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]

Ethyl propiolate
Names
Preferred IUPAC name
Ethyl prop-2-ynoate
Other names
Ethyl propynoate
Ethyl acetylenecarboxylate
Identifiers
3D model (JSmol)
878250
ChemSpider
ECHA InfoCard 100.009.815 Edit this at Wikidata
EC Number
  • 210-795-8
UNII
  • InChI=1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3
    Key: FMVJYQGSRWVMQV-UHFFFAOYSA-N
  • CCOC(=O)C#C
Properties
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).

References

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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.