Diels-Alder Reaction (Butadiene + Ethylene)
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C4H6 + C2H4 → C6H10
개요
A conjugated diene (1,3-butadiene) reacts with a dienophile (ethylene) in a [4+2] cycloaddition to form cyclohexene. This pericyclic reaction proceeds through a concerted mechanism with no intermediates, forming two new carbon-carbon bonds and a six-membered ring simultaneously.
참여 물질
| 역할 | 물질 | 계수 | 상태 |
|---|---|---|---|
| 반응물 | Ethylene C₂H₄ | 1 | (g) |
| 생성물 | Cyclohexane C₆H₁₂ | 1 | (l) |
일상 속 예시
Otto Diels and Kurt Alder won the 1950 Nobel Prize for discovering this reaction, which is taught in every organic chemistry course.
산업적 중요성
제약, 농약, 폴리머 합성에서 복잡한 고리 구조를 가진 화합물 합성에 필수적입니다. 노르보르넨 등 특수 단량체 제조에 활용됩니다.
성질
- 유형
- Organic
- 가역 반응
- 예
- 에너지
- 발열
- ΔH
- -40.0 kJ/mol