E2 Elimination (Dehydrohalogenation)
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C2H5Br + KOH → C2H4 + KBr + H2O
개요
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.
참여 물질
| 역할 | 물질 | 계수 | 상태 |
|---|---|---|---|
| 반응물 | Potassium Hydroxide KOH | 1 | (aq) |
| 생성물 | Ethylene C₂H₄ | 1 | (g) |
| 생성물 | Water H₂O | 1 | (l) |
일상 속 예시
E2 elimination is used to prepare alkenes from easily available alkyl halides and is key to understanding organic reaction selectivity.
산업적 중요성
알켄 합성의 주요 방법으로, 제약 및 정밀화학 산업에서 불포화 화합물 제조에 활용됩니다. 입체화학적 선택성(안티 입체특이성)을 이용한 특정 기하 이성질체 합성에 중요합니다.
성질
- 유형
- Organic
- 가역 반응
- 아니오
- 에너지
- 발열
- ΔH
- -50.0 kJ/mol