Chapter 9, Problem 12PP

Interpretation Introduction

Interpretation:

Using NMR coupling constants, it is to be explained that how does the given two compounds should be distinguished from one another.

Concept introduction:

Axial bonds are parallel to the axis of ring and equatorial bonds are perpendicular to the axis of ring.

The dihedral angle between two axial bonds is $\varphi =180°$ and dihedral angle between axial and an equatorial bond is $\varphi =60°$.

The coupling constant $J_{(ax,ax)}$ between two vicinal axial hydrogens of cyclohexane is around the value of $8-10\text{ Hz}$ and the couple constant between vicinal axial and equatorial protons, i.e., $J_{(ax,eq)}$ is around $2-3\text{ Hz}$.