Question

a. Using the wedge-and-dash notation, draw the nine stereoisomers of 1,2,3,4,5,6-hexachlorocyclohexane.

b. From the nine stereoisomers, identify one pair of enantiomers.

c. Draw the most stable conformer of the most stable stereoisomer.

Short answer

What is stereoisomer-

Two or more compounds which differ in the spatial arrangement of their atoms are called as stereoisomers i.e the molecules which are stereoisomers of each other are made from same atoms, connected in the same sequence but the atoms are arranged differently in space.

What is stereocentres:

An atom with three or more different attachments and interchanging of two of these attachments leads to another stereoisomer that C-center is called as stereocenter.

All asymmetric centres are stereocentres but all stereocentres can’t be asymmetric.

What is enantiomer-

Pair of enantiomers will exist if the compound has asymmetric centre or a chiral carbon. So the mirror images of compounds don’t superimpose.

Chiral objects are those objects which have no same mirror images. The mirror images don’t superimpose each other. whose mirror images superimpose each other that compounds are called achiral objects.

Step-by-step solution

Some definitions:

What is stereoisomer-

Two or more compounds which differ in the spatial arrangement of their atoms are called as stereoisomers i.e the molecules which are stereoisomers of each other are made from same atoms, connected in the same sequence but the atoms are arranged differently in space.

What is stereocentres:

An atom with three or more different attachments and interchanging of two of these attachments leads to another stereoisomer that C-center is called as stereocenter.

All asymmetric centres are stereocentres but all stereocentres can’t be asymmetric.

What is enantiomer-

Pair of enantiomers will exist if the compound has asymmetric centre or a chiral carbon. So the mirror images of compounds don’t superimpose.

Chiral objects are those objects which have no same mirror images. The mirror images don’t superimpose each other. whose mirror images superimpose each other that compounds are called achiral objects.

Final answer

In this all chlorine atoms are in equatorial position so there is less steric strain hene it is more stable conformer.