Propiolic acid
From Wikipedia, the free encyclopedia
| Propiolic acid | |
|---|---|
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| IUPAC name | 2-Propynoic acid |
| Other names | Propiolic acid Acetylene carboxylic acid Propargylic acid |
| Identifiers | |
| CAS number | [471-25-0] |
| SMILES | C#CC(=O)O |
| Properties | |
| Molecular formula | C3H2O2 |
| Molar mass | 70.05 g/mol |
| Density | 1.1325 g/cm3 |
| Melting point |
9 °C |
| Boiling point |
144 °C (decomp.) |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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.
[edit] References
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The references in this article would be clearer with a different or consistent style of citation, footnoting, or external linking. |
- Merck Index, 11th Edition, 7833.
- This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.
