CH2Cl

1
Problem 1
H
AlCl3
?
CH2Cl
Problem 2
H
FeBr3
?
CH3CH2CH2Br
2
Problem 3
H
HF

?
?
Problem 4
SO3H
CH3CH2Br
?
FeBr3
Problem 5 Show the mechanism for the
Friedel-Crafts Alkylation of benzene and CH2Cl2
with SbCl5 catalyst.
3
Solutions
Problem 1
H
CH2
AlCl3
CH2Cl
HCl
Problem 2
CH3
H
CCH3
FeBr3
CH3CH2CH2Br
HBr
4
Problem 3
H
HF

Problem 4
SO3H
No Reaction, because the benzene ring is strongly
deactivated.
CH3CH2Br
FeBr3
5
Problem 5
-
d

CH3-Cl
SbCl5 CH3-Cl-SbCl5

-
-
Cl-MCl5
H
H
H

H
CH3
CH3
d
-
CH3
CH3-Cl-SbCl5
H



CH3
H-Cl SbCl5