Michael Addition

CH2(COOC2H5)2 + CH2=CHCOCH3 → product

概要

A Michael donor (stabilized carbanion) adds to the beta-carbon of a Michael acceptor (alpha,beta-unsaturated carbonyl). This 1,4-conjugate addition forms a new carbon-carbon bond and is complementary to 1,2-addition. The Michael reaction is one of the most versatile C-C bond forming reactions.

日常の例

The Robinson annulation, combining Michael addition with aldol condensation, is used to build steroid ring systems in drug synthesis.

産業上の重要性

マイケル付加は医薬品合成、ポリマー化学（アクリレート重合、ゲル形成）、農薬合成に広く利用される。チオール-マイケル付加は生体直交型化学やバイオコンジュゲーション技術の基盤でもある。

特性

タイプ
Organic
可逆的
はい
エネルギー
発熱性
ΔH
-25.0 kJ/mol
触媒
Base (e.g., NaOEt)

関連する反応

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 Michael Addition?
The balanced equation is: CH₂(COOC₂H₅)₂ + CH₂=CHCOCH₃ → product.
What type of reaction is Michael Addition?
Michael Addition is a organic reaction. It is reversible under certain conditions.
Is Michael Addition exothermic or endothermic?
Michael Addition is exothermic (releases energy). The enthalpy change (ΔH) is -25.0 kJ/mol.
What conditions are needed for Michael Addition?
This reaction requires a catalyst (Base (e.g., NaOEt)).