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Propiolic acid



Propiolic acid
Chemical name 2-Propynoic acid
Other names Propiolic acid
Acetylene carboxylic acid
Propargylic acid
Chemical formula C3H2O2
Molecular mass 70.05 g/mol
CAS number [471-25-0]
Density 1.1325 g/cm3
Melting point 9 °C
Boiling point 144 °C (decomp.)
SMILES C#CC(=O)O
Disclaimer and references

Propiolic acid, or acetylene mono-carboxylic acid, is an unsaturated organic acid prepared by boiling acetylene dicarboxylic acid, obtained by the action of alcoholic potash on dibromosuccinic acid, or its acid potassium salt with water. It forms silky crystals which melt at 6 °C, and boil at about 144 °C with decomposition. It is soluble in water and possesses an odor resembling that of acetic acid. Exposure to sunlight converts it into trimesic acid (benzene-1,3,5-tricarboxylic acid). Bromine converts it into dibromoacrylic acid, and it gives with hydrochloric acid O-chloracrylic acid. It forms a characteristic explosive silver salt on the addition of ammoniacal silver nitrate to its aqueous solution, and an amorphous precipitate which explodes on warming with ammoniacal cuprous chloride. Its ethyl ester condenses with hydrazine to form pyrazolone.

References

  • Merck Index, 11th Edition, 7833.
  • This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Propiolic_acid". A list of authors is available in Wikipedia.
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