Chapter 5, Problem 77CP

Interpretation Introduction

Interpretation:

The given structure of the compound has to be redrawn which shows both nonaromatic rings in chair conformations with the bridgehead hydrogen atoms in axial positions.

Concept introduction:

In a cyclic compound, the spatial orientation of the di substituents cyclic compound must be viewed as a three-dimensional conformation. Generally a solid wedge bond indicates it is above the plane of the ring and a broken wedge bond indicates it is below the plane.

The stereoisomerism is the arrangement of atoms in molecules whose connectivity remains the same but their arrangement in different in each isomer.

The two molecules are described as stereoisomers if they are made of the same atoms connected in the same sequence, but the atoms are positions differently in space.

For $\text{1,4-disubstitutedcyclohexane}$ the same substituents on the axial or equatorial position gives the trans isomer while the same substituent on the axial and equatorial position gives the cis isomer.

Among this the equatorial isomer is more stable due to the absence of $\text{1,3-diaxial}\text{interactions}$.

Chiral centre: A chiral center is defined as the tetrahedral carbon atom in an organic molecule that is connected to four non-identical groups/substituents. It is sometimes known as a stereo genic center.