Propiolic acid
<templatestyles src="Chembox/styles.css"/>
Template:Chembox image cellTemplate:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox HazardsTemplate:Chembox Datapage checkTemplate:Yesno| Template:Longitem | Template:Unbulleted list |
| Template:Longitem | 878176 |
| ChEBI | Template:Unbulleted list |
| ChemSpider | Template:Unbulleted list |
| DrugBank | Template:Unbulleted list |
| EC Number | Template:Unbulleted list |
| Template:Longitem | 81893 |
| KEGG | Template:Unbulleted list |
| MeSH | C011537 |
| Template:Longitem | Template:Unbulleted list |
| RTECS number | Template:Unbulleted list |
| Script error: No such module "collapsible list". | |
| Script error: No such module "collapsible list". | |
| Template:Longitem | Template:Chembox Elements/molecular formula |
| Molar mass | Template:Chem molar mass |
| Density | 1.1325 g/cm3 |
| Melting point | Template:Chembox CalcTemperatures |
| Boiling point | Template:Chembox CalcTemperatures |
| Acidity (pKa) | pka = 1.89 [2] |
Template:Chembox Footer/tracking container onlyScript error: No such module "TemplatePar".Template:Short description
Propiolic acid is the organic compound with the formula HC2CO2H. It is the simplest acetylenic carboxylic acid. It is a colourless liquid that crystallises to give silky crystals. Near its boiling point, it decomposes.
It is soluble in water and possesses an odor like that of acetic acid.[3][4]
Preparation
It is prepared commercially by oxidizing propargyl alcohol at a lead electrode.[5] It can also be prepared by decarboxylation of acetylenedicarboxylic acid.
Reactions and applications
Exposure to sunlight converts it into trimesic acid (benzene-1,3,5-tricarboxylic acid).[4] It undergoes bromination to give dibromoacrylic acid. With hydrogen chloride it forms chloroacrylic acid. Its ethyl ester condenses with hydrazine to form pyrazolone.[4]
It forms a characteristic explosive solid upon treatment to its aqueous solution with ammoniacal silver nitrate.[4] An amorphous explosive precipitate forms with ammoniacal cuprous chloride.
Propiolates
Propiolates are esters or salts of propiolic acid. Common examples include methyl propiolate and ethyl propiolate.
See also
References
<templatestyles src="Reflist/styles.css" />
Script error: No such module "Check for unknown parameters".