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What is electrophilic aromatic substitution?

Electrophilic Aromatic Substitution (EAS) is a type of chemical reaction in which an electrophile replaces a hydrogen atom on an aromatic ring without disturbing the ring’s stability.


Key Points (Simple Version):

  1. Why it happens:
    • Aromatic rings (like benzene) are very stable.
    • They don’t like addition reactions because adding something would break the stable electron system.
    • So, they undergo substitution reactions instead—replacing a hydrogen while keeping the ring intact.
  2. Steps of EAS:
    a) Electrophile formation: The attacking species (electrophile) is generated.
    b) Attack on the ring: The electrophile temporarily bonds to the ring, forming a non-aromatic intermediate.
    c) Restoration of aromaticity: A hydrogen is removed from the carbon that reacted, restoring the aromatic ring.
  3. Common EAS reactions:
    • Nitration: Introduce –NO₂ group
    • Sulfonation: Introduce –SO₃H group
    • Halogenation: Introduce –Cl or –Br
    • Friedel–Crafts alkylation/acylation: Introduce –R or –COR group

Example (Simple):

Benzene + Br₂ → Bromobenzene (with FeBr₃ as a catalyst)

  • Bromine (Br⁺) attacks benzene, one H is replaced by Br, aromaticity is preserved.

In short: Electrophilic aromatic substitution is replacing a hydrogen on a benzene ring with an electrophile without destroying the ring’s stability.


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