Nuclear Magnetic Resonance Spectroscopy With Answers Page 12

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372
CHAPTER 16
O
O
O
O
O
H
H
c)
16.20.
O
O
O
16.21.
1
a) The first compound will have only three signals in its
H NMR spectrum, while the
second compound will have six signals.
1
b) Both compounds will exhibit
H NMR spectra with only two singlets. In each
spectrum, the relative integration of the two singlets is 1:3. In the first compound, the
singlet with the smaller integration value will be at approximately 2 ppm. In the second
compound, the singlet with the smaller integration value will be at approximately 4 ppm.
1
d) The first compound will have only two signals in its
H NMR spectrum, while the
second compound will have three signals.
1
e) The first compound will have five signals in its
H NMR spectrum, while the second
compound will have only three signals.
1
f) The first compound will have only four signals in its
H NMR spectrum, while the
second compound will have five signals.
1
g) The first compound will have only one signal in its
H NMR spectrum, while the
second compound will have two signals.
16.22. The presence of peroxides caused an anti-Markovnikov addition of HBr:
HBr
ROOR
Br

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