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Triphenylcarbethoxymethylenephosphorane

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Triphenylcarbethoxymethylenephosphorane

Names

Preferred IUPAC name Ethyl (triphenyl-λ-phosphanylidene)acetate

Other names (2-Ethoxy-2-oxoethylidene)triphenylphosphorane

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

Ethyl (triphenylphosphoranylidene)acetate

Identifiers

1099-45-2

3D model (JSmol)

Interactive image

63836

24892754

WX75SQL8ZF

CompTox Dashboard (EPA)

DTXSID7061485

InChI=1/CH2N2O4/c4-2(5)1-3(6)7/h1H2

O=C(OCC)C=P(c1ccccc1)(c2ccccc2)c3ccccc3

Properties

Chemical formula

C₂₂H₂₁O₂P

348.382 g·mol

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 , 100 kPa). Infobox references

Chemical compound

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.

References

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); Collected Volumes, vol. 7, p. 232.