Chapter 22, Problem 87IP

Interpretation Introduction

Interpretation: The possible structure for the compound C₆H₁₅N that exhibits two types of signals in its proton NMR spectrum and two signals in ¹³C NMR spectrum has to be drawn.

Concept introduction:

The arrangement of atoms that are bonded together determines its constitution and molecular formula of that particular compound.  This concept is referred as structural isomers or in more modern term constitutional isomers.  Each atom has a typical valency or valence which is defined as the ability of an atom to form a chemical bond with other atoms.  For example, carbon has four valence or tetravalent that means carbon has the capacity to form four bonds with other elements or other atoms.  Nitrogen atoms are trivalent whereas hydrogen atoms are monovalent in nature.

In proton NMR, the signals are based on the arrangement of hydrogen atoms that are connected to carbon atoms.  In ¹³C NMR, the signals are based on the arrangement of carbon atoms.

To find: Draw the possible structure for the compound C₆H₁₅N that exhibits two types of signals in its proton NMR spectrum and two signals in ¹³C NMR spectrum

Find the valency for carbon (C), hydrogen (H) and nitrogen (N) in C₆H₁₅N