Chemistry Exam Worksheet - Chemistry 61, Dr. M.t. Crimmins, The University Of North Carolina At Chapel Hill

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CHEMISTRY 61
Name___________________________________________
Exam 3
Dr. M.T. Crimmins
Pledge: I have neither given nor received aid on this exam.
November 14, 2002
Signature________________________________________
I.
Reactions: Predict the major organic product of the following reactions. If more than one product is
formed give both and indicate the major product. Indicate stereochemistry where necessary. (4
points each)
1.
H
C
H
C
3
+ –
3
K
OC(CH
)
H
3
3
CH
CH
CH
CH
2
3
2
3
H
Br
H
2.
H
C
H
C
3
3
CH
OH
Br
3
OCH
3
25°C
3.
HO
CH
CH
3
H
PO
3
3
4
heat
CH
CH
3
3
4.
CH
3
HI (excess)
CH
3
+
H
C
C
CH
ICH
3
3
H
C
C
CH
3
3
3
I
OCH
3
5.
O
H
O, H
SO
2
2
4
C CH
CH
C C CH
2
3
3
HgSO
4
6.
OCH
3
+
CH
CH
OH, H
CH
3
3
3
O
OH
7.
OCH
OH
3
NaH, CH
I
3
– 1 –

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