18.2 Friedel Crafts Alkylation and Acylation
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Friedel-Crafts Alkylation
| EAS Reaction / Reagents | Electrophile | Name |
|---|---|---|
 |  | Friedel-Crafts Alkylation |
| Characteristics of Friedel-Crafts Alkylations | |
|---|---|
| -Fails with moderately and strongly deactivated benzenes (still works with a halogenated benzene) |  |
| -Carbocation rearrangements are possible |  |
| -Alkylation activates the ring: multiple alkylations are hard to avoid |  |
| EAS Reaction / Reagents | Electrophile | Name |
|---|---|---|
 |  | Friedel-Crafts Acylation |
Friedel-Crafts Acylation
| Characteristics of Friedel-Crafts Acylations | |
|---|---|
| -Fails with moderately and strongly deactivated benzenes (still works with a halogenated benzene) |  |
| -Carbocation rearrangements don’t occur | |
| -Generally occurs only once | |
| -Favors para if ortho/para director is on benzene due to bulkiness | |
| -Formylation (Gattermann-Koch Synthesis) is a special case |  |