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Friedal Crafts

OCHEM II: Exam 3

QuestionAnswer
What is Friedal Crafts rxn? Type of EAS rxn where a benzene gains a: - If Alkylation --> Alkyl Group - If Acylation --> Acyl group
General Requirements of Friedal Crafts? - Benze/aromatic ring - Strong Lewis Acid Catalyst (AlCl3) - Alkylation --> Alkyl Halide - Acylation --> Acyl Chloride (good way to avoid carbocation rearrangement)
EAS Core Mechanism Steps P.A.D 1. (Protonate) Generate a super electrophile 2. (Attack) Aromatic ring Attacks the super electrophile 3. (Deprotonate) Deprotonation
When does Friedal Crafts NOT WORK - FC Alkylation & Acylation CANNOT occur If an EWG is present on benzene *Ex: NO2, SO3H, CN *These are META (m) directing groups - A vinyl or aryl halide will not undergo FC alkylation - Aniline (benzene w/ NH2) seems like activator, but prevents rxn
Some tips for Friedal Crafts Rxns Tip #1: This is another way you have learned how to add carbons Tip #2: Watch out for carbocation rearrangement in FC alkylation
Created by: emily.zegarra
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