Cyanoacetylene

• Prop-2- innitril
• 2- Cyanoethin
• Monocyanoacetylen

Liquid

0.8167 g · cm -1 ( 17 ° C)

5 ° C

44 ° C.

Slightly soluble in toluene

1.3868 (25 ° C)

Template: Infobox chemical / molecular formula search available

Cyanoacetylene is an organic compound, which can be seen as ethyne -substituted mono- or as the nitrile Acetylencarbonsäure.

Occurrence

Cyanoacetylene was detected by spectroscopic methods in interstellar clouds, and in the tail of the comet Hale- Bopp and in the atmosphere of Saturn's moon Titan.

Representation and extraction

The representation of cyanoacetylene achieved by the dehydration of Acetylencarbonsäureamid in the presence of phosphorus pentoxide. The amide can be produced through an ester of the Acetylencarbonsäure level that is accessible by the reaction of acetylene with carbon dioxide.

Properties

Cyanoacetylene is a low-boiling, colorless liquid. Below 5 ° C and solidified compound. Cyanoacetylene solid crystallized in a monoclinic crystal system. The vapors are highly flammable and extremely lachrymatory. When irradiated with ultraviolet light polymerized cyanoacetylene. In the presence of peroxides no substantial free radical polymerization is observed. With ammonia, a 1:1 complex is formed through hydrogen bonds. Cyanoacetylene possesses a remarkable CH- acidity, that is, it can be deprotonated by strong bases. Reason is the resonance stabilization of the anion ( - M effect of the cyano group ).

Use

By ethoxycarbonylation of cyanoacetylene cyanoacrylates can be prepared.