Triphenylcarbethoxymethylenephosphorane

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Triphenylcarbethoxymethylene­phosphorane
Ph3PCHCO2Et.png
Ph3P=CH-CO2Et-phosphorane-from-xtal-Mercury-3D-bs.png
Names
Preferred IUPAC name
Ethyl (triphenyl-λ5-phosphanylidene)acetate
Other names
(2-Ethoxy-2-oxoethylidene)triphenylphosphorane

(Carbethoxymethylene)triphenylphosphorane
(Carbethoxymethylidene)triphenylphosphorane
(Ethoxycarbonylmethylidene)triphenylphosphorane

Ethyl (triphenylphosphoranylidene)acetate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.865 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1/CH2N2O4/c4-2(5)1-3(6)7/h1H2
  • O=C(OCC)C=P(c1ccccc1)(c2ccccc2)c3ccccc3
Properties
C22H21O2P
Molar mass 348.382 g·mol−1
Melting point 124 to 129 °C (255 to 264 °F; 397 to 402 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Triphenylcarbethoxymethylenephosphorane is an organophosphorus compound with the chemical formula Ph3PCHCO2Et (Ph = phenyl, Et = ethyl). It is a white solid that is soluble in organic solvents.

The compound is a Wittig reagent. It is used to replace oxygen centres in ketones and aldehydes with CHCO2Et. [1]

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2
M+
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Potassium ethyl xanthate (KEX) is an organosulfur compound with the chemical formula CH3CH2OCS2K. It is a pale yellow powder that is used in the mining industry for the separation of ores. Unlike the related sodium ethyl xanthate, the potassium salt exists as an anhydrous salt.

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<span class="mw-page-title-main">Ethyl propiolate</span> Chemical compound

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References

  1. Lang, R. W.; Hansen, H.-J. (1984). "α-Allenic Esters from α-Phosphoranylidene Esters and Acid Chlorides: Ethyl 2,3-Pentadienoate" (PDF). Organic Syntheses . 62: 202.{{cite journal}}: CS1 maint: multiple names: authors list (link); Collective Volume, vol. 7, p. 232