Nmr Practice Problems Worksheet

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NMR Practice Problems
1) Tell precisely how you would use the proton NMR spectra to distinguish between the following pairs of
compounds:
a. 1-bromopropane and 2-bromopropane
b. propanal and propanone
c. ethyl acetate (MeCO2Et) and methyl propanoate (EtCO2Me)
d. 1-butyne and 2-butyne
2) Each of the following compounds exhibits a single 1H NMR peak. Approximately where would you expect
each compound to absorb?
a. cyclohexane
b. acetone
c. benzene
d. glyoxal (ethandial)
e. dichloromethane
f. trimethylamine ((CH3)3N)
3) Draw structures for compounds that meet these descriptions:
a. C2H60; one singlet
b. C3H7Cl; one doublet and one septet
c. C4H8Cl20; two triplets
d. C4H8O2; one singlet, one triplet, and one quartet
4) The two spectra below are of phenol and benzaldehyde. Assign them.
1.00
5.43
5.15
1.00
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9
8
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2
1
0
10
9
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2
1
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