Diels-Alder Reaction (Butadiene + Ethylene)

C₄H₆ + C₂H₄ → C₆H₁₀

Descripción general

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

Rol	Sustancia	Coeficiente	Estado
Reactivo	Ethylene C₂H₄	1	(g)
Producto	Cyclohexane C₆H₁₂	1	(l)

Ejemplo cotidiano

Otto Diels and Kurt Alder won the 1950 Nobel Prize for discovering this reaction, which is taught in every organic chemistry course.

Importancia industrial

Las reacciones de Diels-Alder se emplean para sintetizar esteroides, terpenos, alcaloides y numerosos intermedios farmacéuticos con precisión estereoquímica.

Propiedades

Tipo: Organic
Reversible: Sí
Energía: Exotérmico
ΔH: -40,0 kJ/mol

Reacciones relacionadas

Epoxidation of Alkenes (mCPBA) Swern Oxidation Oxidation of Secondary Alcohol to Ketone E2 Elimination (Dehydrohalogenation) Claisen Condensation (Ethyl Acetate) Aldol Condensation of Acetaldehyde Kolbe Electrolysis Baeyer-Villiger Oxidation Beckmann Rearrangement (Cyclohexanone Oxime) Dehydration of Ethanol

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.