E2 Elimination (Dehydrohalogenation)
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C2H5Br + KOH → C2H4 + KBr + H2O
Обзор
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.
Участники
| Роль | Вещество | Коэффициент | Состояние |
|---|---|---|---|
| Реагент | Potassium Hydroxide KOH | 1 | (aq) |
| Продукт | Ethylene C₂H₄ | 1 | (g) |
| Продукт | Water H₂O | 1 | (l) |
Пример из жизни
E2 elimination is used to prepare alkenes from easily available alkyl halides and is key to understanding organic reaction selectivity.
Промышленное значение
Dehydrohalogenation is used in the manufacture of vinyl chloride (from ethylene dichloride) and in producing various alkene monomers.
Свойства
- Тип
- Organic
- Обратимая
- Нет
- Энергия
- Экзотермическая
- ΔH
- -50,0 kJ/mol