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Ch 19 Reactions of Benzene. 1. Give the products of the following electrophilic aromatic substitution reactions. Also show how the electrophile is generated in each case. a. b. Ch 19 Reactions of Benzene. c. d. e. Ch 19 Reactions of Benzene. f. g. Ch 19 Reactions of Benzene. - PowerPoint PPT Presentation
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Ch 19 Reactions of Benzene1. Give the products of the following electrophilic
aromatic substitution reactions. Also show how the electrophile is generated in each case.
a.
b.
+ Br2F e B r 3
+ I2
H 2 O 2
H 2 S O 4
Ch 19 Reactions of Benzenec.
d.
e.
+ HNO3
H 2 S O 4
+ H2SO4
+CH3
O
Cl
1 . A lC l3
2 . H 2 O
Ch 19 Reactions of Benzenef.
g.
+CH3 Cl
A lC l3
+ClCH3
CH3
A lC l3
Ch 19 Reactions of Benzene2. Design a synthesis for the following, starting
with benzene:
a. d.
b. e.
c.
CH3
O
OH
CH2
NH2
O
H
Ch 19 Reactions of Benzene3. Name the following:
a. b.
c. d.
OH
CH3
NH2
NO2
O H
Br
BrCl
NO2
Ch 19 Reactions of Benzene4. Put the following in order of acidity:
O OH
Cl
O OH
N+
O-
O
O OH
NH2
Ch 19 Reactions of Benzene5. Give the products of the following reactions.
If no reaction occurs, so state.
a.
b.
Br H N O 3
H 2 S O 4
O
CH3C l2
F e C l3
Ch 19 Reactions of Benzene
c.
d.
e.
NO2
lC l3
CH3 Cl
O
OH
CH3
H N O 3
2 S O 4
CH3
CH3
CH3H 2 S O 4
Ch 19 Reactions of Benzene
f.
(show the mechanism for the above reaction)
NH2
N a N O 2
C l, 0 °C
Ch 19 Reactions of Benzene6. Fill in the missing reagents and products for the following arenediazonium reactions:
N+NCl-
X
F
IOH
OH
H
Ch 19 Reactions of Benzene
7. Give the product and mechanism of the following nucleophilic aromatic substitution:
I
NO2
1 . O H -,
2 . H C l
Ch 19 Reactions of Benzene8. Show how the following could be synthesized from benzene.
a. b. c.
d. e. f.
Cl NH2Br
CN
Br
OCH3
Br
NO2
BrBr
Br
