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Reactions of Aromatic Compounds (overall)

ChemieOrganische ChemieAromatenchemie

First, the learning unit describes the mechanism of electrophilic aromatic substitution including the energetics, intermediates, and transition states. Further, it is discussed in which way the inductive and mesomeric effects of first substituents influence the reactivity of substituted aromatic compounds in second substitution. Then, the nucleophilic aromatic substitution's mechanism is explained inclusive of intermediates, transition states, etc.. Finally, the preparation and the structure of dehydroarenes (arynes) is depicted.


  • Prof. Dr. Gregor Fels
  • Dr. Oliver Kamp
  • Dr. Carsten Biele


  • Dr. Carsten Biele

Learning objective

  • Mechanism of electrophilic aromatic substitution - Ar-SE.
  • Inductive and mesomeric effects on the reactivity of substituted aromatic compounds.
  • Regioselectivity of second substitution.
  • Variuos examples of electrophilic aromatic substitution reactions.
  • Mechanism of nucleophilic aromatic substitution - Ar-SN.
  • Dehydroarenes (Arynes).

Important Keywords in this Learning Unit

inductive effect, mesomerism, halogenation