Methyl propiolate

Methyl propiolate
Names
	Preferred IUPAC name Methyl prop-2-ynoate
	Other names methyl propynoate; methyl acetylenecarboxylate
Identifiers
CAS Number	922-67-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	4-02-00-01688
ChemSpider	12948;
ECHA InfoCard	100.011.894
EC Number	213-083-5;
PubChem CID	13536;
UNII	T88NXO102K ;
CompTox Dashboard (EPA)	DTXSID60238923 ;
	InChI InChI=1S/C4H4O2/c1-3-4(5)6-2/h1H,2H3 Key: IMAKHNTVDGLIRY-UHFFFAOYSA-N;
	SMILES COC(=O)C#C;
Properties
Chemical formula	C4H4O2
Molar mass	84.074 g·mol−1
Appearance	colorless liquid
Density	0.945 g mL−1
Boiling point	103–105 °C (217–221 °F; 376–378 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methyl propiolate is an organic compound with the formula HC₂CO₂CH₃. It is the methyl ester of propiolic acid, the simplest acetylenic carboxylic acid. It is a colorless liquid that is miscible with organic solvents. The compound is a reagent and building block for the synthesis of other organic compounds, reactions that exploit the electrophilicity of the alkyne group. For example it is a potent dienophile. It has been widely evaluated as a precursor to heterocycles. including 1,3-dipolar cycloadditions.

Names

Preferred IUPAC name Methyl prop-2-ynoate
Other names methyl propynoate methyl acetylenecarboxylate
Identifiers
CAS Number	922-67-8^Y
3D model (JSmol)	Interactive image
Beilstein Reference	4-02-00-01688
ChemSpider	12948
ECHA InfoCard	100.011.894
EC Number	213-083-5
PubChem CID	13536
UNII	T88NXO102K^Y
CompTox Dashboard (EPA)	DTXSID60238923
InChI InChI=1S/C4H4O2/c1-3-4(5)6-2/h1H,2H3 Key: IMAKHNTVDGLIRY-UHFFFAOYSA-N
SMILES COC(=O)C#C
Properties
Chemical formula	C₄H₄O₂
Molar mass	84.074 g·mol⁻¹
Appearance	colorless liquid
Density	0.945 g mL⁻¹
Boiling point	103–105 °C (217–221 °F; 376–378 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references