| Identification | Back Directory | [Name]
Cyanoacetylene | [CAS]
1070-71-9 | [Synonyms]
cyanoethyne
1-Cyanoethyne
cyanaethylene
Cyanoacetylene
Propynenitrile
PROPIOLONITRILE
Ethynyl cyanide
prop-2-ynenitrile
Acetylenecarbonitrile
2-Propynenitrile (9CI)
Propynenitrile
DISCONTINUED | [Molecular Formula]
C3HN | [MDL Number]
MFCD01696133 | [MOL File]
1070-71-9.mol | [Molecular Weight]
51.05 |
| Chemical Properties | Back Directory | [Melting point ]
5℃ | [Boiling point ]
42.5℃ | [density ]
0.8159 g/cm3 (17 ºC) | [refractive index ]
1.40072 (17℃) | [Fp ]
-30.5±12.6℃ | [solubility ]
sol benzene, EtOH, acetonitrile, cyclohexane, toluene, ether. |
| Hazard Information | Back Directory | [Uses]
2-Propynenitrile, is the simplest cyanopolyyne. It 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. | [Application]
Cyanoacetylene can be used for nucleophilic conjugate additions to (Z)-olefins; Diels-Alder reactions, and dipolar cycloadditions with nitrones and diazo compounds. | [Preparation]
Cyanoacetylene is not commercially available, but can be prepared on a several gram scale by the dehydration of propynamide (propiolamide) with Phosphorus(V) Oxide (eq 1). The reactants are well ground together under nitrogen, and upon subjection of the resulting solid mixture to high temperature treatment, propynenitrile is collected as a distillate in a receiver held at 5 °C.
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