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Ethyl propiolate

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Ethyl propiolate
Names
Preferred IUPAC name Ethyl prop-2-ynoate
Other names Ethyl propynoate
Ethyl acetylenecarboxylate
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 878250
ChemSpider
ECHA InfoCard 100.009.815 Edit this at Wikidata
EC Number
  • 210-795-8
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H6O2/c1-3-5(6)7-4-2/h1H,4H2,2H3Key: FMVJYQGSRWVMQV-UHFFFAOYSA-N
SMILES
  • CCOC(=O)C#C
Properties
Chemical formula C5H6O2
Molar mass 98.101 g·mol
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 , 100 kPa). Infobox references
Chemical compound

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.

References

  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.
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