Answered: Illsutrate the Ring-flipping…

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

Illsutrate the Ring-flipping interconverts axial and equatorial hydrogens in
cyclohexane ?

Expert Solution

Step 1

Cyclohexane-

Structure is-

In the conformational analysis cyclohexanes, cis and trans isomers are differential based on the position of substituents.
The substituents may or may not be same. Only based on their relative positions in the ring they considered as cis and trans.

These are positions in cyclohexane.

Step 2

Answer of given question-

In isomer A, H₁ is the axial hydrogen and H₂ is equatorial hydrogen.
After flipping equatorial H₂ in A goes to the axial position in B and also H₁ in A goes to equatorial position in B.
So equatorial hydrogens go to the axial position and axial hydrogens go to the equatorial positions after flipping of cyclohexane.
Carbon-hydrogen bonds that are axial in first configuration become equatorial in other or vice versa. But the positions of their ‘up’ or ‘down’ does not change, remains as it is.

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