Triphenylphosphine selenide

Triphenylphosphine selenide is an organophosphorus compound with the formula (C6H5)3PSe. It is a white solid which is soluble in most organic solvents. The compound is used in the preparation of other selenium compounds and is itself prepared by the reaction of triphenylphosphine with potassium selenocyanate.[2] Single crystals have been isolated with both monoclinic[3] and triclinic[4] structures (space groups: P21/c and P1 respectively); in both cases the geometry at phosphorus is tetrahedral.

Triphenylphosphine selenide
Names
Preferred IUPAC name
Triphenyl-λ5-phosphaneselone
Other names
triphenylphosphane selenide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.021.279
EC Number
  • 223-406-1
UNII
  • InChI=1S/C18H15PSe/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
    Key: ZFVJLNKVUKIPPI-UHFFFAOYSA-N
  • c1ccc(cc1)P(=[Se])(c2ccccc2)c3ccccc3
Properties
C18H15PSe
Molar mass 341.25
Appearance white solid
Melting point 186.5 to 187.5
insoluble
Solubility very soluble in dichloromethane, pyridine, and THF; moderately soluble on heating in acetonitrile, ethanol, and methanol; insoluble in ether[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. Mayhew, D. L., Clive, D. L. J., Stawinski, J. and Bollmark, M. 2004. Triphenylphosphine Selenide. e-EROS Encyclopedia of Reagents for Organic Synthesis doi:10.1002/047084289X.rt378.pub2
  2. Philip Nicpon, Devon W. Meek "Triphenylphosphine Selenide" Inorganic Syntheses, 1967, Volume 10, 157–159. doi:10.1002/9780470132418.ch23
  3. Codding, P. W.; Kerr, K. A. (15 May 1979). "Triphenylphosphine selenide". Acta Crystallographica Section B. 35 (5): 1261–1263. doi:10.1107/S0567740879006129.
  4. Jones, P. G.; Kienitz, C.; Thöne, C. (January 1994). "Crystal structure of triphenylphosphine selenide (triclinic), C18H15PSe". Zeitschrift für Kristallographie. 209 (1): 80–81. Bibcode:1994ZK....209...80J. doi:10.1524/zkri.1994.209.1.80.
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