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CHEM 104 - F.Khachik
Name _________________________________ __
Exam 2
March 14, 2005
Please copy the following and sign in the box below.
I pledge on my honor that I have not given or received any unauthorized assistance on this
examination.
Si nature
Score: 100 points
1. Predict the major product(s) of the following reactions: (20 points)
CI
6
CH
3
CH
2
CIIAICI
3
~
?
COOH
6
HN0
3
/H
2
S0
4
~
?
2. Synthesize m-bromobenzoic acid starting from benzene: (20 points)
COOH
o
~
benzene
m-bromobezoic acid
· ...
3. Draw the structures of the following compounds and explain which are chiral and which are achiral and why?
(15 points).
(a) 2,4-Dimethylheptane
(b) 5-Ethyl-3,3-dimethylheptane
(c) 3-Methylhexane
4. Assign priorities to the substituents in the each of the following sets (IO points).
-H, -OH,
5. Assign R or S configuration to the stereocenters in the following molecules (20 points):
6. Draw a tetrahedral representation of each of ...
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