N

Nitration

ArH + HNO₃/H₂SO₄ → Ar-NO₂ + H₂O; electrophilic aromatic substitution
Quick Reference
Formula / NotationArH + HNO₃/H₂SO₄ → Ar-NO₂ + H₂O; electrophilic aromatic substitution
Also Known AsNitro group introduction, aromatic nitration, mixed acid nitration

What is Nitration?

An electrophilic aromatic substitution reaction in which a nitro group (-NO₂) is introduced into an aromatic ring using a nitrating mixture (concentrated HNO₃ and H₂SO₄). The sulfuric acid generates the electrophilic nitronium ion (NO₂⁺). Used in synthesis of explosives and pharmaceuticals.

Formula & Notation

ArH + HNO₃/H₂SO₄ → Ar-NO₂ + H₂O; electrophilic aromatic substitution

Other Names / Synonyms: Nitro group introduction, aromatic nitration, mixed acid nitration

Properties & Characteristics

Nitration is the introduction of a nitro group (-NO₂) into an organic molecule. Aromatic nitration using a nitrating mixture (concentrated HNO₃ + H₂SO₄) generates the nitronium ion (NO₂⁺) electrophile, which undergoes electrophilic aromatic substitution. The reaction is exothermic and typically carried out at 0-55°C for temperature-sensitive substrates. Polynitration produces di- and trinitro compounds (DNB, TNT).

Uses & Applications

Nitration is used to produce: nitrobenzene (for aniline and polyurethane production), nitrotoluene (for TNT and dyes), nitroglycerin (explosive/drug), nitrocellulose (gun cotton, lacquers), mononitrotoluene (MNT, precursor to dyes), and to introduce a synthetic handle for reduction to amino groups in pharmaceutical synthesis.

Safety Information

Nitration reactions are highly exothermic and can become uncontrolled (runaway nitration) if temperature control fails, resulting in detonation. Nitrated products include explosives (TNT, nitroglycerin, PETN) that are shock-sensitive and thermally unstable. Concentrated H₂SO₄ and HNO₃ are severely corrosive. Strict temperature monitoring and incremental addition are mandatory.

Always consult the SDS/MSDS before handling any chemical. This information is for educational purposes only.

Key Facts

Term Nitration
Formula ArH + HNO₃/H₂SO₄ → Ar-NO₂ + H₂O; electrophilic aromatic substitution
Synonyms Nitro group introduction, aromatic nitration, mixed acid nitration

Frequently Asked Questions

An electrophilic aromatic substitution reaction in which a nitro group (-NO₂) is introduced into an aromatic ring using a nitrating mixture (concentrated HNO₃ and H₂SO₄). The sulfuric acid generates the electrophilic nitronium ion (NO₂⁺). Used in synthesis of explosives and pharmaceuticals.

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