18.2 Friedel Crafts Alkylation and Acylation

Course Menu
Chad's Organic Chemistry Master Course

Quizzes, Study Guides, Chapter Tests, Final Exam Reviews, Practice Final Exams, and More!

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

Friedel-Crafts Acylation

EAS Reaction / Reagents Electrophile Name
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