E2 Elimination (Dehydrohalogenation)
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C2H5Br + KOH → C2H4 + KBr + H2O
Visão geral
Strong base (KOH in ethanol) removes a beta-hydrogen and the halide leaves simultaneously in a concerted E2 elimination to form an alkene. The H and Br must be anti-periplanar (180 degrees) for the elimination to proceed. E2 competes with SN2, with bulky bases and secondary/tertiary substrates favoring elimination.
Participantes
| Papel | Substância | Coeficiente | Estado |
|---|---|---|---|
| Reagente | Potassium Hydroxide KOH | 1 | (aq) |
| Produto | Ethylene C₂H₄ | 1 | (g) |
| Produto | Water H₂O | 1 | (l) |
Exemplo do cotidiano
E2 elimination is used to prepare alkenes from easily available alkyl halides and is key to understanding organic reaction selectivity.
Importância industrial
A eliminação E2 é utilizada na síntese industrial de alcenos, incluindo a desidrohalogenação de cloroparafinas para produzir alcenos lineares utilizados em detergentes.
Propriedades
- Tipo
- Organic
- Reversível
- Não
- Energia
- Exotérmico
- ΔH
- -50,0 kJ/mol