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CHM 234, Spring 2015
QUIZ #11
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QUESTION 1
MC33b
Which best describes the product of the following reaction
sequence?
1. HBr/ROOR
2. NaCN/DMF
3. 1 Equiv. MeMgBr
4. H3O+
O
O
A
C
O
D
B
O
QUESTION 2
MC33c
Which best describes the product of the following reaction
sequence?
1. PCC
OH
2. MeMgBr
3. H3O+
4. Na2Cr2O7/H2SO4
O
H
C
A
O
B
OH
O
OH
D
QUESTION 3
MC33e
Which best describes the product of the following reaction
sequence?
1. Excess PCC/CH2Cl2 (solvnt)
OH
2. 1 Equiv.
HO
OH
/ HCl (cat.)
OH
3. Excess PhMgBr.THF
4. H3O+
5. Na2Cr2O7/H2SO4/H2O
O
O
HO
Ph
O
Ph
A
Ph
HO
Ph
HO
C
HO
O
Ph
Ph
Ph
HO
B
D
QUESTION 4
MC33f
Which best describes the product of the following reaction
sequence?
1. BuLi
2. MeBr
S
S
3. H3O+
4. Na2Cr2O7/H2SO4
O
O
A
OH
H
B
O
OH
C
D
QUESTION 5
MC33o
The Wittig reaction starts with an alkyl halide and a
carbonyl compound and ends with an alkene. Which are the
BEST alkyl halide and carbonyl compounds to use in a Wittig
synthesis of the alkene below
Ph
H
Br
H
Br
H
Br
H
Br
Ph
Ph
+
O
+
O
+
O
+
O
Ph
Ph
A
B
C
D
QUESTION 6
MC33s
Give the product of the following reaction sequence
1. NBS/hν
2. K+ –O-t-Bu
3. BH3.THF
4. –OH/H2O2
5. PCC
6. MeNH2/HCl(cat.)
NMe
HNMe
HNMe
H
A
B
NMe
C
D
QUESTION 7
MC33k
Give the best product for the following reaction
1. 1 Equiv. PhMgBr
2. H3O+
H
O
O
Ph
Ph
Ph
O
OH
O
A
OH
C
Ph
H
O
B
Ph
OH
OH
O
D
QUESTION 8
MC33d
Which best describes the product of the following reaction
sequence?
OH
1. Excess PCC
HO
2. Excess PhMgBr.THF
OMgBr
BrMgO
BrMgO
BrMgO
A
OMgBr
BrMgO
Ph
B
Ph
BrMgO
Ph
C
BrMgO
D
Ph
QUESTION 9
There are NO INCORRECT answers to this question, ALL
answers to this question will be considered correct for grading
purposes
What overall final grade do you expect to earn in this class?
A
B
C
D
QUESTION 10
There are NO INCORRECT answers to this question, ALL
answers to this question will be considered correct for grading
purposes
How hard did you work on organic chemistry this week (not
including watching/attending lectures)
A
B
C
D
Very Hard
Hard
Somewhat Hard
Not very Hard this week