Propiolic acid

Propiolic acid
Names
	Preferred IUPAC name Prop-2-ynoic acid
	Other names Propiolic acid; Acetylene carboxylic acid; Propargylic acid; Acetylene mono-carboxylic acid
Identifiers
CAS Number	471-25-0 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	878176
ChEBI	CHEBI:33199 ;
ChEMBL	ChEMBL1213530 ;
ChemSpider	9706 ;
ECHA InfoCard	100.006.763
EC Number	207-437-8;
Gmelin Reference	81893
KEGG	C00804 ;
MeSH	C011537
PubChem CID	10110;
UNII	P2QW39G9LZ ;
CompTox Dashboard (EPA)	DTXSID6060050 ;
	InChI InChI=1S/C3H2O2/c1-2-3(4)5/h1H,(H,4,5) Key: UORVCLMRJXCDCP-UHFFFAOYSA-N ; InChI=1/C3H2O2/c1-2-3(4)5/h1H,(H,4,5) Key: UORVCLMRJXCDCP-UHFFFAOYAX;
	SMILES C#CC(=O)O;
Properties
Chemical formula	C3H2O2
Molar mass	70.047 g·mol−1
Density	1.1325 g/cm3
Melting point	9 °C (48 °F; 282 K)
Boiling point	144 °C (291 °F; 417 K) (decomposes)
Acidity (pKa)	pka = 1.89
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H301, H310, H315, H335
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P262, P264, P270, P271, P280, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P310, P312, P321, P322, P330, P332+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

Names


Preferred IUPAC name Prop-2-ynoic acid
Other names Propiolic acid Acetylene carboxylic acid Propargylic acid Acetylene mono-carboxylic acid
Identifiers
CAS Number	471-25-0^Y
3D model (JSmol)	Interactive image
Beilstein Reference	878176
ChEBI	CHEBI:33199^Y
ChEMBL	ChEMBL1213530^Y
ChemSpider	9706^N
ECHA InfoCard	100.006.763
EC Number	207-437-8
Gmelin Reference	81893
KEGG	C00804^Y
MeSH	C011537
PubChem CID	10110
UNII	P2QW39G9LZ^Y
CompTox Dashboard (EPA)	DTXSID6060050
InChI InChI=1S/C3H2O2/c1-2-3(4)5/h1H,(H,4,5)^N Key: UORVCLMRJXCDCP-UHFFFAOYSA-N^N InChI=1/C3H2O2/c1-2-3(4)5/h1H,(H,4,5) Key: UORVCLMRJXCDCP-UHFFFAOYAX
SMILES C#CC(=O)O
Properties
Chemical formula	C₃H₂O₂
Molar mass	70.047 g·mol⁻¹
Density	1.1325 g/cm³
Melting point	9 °C (48 °F; 282 K)
Boiling point	144 °C (291 °F; 417 K) (decomposes)
Acidity (pK_a)	pk_a = 1.89
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H301, H310, H315, H335
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P262, P264, P270, P271, P280, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P310, P312, P321, P322, P330, P332+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
Safety data sheet (SDS)	External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references