Diels-Alder Reaction (Butadiene + Ethylene)
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C4H6 + C2H4 → C6H10
نظرة عامة
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.
المشاركون
| الدور | المادة | المعامل | الحالة |
|---|---|---|---|
| متفاعل | Ethylene C₂H₄ | 1 | (g) |
| منتج | Cyclohexane C₆H₁₂ | 1 | (l) |
مثال من الحياة اليومية
Otto Diels and Kurt Alder won the 1950 Nobel Prize for discovering this reaction, which is taught in every organic chemistry course.
الأهمية الصناعية
Diels-Alder reactions are used to synthesize steroids, terpenes, alkaloids, and many pharmaceutical intermediates with precise stereochemical control.
الخصائص
- النوع
- Organic
- قابل للعكس
- نعم
- الطاقة
- طارد للحرارة
- ΔH
- -40,0 kJ/mol