Cyanoacetylene Chemical Properties

Melting point:

5℃

Boiling point:

42.5℃

Density 

0.8159 g/cm3 (17 ºC)

refractive index 

1.40072 (17℃)

Flash point:

-30.5±12.6℃

solubility 

sol benzene, EtOH, acetonitrile, cyclohexane, toluene, ether.

Cyanoacetylene Usage And Synthesis

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.

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.

Application

Cyanoacetylene can be used for nucleophilic conjugate additions to (Z)-olefins; Diels-Alder reactions, and dipolar cycloadditions with nitrones and diazo compounds.

Cyanoacetylene(1070-71-9)Related Product Information

• Cyanoacetylene
• CH3C=CCN
• (E)-5-(2,6,6-TRIMETHYL-1-CYCLOHEXEN-1-YL)-PENT-4-EN-2-YNENITRILE
• 2-BUTYNEDINITRILE
• AKOS 90582