Chapter 7, Problem 7.50AP

Interpretation Introduction

Interpretation:

A chair conformation for $\left(S\right)\text{-3-methylpiperidine}$ showing the $s{p}^3$ orbital that contains the nitrogen unshared electron pair is to be drawn. The number of chair conformations of $\left(S\right)\text{-3-methylpiperidine}$ that are in rapid equilibrium are to be predicted.

Concept introduction:

In a cyclohexane ring, the steric interactions that takes place between an axial substituent located on the carbon atom 1 and the hydrogen atoms located on carbon 3 and 5 is known as 1, 3 diaxial interaction. In the cyclohexane derivatives, each 1, 3-diaxial interaction between the methyl and hydrogen increases the enthalpy of the ring by $3.7\text{kJ}{\text{mol}}^{-1}$.