E2 Elimination (Dehydrohalogenation)
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C2H5Br + KOH → C2H4 + KBr + H2O
概要
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.
参加者
| 役割 | 物質 | 係数 | 状態 |
|---|---|---|---|
| 反応物 | Potassium Hydroxide KOH | 1 | (aq) |
| 生成物 | Ethylene C₂H₄ | 1 | (g) |
| 生成物 | Water H₂O | 1 | (l) |
日常の例
E2 elimination is used to prepare alkenes from easily available alkyl halides and is key to understanding organic reaction selectivity.
産業上の重要性
脱ハロゲン化水素反応は塩化ビニル(二塩化エチレンから)の製造や製薬合成での不飽和化合物の調製に使われる。ハロゲン化アルキルからオレフィンへの変換に広く応用される。
特性
- タイプ
- Organic
- 可逆的
- いいえ
- エネルギー
- 発熱性
- ΔH
- -50.0 kJ/mol