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Ethyl propiolate information


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 Edit this at Wikidata
EC Number
  • 210-795-8
PubChem CID
  • 12182
UNII
  • W235G5U52S
CompTox Dashboard (EPA)
  • DTXSID80211359 Edit this at Wikidata
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]

  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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Ethyl propiolate

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Ethyl propiolate is an organic compound with the formula HC2CO2C2H5. It is the ethyl ester of propiolic acid, the simplest acetylenic carboxylic acid....

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Propiolic acid

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cuprous chloride. Propiolates are esters or salts of propiolic acid. Common examples include methyl propiolate and ethyl propiolate. Propargyl Propargyl...

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Acetylide

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the Favorskii reaction. Illustrative is the sequence shown below, ethyl propiolate is deprotonated by n-butyllithium to give the corresponding lithium...

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Ethyl decadienoate

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It can also be prepared synthetically from 1-octyn-3-ol or from ethyl propiolate. Ethyl decadienoate is used in natural flavors and fragrances for its...

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Alkynylation

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(scheme 1), the alkyne proton of ethyl propiolate is deprotonated by n-butyllithium at -78 °C to form lithium ethyl propiolate to which cyclopentanone is added...

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C5H6O2

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The molecular formula C5H6O2 (molar mass: 98.10 g/mol) may refer to: Ethyl propiolate Furfuryl alcohol Glutaconaldehyde Tulipalin A 1,2-Cyclopentanedione...

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Bergapten

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material. Mono-methylation was conducted followed by a reaction with ethyl propiolate in the presence of ZnCl2 to yield 7-hydroxy-5-methoxycoumarin (product 3...

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List of compounds with carbon number 5

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3-methylfuran 930-27-8 C5H6O vinyl allenyl ether 4409-99-8 C5H6O2 ethyl propiolate 623-47-2 C5H6O4 citraconic acid 7407-59-2 C5H6S 2-methylthiophene 554-14-3...

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Rosoxacin

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employing as component parts ammonium acetate, two equivalents of methyl propiolate, and one of 3-nitrobenzaldehyde. Oxidation of the resulting dihydropyridine...

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Azulene

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reaction can be generated through the Flash Vacuum Pyrolysis of phenyl propiolate. In organometallic chemistry, azulene serves as a ligand for low-valent...

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