Diels-Alder Reaction (Butadiene + Ethylene)
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C4H6 + C2H4 → C6H10
Tổng quan
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.
Người tham gia
| Vai trò | Chất | Hệ số | Trạng thái |
|---|---|---|---|
| Chất phản ứng | Ethylene C₂H₄ | 1 | (g) |
| Sản phẩm | Cyclohexane C₆H₁₂ | 1 | (l) |
Ví dụ thực tế
Otto Diels and Kurt Alder won the 1950 Nobel Prize for discovering this reaction, which is taught in every organic chemistry course.
Tầm quan trọng công nghiệp
Diels-Alder reactions are used to synthesize steroids, terpenes, alkaloids, and many pharmaceutical intermediates with precise stereochemical control.
Tính chất
- Loại
- Organic
- Thuận nghịch
- Có
- Năng lượng
- Tỏa nhiệt
- ΔH
- -40,0 kJ/mol