Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 7, Problem 7.50AP
Interpretation Introduction

Interpretation:

A chair conformation for (S)-3-methylpiperidine showing the sp3 orbital that contains the nitrogen unshared electron pair is to be drawn. The number of chair conformations of (S)-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 3.7kJmol1.

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