Prob. Set 2

CHEM*3750
PROBLEM SET #2
(old quiz I , done in class, 45 mn)
I.
Draw an 1H NMR spectrum for each of the following compounds. Make
sure to respect the relative chemical shift and the multiplicity.
-
1- Butanol (pure)
2-Butanol (containing traces of acid)
1-Butene
Butanal
III.
Propose a structure for the following compound of molecular formula
C4H10O whose 1H NMR spectrum appears below.
CHEM*3750
III.
a.
The 1H NMR spectra of three isomers with molecular formula
C4H9Br are shown here. Tell which isomer produces each
spectrum.
Draw the 13C NMR spectrum corresponding to each isomer.
CHEM*3750
IV.
Identify the compound with molecular formula C8H10O that gives the following IR and
1
H NMR spectra.