Cyanoacetylene

Cyanoacetylene

File:Cyanoacetylene.png
File:Cyanoacetylene-3D-vdW.png
Names
Preferred IUPAC name Prop-2-ynenitrile
Other names Propiolonitrile Cyanoethyne Monocyanoacetylene 2-Propynenitrile
Identifiers
CAS Number	1070-71-9 checkY
3D model (JSmol)	Interactive image
ChemSpider	13436 checkY
ECHA InfoCard
E number
PubChem CID	14055
UNII	0TF7QM91EF checkY
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C3HN/c1-2-3-4/h1H ☒N Key: LNDJVIYUJOJFSO-UHFFFAOYSA-N ☒N InChI=1/C3HN/c1-2-3-4/h1H Key: LNDJVIYUJOJFSO-UHFFFAOYAB
SMILES C#CC#N
Properties
Chemical formula	C3HN
Molar mass	51.048 g·mol−1
Appearance	Colorless liquid
Melting point	5 °C (41 °F; 278 K)
Boiling point	42.5 °C (108.5 °F; 315.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is checkY☒N ?) Infobox references

Cyanoacetylene is an organic compound with the formula C₃HN or H−C≡C−C≡N. It is the simplest cyanopolyyne. Cyanoacetylene has been detected by spectroscopic methods in interstellar clouds, in the coma of comet Hale–Bopp and in the atmosphere of Saturn's moon Titan, where it sometimes forms expansive fog-like clouds.

Cyanoacetylene is one of the molecules that was produced in the Miller–Urey experiment.

H−C≡C−H + H−C≡N → H−C≡C−C≡N + H₂

Nickel carbonyl catalyzes cyanoacetylene carboalkoxylation to cyanoacrylate esters.

See also

• Dicyanoacetylene, N≡C−C≡C−C≡N
• Diacetylene, H−C≡C−C≡C−H
• Cyanogen, N≡C−C≡N
• Hydrocyanic acid, H−C≡N
• Polyyne, R−(C≡C)_n−R