Octet

Octet / Reactions

Halogenation of Benzene

Halogenation of Benzene (Electrophilic Aromatic Substitution Aromatic.) Converts c1ccccc1 to c1ccccc1Br using Br₂, FeBr₃ (or AlBr₃).

Aromatic

Reaction details

Name

Halogenation of Benzene

Type

Aromatic

Subtype

Electrophilic Aromatic Substitution

Starting Material

c1ccccc1

Product

c1ccccc1Br

Reagents
  • Br₂

  • FeBr₃ (or AlBr₃)

Mechanism
  1. Smiles

    c1ccccc1

    Description

    Benzene

  2. Smiles

    c1ccccc1

    Description

    Br₂ + FeBr₃ → Br⁺ (electrophile)

  3. Smiles

    c1ccccc1Br

    Description

    Electrophilic attack, then loss of H⁺

Tips
  1. Lewis acid catalyst required for benzene

  2. Phenol and aniline react without catalyst (activated)

  3. Halogens are ortho/para directors but deactivating

Related Reactions
  • eas-nitration

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