Diels-Alder Reaction (Butadiene + Ethylene)
C4H6 + C2H4 → C6H10
Visão geral
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.
Participantes
| Papel | Substância | Coeficiente | Estado |
|---|---|---|---|
| Reagente | Ethylene C₂H₄ | 1 | (g) |
| Produto | Cyclohexane C₆H₁₂ | 1 | (l) |
Exemplo do cotidiano
Otto Diels and Kurt Alder won the 1950 Nobel Prize for discovering this reaction, which is taught in every organic chemistry course.
Importância industrial
As reações de Diels-Alder são utilizadas para sintetizar esteroides, terpenos, alcaloides e pesticidas. São fundamentais na síntese de produtos naturais e farmacêuticos. Diels e Alder receberam o Prémio Nobel em 1950.
Propriedades
- Tipo
- Organic
- Reversível
- Sim
- Energia
- Exotérmico
- ΔH
- -40,0 kJ/mol
Reações relacionadas
Swern Oxidation
Oxidation of Secondary Alcohol to Ketone
Claisen Condensation (Ethyl Acetate)
Kolbe Electrolysis
Baeyer-Villiger Oxidation
Beckmann Rearrangement (Cyclohexanone Oxime)
Catalytic Hydrogenation of Ethylene
Condensation Polymerization (Nylon 6,6)
Cope Rearrangement
Epoxidation of Alkenes (mCPBA)
Frequently Asked Questions
What is the equation for Diels-Alder Reaction (Butadiene + Ethylene)?
The balanced equation is: C₄H₆ + C₂H₄ → C₆H₁₀.
What type of reaction is Diels-Alder Reaction (Butadiene + Ethylene)?
Diels-Alder Reaction (Butadiene + Ethylene) is a organic reaction. It is reversible under certain conditions.
Is Diels-Alder Reaction (Butadiene + Ethylene) exothermic or endothermic?
Diels-Alder Reaction (Butadiene + Ethylene) is exothermic (releases energy). The enthalpy change (ΔH) is -40.0 kJ/mol.