Propiolic acid
3133347
199572767
2008-03-20T11:35:24Z
124.25.130.53
{{Chembox new
| Name = Propiolic acid
| ImageFile = Propiolic acid.png
<!-- | ImageSize = 120px -->
| ImageName =
| IUPACName = 2-Propynoic acid
| OtherNames = Propiolic acid<br />Acetylene carboxylic acid<br />Propargylic acid
| Section1 = {{Chembox Identifiers
| CASNo = 471-25-0
| SMILES = C#CC(=O)O
}}
| Section2 = {{Chembox Properties
| Formula = C<sub>3</sub>H<sub>2</sub>O<sub>2</sub>
| MolarMass = 70.05 g/mol
| Density = 1.1325 g/cm<sup>3</sup>
| MeltingPt = 9 °C
| BoilingPt = 144 °C (''decomp.'')
}}
}}
'''Propiolic acid''', or acetylene mono-carboxylic acid, is an [[saturation (chemistry)|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==
{{Citationstyle|date=September 2007}}
{{reflist}}
* ''Merck Index'', 11th Edition, '''7833'''.
* {{1911}}
[[Category:Carboxylic acids]]
[[Category:Alkynes]]
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[[lv:Propiolskābe]]
[[ja:プロピオール酸]]