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]] <!-- interwiki --> [[lv:Propiolskābe]] [[ja:プロピオール酸]]