Propiolic acid

Propiolic acid
Identifiers
CAS number 471-25-0 Y
ChEMBL CHEMBL1213530 N
Jmol-3D images Image 1
Properties
Molecular formula C3H2O2
Molar mass 70.05 g/mol
Density 1.1325 g/cm3
Melting point

9 °C

Boiling point

144 °C (decomp.)

Hazards
MSDS External MSDS
EU classification T+
 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Propiolic acid, or acetylene mono-carboxylic acid, is an unsaturated organic acid prepared by boiling acetylenedicarboxylic 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 9 °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