2
Br
CH
OH (solvent)
3
+ NaOCH
3
c)
hv
+ Br
2
d)
Br
+ CH
SNa
3
e)
4. Draw the substitution products for the following reactions. (Do not draw the
accompnaying elimination products). Include stereochemistry in your answer, and if
two substitution products are formed draw them both. (4 points each)
H
O
2
+ NaOH
H
Cl
H
C
H
a)
3
cat. HCl
+ H
O
2
H
Cl
H
O
2
H
C
CH
b)
3
3
5. Draw the E2 elimination product(s) [do not draw the substitution product(s)]. (4
points each)
H
NaOCH
3
CH
3
CH
OH
3
H
Br
6. Of the following alkyl halides,
(3 points)
a) Circle the one that would be the most reactive toward S
2 substitution
N
b) Put a box around the one that would be the least reactive toward S
2 substitution
N
I
Cl
I
Br
Cl