Question

The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position, axial or equatorial, of each of the three groups shown in the more stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq.

The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question.


The cyclohexane derivative shown exists primarily


The choices are axial, equatorial, or both.


a)

b)

c)


First correct answer gets points.

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Answer #1
Concepts and reason

This problem is based on the concept of chair conformation of cyclohexane.

Cyclohexane has can exist in the form of different conformations in order to overcome the various destabilizing factors like angle strain, ring strain and steric hindrance. The size of the atom determines the position of that atom in the chair conformation of cyclohexane.

Fundamentals

In the chair conformation of cyclohexane, atoms or substituents with large size usually occupy the equatorial position in order to avoid the steric repulsion caused by other atoms or substituents.

Part 1

The structure of the compound is given below:

HzCcHz
H2CCH3

The chair conformation of the compound is given below:

а нәссн;
нсСн,

Ans: Part 1

The name of substituents with their corresponding positions:

a) equitorial
b) equitorial
c) equitorial

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