H

Halogenation

C-X + Cl₂/Br₂ (hv or AlCl₃) → C-X(halogen); EAS or radical pathway
Quick Reference
Formula / NotationC-X + Cl₂/Br₂ (hv or AlCl₃) → C-X(halogen); EAS or radical pathway
Also Known AsChlorination, bromination, fluorination, iodination (specific halogens)

What is Halogenation?

A reaction in which halogen atoms are introduced into a molecule. Halogenation of alkanes (radical mechanism) requires UV light or heat. Halogenation of alkenes (electrophilic addition) occurs without light. Used to synthesize pharmaceuticals, pesticides, and flame retardants.

Formula & Notation

C-X + Cl₂/Br₂ (hv or AlCl₃) → C-X(halogen); EAS or radical pathway

Other Names / Synonyms: Chlorination, bromination, fluorination, iodination (specific halogens)

Properties & Characteristics

Halogenation is the introduction of one or more halogen atoms into a molecule. In alkanes, radical halogenation (initiated by UV light or heat) produces alkyl halides via a chain mechanism. In aromatic compounds, electrophilic halogenation requires a Lewis acid catalyst (AlCl₃, FeBr₃) to generate a halogen electrophile (Cl⁺, Br⁺ equivalent) for EAS. Fluorination is too violent for direct use; iodination often requires an oxidant.

Uses & Applications

Halogenation is industrially important in producing: chloromethanes (solvents, precursors), brominated flame retardants, polyvinyl chloride (PVC from vinyl chloride), pharmaceutical intermediates (fluorinated drugs), and agrochemicals. Selective halogenation at specific sites is a key challenge in synthesis.

Safety Information

Halogenating agents (Cl₂, Br₂, NBS, SO₂Cl₂, PCl₅) are toxic, corrosive, and/or oxidising. HX by-products are acidic and corrosive. Radical halogenation with Cl₂ in sunlight can ignite explosively. All halogenation reactions require fume hoods and appropriate gas scrubbing.

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

Key Facts

Term Halogenation
Formula C-X + Cl₂/Br₂ (hv or AlCl₃) → C-X(halogen); EAS or radical pathway
Synonyms Chlorination, bromination, fluorination, iodination (specific halogens)

Frequently Asked Questions

A reaction in which halogen atoms are introduced into a molecule. Halogenation of alkanes (radical mechanism) requires UV light or heat. Halogenation of alkenes (electrophilic addition) occurs without light. Used to synthesize pharmaceuticals, pesticides, and flame retardants.

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