Cannizzaro Reaction of Formaldehyde

2HCHO + NaOH → HCOONa + CH3OH

Visão geral

In the Cannizzaro reaction, two molecules of a non-enolizable aldehyde undergo disproportionation in the presence of strong base. One molecule is oxidized to a carboxylate salt while the other is reduced to an alcohol. Formaldehyde disproportionates to sodium formate and methanol.

Participantes

Papel Substância Coeficiente Estado
Reagente Sodium Hydroxide NaOH 1 (aq)
Reagente Formaldehyde CH₂O 2 (aq)
Produto Methanol CH₃OH 1 (l)

Exemplo do cotidiano

The Cannizzaro reaction demonstrates that oxidation and reduction can occur simultaneously between identical molecules (disproportionation).

Importância industrial

A reação de Cannizzaro cruzada do formaldeído com outros aldeídos produz poliois como o pentaeritritol, utilizado em resinas alquídicas e explosivos (PETN).

Propriedades

Tipo
Organic
Reversível
Não
Energia
Exotérmico
ΔH
-60,0 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 Cannizzaro Reaction of Formaldehyde?
The balanced equation is: 2HCHO + NaOH → HCOONa + CH₃OH.
What type of reaction is Cannizzaro Reaction of Formaldehyde?
Cannizzaro Reaction of Formaldehyde is a organic reaction.
Is Cannizzaro Reaction of Formaldehyde exothermic or endothermic?
Cannizzaro Reaction of Formaldehyde is exothermic (releases energy). The enthalpy change (ΔH) is -60.0 kJ/mol.