Diels-Alder Reaction (Butadiene + Ethylene)

C4H6 + C2H4 → C6H10

概要

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.

参加者

役割 物質 係数 状態
反応物 Ethylene C₂H₄ 1 (g)
生成物 Cyclohexane C₆H₁₂ 1 (l)

日常の例

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

産業上の重要性

ディールス-アルダー反応はステロイド、テルペン、アルカロイド、および多くの医薬品中間体の合成に利用されている。ポリマー化学でも高性能熱硬化性樹脂の製造に応用される。

特性

タイプ
Organic
可逆的
はい
エネルギー
発熱性
ΔH
-40.0 kJ/mol

関連する反応

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.