Triphenylphosphine selenide

Names
Preferred IUPAC name

Triphenyl-λ5-phosphaneselone

Other names

triphenylphosphane selenide

Identifiers

CAS Number

* 3878-44-2 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 263833

EC Number |

* 223-406-1

PubChem CID

* 298720

UNII |

* T9S5RC2HL6 Y

InChI

* 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

SMILES

* c1ccc(cc1)P(=[Se])(c2ccccc2)c3ccccc3

Properties

Chemical formula

| C18H15PSe
Molar mass | 341.25
Appearance  | white solid
Melting point | 186.5 to 187.5

Solubility in water

| 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

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.

## See also

* Triphenylphosphine oxide
* Triphenylphosphine sulfide
* Trioctylphosphine selenide

## 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. doi:10.1524/zkri.1994.209.1.80. Bibcode: 1994ZK....209...80J.

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*[CID]: Compound ID