From the IR spectrum, assign all bands that are outside the fingerprint region. List the frequency (in cm-1 ), assign the type of bond and functional group.
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Description
1. [30%] On the page 4 you will find EI-MS, CI-MS, IR, 1 H and 13C NMR spectra of Unknown A. Answer the following questions related to these data in the space provided.
a. From the IR spectrum, assign all bands that are outside the fingerprint region. List the frequency (in cm-1 ), assign the type of bond and functional group.
b. Determine the molecular formula for Unknown A and calculate the IDH. Show your work.
c. Propose a structure for Unknown A that is consistent with all of the provided spectra.
• Draw a structure on which you label all hydrogen atoms using the numbering on the 1 H NMR spectrum. One number may correspond to more than one chemically inequivalent proton.
• Draw a second structure on which you label all carbon atoms using the lettering on the 13C NMR spectrum.
