Ethynol

Ethynol (or hydroxyacetylene) is an alkyne–alcohol (ynol) with the formula C₂H₂O. It is the much-less-stable tautomer of ethenone.

Ethynol

Structural formula of ethynol Spacefill model of ethynol
Names
Systematic IUPAC name Ethynol[1]
Other names Ynol, ethynylalcohol, hydroxyacetylene
Identifiers
CAS Number	32038-79-2
3D model (JSmol)	Interactive image Interactive image
ChemSpider	110037
PubChem CID	123441
CompTox Dashboard (EPA)	DTXSID90185855
InChI InChI=1S/C2H2O/c1-2-3/h1,3H Key: QFXZANXYUCUTQH-UHFFFAOYSA-N
SMILES OC#C C#CO
Properties
Chemical formula	C2H2O
Molar mass	42.037 g·mol^−1
Density	0.981g/cm
Boiling point	77.1 °C (170.8 °F; 350.2 K) @ 760mmHg
Hazards
Flash point	14.7 °C (58.5 °F; 287.8 K)
Thermochemistry
Std enthalpy of formation (ΔfH^⦵298)	41.6 kJ mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

At low temperature in a solid argon matrix it is possible to tautomerise ethenone to form ethynol.[2][3]

See also

• Ethanol (ethyl alcohol)
• Ethenol (vinyl alcohol)
• Acetylenediol

References

1. "Ethynol". The PubChem Project. USA: National Center for Biotechnology Information.
2. Hochstrasser, Remo; Wirz, Jakob (1990). "Reversible Photoisomerisierung von Keten zu Ethinol". Angewandte Chemie. 102 (4): 454. doi:10.1002/ange.19901020438.
3. Hochstrasser, Remo; Wirz, Jakob (1989). "Ethinol: Photochemische Erzeugung in einer Argonmatrix, IR-Spektrum und Photoisomerisierung zu Keten". Angewandte Chemie. 101 (2): 183. doi:10.1002/ange.19891010209.