Nuclear Magnetic Resonance Spectroscopy With Answers Page 14
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CHAPTER 16
16.26. The first compound lacks a chirality center. The two methyl groups are
enantiotopic and are therefore chemically equivalent. The second compound has a
chirality center (the position bearing the OH group). As such, the two methyl groups are
13
diastereotopic and are therefore not chemically equivalent. For this reason, the
C NMR
spectrum of the second compound exhibits six signals, rather than five.
16.27.
16.28.
O
16.29.
OH
16.30.
O
O
O
Consistent with
Consistent only with
Consistent only with
1
13
13
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H NMR and
C NMR spectra
C NMR spectrum
C NMR spectrum
16.31.
Cl
Cl
Cl
Cl
a)
b)
c)
16.32.
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