Conjugated Systems/Resonance/Reactions
Name: ________________________
1) Classify the following dienes and polyenes as isolated, conjugated, cumulated or some
combination of these classifications.
a) 1,5-cyclooctadiene
b) 1,3-cyclooctadiene
c) 1,2-cyclodecadiene
d) 1,3,6-cyclooctatriene
e) 1,3,5-cyclohexatriene (benzene)
2) Draw the important resonance contributers for the following cations, anions and radical.
a)
+
CH2
+
CH
b)
c)
+
CH
+
CH2
d)
+
H2C
e)
OCH 3
H
H
Dr. Gupta/Wade/Conjugated Systems-Reactions/Page 1 of 2
3) Predict the products of the following reactions:
a) pentadiene + HCl
b) 2-methyl-2-butene + NBS, light
NBS, light
tBuO-
c) 1-pentene
d) 1,3-butadiene + bromine water
Dr. Gupta/Wade/Conjugated Systems-Reactions/Page 2 of 2