Cyanoacetic acid

• Malonsäuremononitril
• Cyanoacetic
• Cyanoethansäure (IUPAC)

Colorless, hygroscopic crystals

Fixed

1.26 g · cm -3

66-70 ° C

108 ° C at 0.20 hPa

Very well in water (1000 g · l-1 at 20 ° C)

Risk

Template: Infobox chemical / molecular formula search available

Cyanoacetate ( cyanoacetic acid ) is a colorless, crystalline, unpleasant smelling, hygroscopic solid. It is a CH -acidic compound, making it suitable for the Knoevenagel condensation with ketones and aldehydes. At higher temperatures it decomposes with decarboxylation to carbon dioxide and acetonitrile.

Production and representation

Prepared from chloroacetic acid with alkali metal cyanides on the Kolbe nitrile synthesis.

Use

Hydrolysis to give malonic acid, the preparation of cyanoacetic acid esters ( the ester group, carbonyl activity increased by the cyanide ) as a reagent for the Michael addition reaction as well as for the preparation of β - ketonitriles and β - Cyanoenaminen. A special role is played by the implementation of Cyanoessigsäureester with methanal (formaldehyde ) for the production of Cyanoacrylsäureestern, in the instant adhesives ( superglues ) monomers used.