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Methyl propiolate information


Methyl propiolate
Names
Preferred IUPAC name
Methyl prop-2-ynoate
Other names
methyl propynoate
methyl acetylenecarboxylate
Identifiers
CAS Number
  • 922-67-8 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
4-02-00-01688
ChemSpider
  • 12948
ECHA InfoCard 100.011.894 Edit this at Wikidata
EC Number
  • 213-083-5
PubChem CID
  • 13536
UNII
  • T88NXO102K checkY
CompTox Dashboard (EPA)
  • DTXSID60238923 Edit this at Wikidata
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.[1]

  1. ^ Hirst, Gavin C. (2001). "Methyl Propiolate". Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rm237. ISBN 0471936235.

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Methyl propiolate

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Methyl propiolate is an organic compound with the formula HC2CO2CH3. It is the methyl 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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Dimethyl acetylenedicarboxylate

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point 187 °C (369 °F; 460 K) Related compounds Related compounds Methyl propiolate, Hexafluoro-2-butyne, Acetylene Except where otherwise noted, data...

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Bismuthinidene

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similar cycloaddition reaction between Dostál's bismuthinidene and methyl propiolate yields an iminonaphthalene only as an intermediate, as the bridgehead...

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C4H4O2

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carboxylic acid Diketene Dioxins 1,2-Dioxin 1,4-Dioxin 2-Furanone Methyl propiolate Tetrolic acid This set index page lists chemical structure articles...

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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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Alkynylation

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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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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 acetylide...

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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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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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