Propiolaldehyde
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| Names | |
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| Other names
Propiolaldehyde, propiolic aldehyde
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.009.871 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C3H2O | |
| Molar mass | 54.048 g·mol−1 |
| Melting point | 59–61 °C (138–142 °F; 332–334 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Propynal is an organic compound with molecular formula HC2CHO. It is the simplest chemical compound containing both alkyne and aldehyde functional groups. It is a colorless liquid with explosive properties.[1]
The compound exhibits reactions expected for an electrophilic alkynyl aldehyde. It is a dienophile and a good Michael acceptor. Grignard reagents add to the carbonyl center.[1]
Occurrence in interstellar medium
Propynal has been observed in the interstellar medium. It is hypothesized to be formed from a carbon monoxide-acetylene complex.[2] Another possible pathway is through the reaction of propynylidyne (C3H) with water.[3]
Hazards
The compound is explosive, possibly because it tends to polymerize.[1]
See also
References
- ^ a b c P. Perlmutter (2001), "Propargyl Aldehyde", e-EROS Encyclopedia of Reagents for Organic Synthesis, doi:10.1002/047084289X.rp262m
- ^ Zhou, Li; Ralf I. Kaiser (2008), "Pathways to Oxygen-Bearing Molecules in the Interstellar Medium and in Planetary Atmospheres: Cyclopropenone (c-C3H2O) and Propynal (HCCCHO)", The Astrophysical Journal, 686 (2), doi:10.1086/591072/meta
- ^ Xie, Hong-bin; Chang-bin Shao (2007), "Radical-Molecule Reaction C3H + H2O on Amorphous Water Ice: A Promising Route for Interstellar Propynal", The Astrophysical Journal, 670 (1), doi:10.1086/520757/meta
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