Octet

Octet / Reactions

Sulfonation of Benzene

Sulfonation of Benzene (Electrophilic Aromatic Substitution Aromatic.) Converts c1ccccc1 to c1ccccc1S(=O)(=O)O using SO₃, H₂SO₄ (fuming).

Aromatic

Reaction details

Name

Sulfonation of Benzene

Type

Aromatic

Subtype

Electrophilic Aromatic Substitution

Starting Material

c1ccccc1

Product

c1ccccc1S(=O)(=O)O

Reagents
  • SO₃

  • H₂SO₄ (fuming)

Mechanism
  1. Smiles

    c1ccccc1

    Description

    Benzene

  2. Smiles

    c1ccccc1S(=O)(=O)O

    Description

    Benzenesulfonic acid

Tips
  1. Reversible reaction (unlike other EAS)

  2. Sulfonation blocks position (protecting group strategy)

  3. Desulfonation: H₂O/H⁺, heat

Related Reactions
  • eas-nitration

  • eas-halogenation

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