FRIEDEL-CRAFTS ACYLATION

avatar
Created by
Jasmine Singh

Cards (13)

  • WHAT DO FRIEDEL-CRAFTS ACYLATION REACTIONS USE AS A CATALYST?
    aluminium chloride
  • MECHANISM FOR FRIEDEL-CRAFTS ACYLATION REACTIONS?
    substitution
  • WHAT SUBSTITUTION OCCURS IN FRIEDEL-CRAFTS ACYLATION REACTIONS?
    RCO substituting for H atom on ring
  • WHERE IS THE RCO GROUP FROM IN FRIEDEL-CRAFTS ACYLATION REACTIONS?
    acyl chlorides
  • HOW IS A RCO GROUP FORMED IN FRIEDEL-CRAFTS ACYLATION REACTIONS?
    RCOCl react with AlCl3 to produce AlCl4- and RCO+
    ----
    RCOCl + AlCl3 -> RCO+ + AlCl4-
  • WHY IS A RCO+ GROUP FORMED?
    Al atom in AlCl3 only has 6e- in outer main level, so accepts lone pair from Cl atom on RCOCl
  • WHAT HAPPENS TO RCO+?
    good electrophile, attacked by benzene ring and forms substitution products
  • HOW DO WE KNOW AlCl3 ACTS AS A CATALYST?
    it is reformed
    -> AlCl4- + H+ -> AlCl3 + HCl
  • WHAT ARE FRIEDEL-CRAFTS ACYLATION REACTIONS USEFUL FOR?
    synthesis of new substituted aromatic compounds
  • OVERALL REACTION FOR FRIEDEL-CRAFTS ACYLATION REACTIONS?
    benzene + RCOCl --(AlCl3)--> aryl ketone + HCl
  • REAGENT?
    acyl chloride/ acid anhydride and AlCl3
  • CONDITIONS?
    anhydrous
  • WHAT IS PRODUCED?
    aromatic ketones