Quiz, Chapter 5 - Answer Key
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Use the following letters to represent the reagents below:
A - hot KMnO4
B - Br2, FeBr3
C - Cl2, FeCl3
D - HNO3, H2SO4
E - SO3, H2SO4
F - CH3Cl, AlCl3
1. (1 point each) Give the name of the product(s) that would result from
the following sequences of reactions:
a) B, then C
o-bromochlorobenzene and p-bromochlorobenzene
or 1-bromo-2-chlorobenzene and 1-bromo-4-chlorobenzene
b) D, then C
m-chloronitrobenzene or 1-chloro-3-nitrobenzene
c) B, then F, then A
o-bromobenzoic acid and p-bromobenzoic acid
or 2-bromobenzoic acid and 4-bromobenzoic acid
d) F, then E, then A
o-carboxybenzenesulfonic acid and p-carboxybenzenesulfonic acid
or 2-carboxybenzenesulfonic acid and 4-carboxybenzenesulfonic acid
e) F, then A, then E
m-carboxybenzenesulfonic acid or 3-carboxybenzenesulfonic acid
2. (1 point) What would be an appropriate sequence to prepare
p-bromobenzenesulfonic acid?
B, then E
3. (2 points) When 1-bromo-4-nitrobenzene is chlorinated, one major
product is formed. Give its name.
1-bromo-2-chloro-4-nitrobenzene
4. (2 points) The intermediate in the reaction described in question 3
involves a delocalized positive charge. Identify the three carbons that
share the positive charge, using the numbering system for the proper name
of the final product to identify the three carbons.
carbons 1,3,5 (hits Br but avoids nitro)