Chapter 13. Proton and Carbon NMR Problem Set
1. The following is the proton NMR spectrum of a WET sample of ethanol (CH3CH2OH).
a.
Label each peak to indicate which H’s it represents.
b. On the axis provided below draw what the proton NMR spectrum of an ANHYDROUS sample of
ethanol would look like. Note: the alcohol H will NOT undergo exchange here and splitting
WILL be observed.
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10
9
8
7
6
5
4
3
2
1
0
c. Draw the carbon 13 DEPT spectrum of ethanol on the axis below.
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200
180
160
140
120
100
80
60
40
20
0
1
2. Draw the proton NMR spectra of cis and trans 1-bromo-2-chloroethene (BrCH=CHCl). Be sure to
indicate how these two spectra would differ from one another.
Cis compound ___________________________________________________________________
7
6
5
4
Trans compound _________________________________________________________________
7
6
5
4
3. Determine the structure of C7H7NO3 whose NMR spectrum is shown below:
2