WileyPLUS - Worked example 2

Learning outcome

Determine atomic/molecular structure of organic compounds using nuclear magnetic resonance spectral data

C₃H₆O gives only one signal in its ¹H NMR spectrum. Propose a structure for this compound.

First determine the IHD of C₃H₆O; the corresponding saturated hydrocarbon is C₃H₈

so IHD = (8 − 6)/2 = 1, so there is one (C=O) double bond present.

Only 1 ¹H NMR signal, so all 6 H atoms are equivalent and hence the structure is:

Chemistry