Organic Chemistry II Problem Set 3 Reaction of Substituted Benzene
Organic Chemistry II Problem Set 3 Reaction of Substituted Benzene
Organic Chemistry II Problem Set 3 Reaction of Substituted Benzene
Problem Set 3
Reaction of Substituted Benzene
Write products for these reactions. If no reaction occurs, write N.R.
1. HNO3
anisole
H2SO 4
O
2. Br2
O C
FeBr3
O
3. Br2
H3C C NH
FeBr3
4. Cl
CH3 C O
Cl
AlCl3
5. i-Pr-Cl
aniline
AlCl3
O t-Bu-Cl
6. H3C O C
AlCl3
7. HCl
CH CH CH3
Cl
9. a. excess KMnO4 / OH- reflux
CH3 CH CH3
toluene
AlCl3 b. H+
10.
Br2
Light
cumene
Cl
11.
CH3 CH2 C O H2
AlCl3 Pd
CH2Cl2
13.
AlCl3
excess
14. O
Zn(Hg)
CH2 CH2 C AlCl3 HCl
Cl