Quiz # 4 (20 points)
Name:
CEM 251
PID:
Score:
Section:
1. Predict all possible products of the following reactions (4 points):
Br
NBS
hv
+
Br
Br
D
1) Mg
2) D2O
2. Predict the major and minor products of the following E1 reaction (2 points):
Br
HOAc
heat
or
+
Major
Minor
3. Draw the product of the following reaction, circle the correct R or S
configuration (5 points).
CH3SOTs
H
R
H3CS
S
R
Is this reaction a : SN1
H
S
SN2
E1
E2
4. This E2 elimination only give one product, circle the correct product,
(1 point) and explain the reason (2 points).
H
Br
H
KOH
H
or
A
B
H
H
H
H
180o
Br
1
H
5. Synthesis of
from
(4 points)
D
OH
1) BH3, THF
2) H2O2, NaOH
Br
3)PBr3
4) Mgo
5) D2O
D
6. Draw a mechanism for the following SN1 reaction (3 points).
H2O
OH
Br
+
HO
from top
+ Br-
H
O
H
from bottom
O H
+
H O
H
H2O
H
H2O
2