Reactions of Arenes
(Carey, Chap. 11 & 12)

Reaction Product Notes
 
 
prep. of nitrobenzenes
 
prep. of benzenesulfonic
acids
 
Friedel-Crafts reaction.
carbocation intermediate;
rearrangement possible;
NOT with meta-directors
 
Friedel-Crafts reaction.
acyl cation intermediate;
no rearrangement;
NOT with meta-directors
 
Chap. 24.6
prep. of phenols
 
Chap. 22.10
prep. of anilines;
SnCl2 selective for NO2
 
Zn selective for aryl C=O

 
Must have at least 1
    benzylic H;
prep. of benzoic acids;
structure elucidation

 
benzylic H only
free-radical reaction
 
benzylic Y only
 
Birch reduction

schwartz@chem.fsu.edu