 | |
| Names | |
|---|---|
| Preferred IUPAC name Prop-2-ynal | |
| Other names Propynal; Propiolic aldehyde | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.009.871 |
| UNII | |
| |
| Properties | |
| C3H2O | |
| Molar mass | 54.048 g·mol−1 |
| Appearance | colorless liquid |
| Density | 0.9152 g/cm3 |
| Boiling point | 54–57 °C (129–135 °F; 327–330 K) |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Propiolaldehyde is anorganic compound withmolecular formula HC2CHO. It is the simplest chemical compound containing bothalkyne andaldehydefunctional groups. It is a colorless liquid withexplosive properties.[1]
The compound exhibits reactions expected for an electrophilic alkynyl aldehyde. It is a dienophile and a goodMichael acceptor. Grignard reagents add to the carbonyl center.[1] Its explosive properties are attributed to the exothermicity of its polymerization.[1]
Its acetal can be prepared fromacrolein.[2]
Propynal has been observed in theinterstellar medium. It is hypothesized to be formed from acarbon monoxide-acetylene complex.[3] Another possible pathway is through the reaction ofpropynylidyne (C3H) with water.[4]
The compound isexplosive, possibly because it tends to polymerize.[1]
