Question

Image for Given the planar trisubstituted cyclohexane below, fill in all boxes (with H, F,Cl or Br) to complete the two

Which is the more stable conformer?
  • Chair1
  • Chair2
0 0
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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.

The structure of the compound is given below:

CI
F
Вг

The two chair conformations of the compound with ring flipping is given below:

с
F
Н
Br
Н
-H
Н-
Chair flip
H
F
Н.
Н
Br
Н
н
Н
Н
Н
н
Н
Н
Chair 1
Chair 2
The more stable chair conformation is chair-1
LL
T
T

Ans:

The chair flipping representation of two conformations are given below:

Н
CI
Br
Н
-н
Н-
Chair flip
Н
H
.F
н
Br
Н
2
Н
Н
Н
Н
н
н
Н
Chair 1
Chair 2
IL
т
LL
I
т

The more stable chair conformation is chair-1

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