Halogenation of Methane (Chlorination)
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CH4 + Cl2 → CH3Cl + HCl
Visão geral
Methane undergoes free radical substitution with chlorine in the presence of UV light or heat. The mechanism involves initiation (Cl₂ → 2Cl·), propagation (Cl· + CH₄ → CH₃· + HCl, CH₃· + Cl₂ → CH₃Cl + Cl·), and termination. Further substitution can produce CH₂Cl₂, CHCl₃, and CCl₄.
Participantes
| Papel | Substância | Coeficiente | Estado |
|---|---|---|---|
| Reagente | Methane CH₄ | 1 | (g) |
| Reagente | Chlorine Cl | 1 | (g) |
| Produto | Hydrochloric Acid HCl | 1 | (g) |
Exemplo do cotidiano
Chloroform (CHCl₃), historically used as an anesthetic, is produced by multiple chlorination of methane.
Importância industrial
O clorometano (CH₃Cl) é utilizado como agente metilante e refrigerante. O diclorometano é amplamente usado como solvente. O clorofórmio (CHCl₃) e o tetracloreto de carbono (CCl₄) são produzidos em etapas subsequentes de cloração.
Propriedades
- Tipo
- Organic
- Reversível
- Não
- Energia
- Exotérmico
- ΔH
- -98,0 kJ/mol
- Catalisador
- UV light or heat