymmetric centre.
Chiral carbon atom is a Carbon which bears four different groups (non identical substituents).
By using these criteria chiral carbon can be predicted from given molecules.
Molecule with chiral carbon that is asymmetric centre is optically active.

Plane of symmetry:

The plane in molecule which split molecule in to two equal halves.

This is an imaginary plane.

Step 2

Answer of given question:

Structure of cis-1, 3-dibromocyclohexane is as shown below:

Beyond that this compound has two chiral carbons but it will not show the optical activity as it has a plane of symmetry in the molecule. Hence cis-1,3-dibromocyclohexane is optically inactive.

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