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13CONJUGATED UNSATURATED SYSTEMS
SOLUTIONS TO PROBLEMS
13.1 The following two allylic radicals are possible, differing only because of the isotopic label.
Together they allow for four constitutional isomers with respect to the 13C label. (In the
absence of the isotopic label, only one constitutional isomer (as a racemic mixture) would
be possible.)
Br
� �
� � � �
+
δ
δ
Br
Br
(� = 13C labeled position)
+
δ
δ
Br
13.2 (a)
+ +
(b) because it represents a 2º carbocation.
+
(c)
Cl
Cl
and (racemic)
13.3 (a)
(b)
+ + +
(c)
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