CM3011 Chemical Spectroscopy & Applications

For the molecule attached, 1) Draw its predicted 1H NMR spectrum in as much detail as possible with respect to approximate chemical shift, integration, and spin-spin coupling pattern. Each peak should be assigned to the respective proton(s) in the molecular structure. 2) Draw its predicted 13C NMR and DEPT135 spectra in as much detail as possible with respect to approximate chemical shift. Each peak should be assigned to the respective carbon(s) in the molecular structure. 3) Predict at least one expected MS fragmentation reactions and draw their mechanisms. If the molecule would not undergo any significant fragmentation, describe the reason why is it so. 4) Indicate functional group(s) (except for C(sp3)–H bonds) that will give rise to characteristic IR absorption band(s), and give their approximate wavenumber(s). If the molecule does not have significant IR-characteristic functional groups, indicate so.