Michael Addition
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CH2(COOC2H5)2 + CH2=CHCOCH3 → product
Visão geral
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.
Exemplo do cotidiano
The Robinson annulation, combining Michael addition with aldol condensation, is used to build steroid ring systems in drug synthesis.
Importância industrial
As adições de Michael são amplamente utilizadas em síntese farmacêutica, química de polímeros (polimerização de acrilatos) e na síntese de produtos naturais.
Propriedades
- Tipo
- Organic
- Reversível
- Sim
- Energia
- Exotérmico
- ΔH
- -25,0 kJ/mol
- Catalisador
- Base (e.g., NaOEt)