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

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.