Ethyl propiolate

Ethyl propiolate
Names
	Preferred IUPAC name Ethyl prop-2-ynoate
	Other names Ethyl propynoate; Ethyl acetylenecarboxylate
Identifiers
CAS Number	623-47-2;
3D model (JSmol)	Interactive image;
Beilstein Reference	878250
ChemSpider	11682;
ECHA InfoCard	100.009.815
EC Number	210-795-8;
PubChem CID	12182;
UNII	W235G5U52S;
CompTox Dashboard (EPA)	DTXSID80211359 ;
	InChI InChI=1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3 Key: FMVJYQGSRWVMQV-UHFFFAOYSA-N;
	SMILES CCOC(=O)C#C;
Properties
Chemical formula	C5H6O2
Molar mass	98.101 g·mol−1
Appearance	colorless liquid
Density	0.968 g/mL
Boiling point	120 °C (248 °F; 393 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ethyl propiolate is an organic compound with the formula HC₂CO₂C₂H₅. It is the ethyl 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.[1]

References

Dennis E. Vogel; George H. Büchi (1988). "α-Unsubstituted γ,δ-Unsaturated Aldehydes by Claisen Rearrangement: 3-phenyl-4-pentenal". Org. Synth. 66: 29. doi:10.15227/orgsyn.066.0029.

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[1] Dennis E. Vogel; George H. Büchi (1988). "α-Unsubstituted γ,δ-Unsaturated Aldehydes by Claisen Rearrangement: 3-phenyl-4-pentenal". Org. Synth. 66: 29. doi:10.15227/orgsyn.066.0029.