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The Cannizzaro reaction, named after its discoverer Stanislao Cannizzaro, is a chemical reaction which involves the base-induced disproportionation of two molecules of a non-enolizable aldehyde to give a primary alcohol and a carboxylic acid. [1] [2]
In the Cannizzaro reaction, formaldehyde and base react to produce formic acid and methanol, ... (1.0 US fl oz) of 37% formaldehyde solution can cause death.
Stanislao Cannizzaro FRS (/ ˌ k æ n ɪ ˈ z ɑːr oʊ / KAN-iz-AR-oh, [1] also US: /-ɪ t ˈ s ɑːr-/-it-SAR-, [2] Italian: [staniˈzlaːo kannitˈtsaːro]; 13 July 1826 – 10 May 1910) was an Italian chemist. He is famous for the Cannizzaro reaction and for his influential role in the atomic-weight deliberations of the Karlsruhe ...
In organic chemistry, the Mannich reaction is a three-component organic reaction that involves the amino alkylation of an acidic proton next to a carbonyl (C=O) functional group by formaldehyde (H−CHO) and a primary or secondary amine (−NH 2) or ammonia (NH 3). [1] The final product is a β-amino-carbonyl compound also known as a Mannich base.
In the laboratory, sodium formate can be prepared by neutralizing formic acid with sodium carbonate. It can also be obtained by reacting chloroform with an alcoholic solution of sodium hydroxide. CHCl 3 + 4 NaOH → HCOONa + 3 NaCl + 2 H 2 O. or by reacting sodium hydroxide with chloral hydrate. C 2 HCl 3 (OH) 2 + NaOH → CHCl 3 + HCOONa + H 2 O
The diffusivity of the solvated electron in liquid ammonia can be determined using potential-step chronoamperometry. [6] Solvated electrons in ammonia are the anions of salts called electrides. Na + 6 NH 3 → [Na(NH 3) 6] + + e −. The reaction is reversible: evaporation of the ammonia solution produces a film of metallic sodium.
The ammonia from reaction (III) is recycled back to the initial brine solution of reaction (I). The sodium bicarbonate (NaHCO 3) precipitate from reaction (I) is then converted to the final product, sodium carbonate (washing soda: Na 2 CO 3), by calcination (160–230 °C), producing water and carbon dioxide as byproducts:
The reaction is named after Russian organic chemist Vyacheslav Tishchenko, who discovered that aluminium alkoxides are effective catalysts for the reaction. [1] [2] [3] In the related Cannizzaro reaction, the base is sodium hydroxide and then the oxidation product is a carboxylic acid and the reduction product is an alcohol.