Tutorial (Chapter 2) UV-Vis Spectroscopy

Question 1

The UV spectrum of compound T shows no maximum above 250 nm. In the mass spectrum,
there are characteristic patterns for M, M+2 and M+4 peaks with ratio of 1:2:1 (214, 216 and
218 m/z). The infrared and 13C NMR spectra are provided.

a) Identify the molecular ion and base peaks from the mass spectrum of compound T.
(1 mark)
b) Assign the important stretching and bending vibrations that can be observed in the IR
spectrum.
(4 marks)
c) Draw the structural compound of T. Justify your answer.
(4 marks)
d) Draw the fragment ions in m/z 135 and 137.
(4 marks)
e) Assign the signals in 13C NMR spectrum to its corresponding carbon in compound T.
(2 marks)

June 2012