1) Shown below is the infra-red spectrum of an organic compound.

The organic compound that produces this spectrum is an
A. aldehyde.
B. alcohol.
C. amide.
D. ester

Solution

2) There are a number of structural isomers for the molecular formula
C₃H₆O. Three of these are propanal, propanone and prop-2-en-1-ol. The mass spectrum below was produced by one of the three named isomers of C₃H₆O.

a) Identify the fragment at 29 m/z.

Solution

b) Name the isomer of C₃H₆O. that produced this spectrum and justify your answer..

Solution

c) Consider the ¹³C NMR and ¹H NMR spectra below

Identify which one of the three named isomers of C₃H₆O produced the NMR spectra. Justify your answer by referencing both spectra.

Solution