Triphenylphosphine selenide

Triphenylphosphine selenide
Names
	Preferred IUPAC name Triphenyl-λ5-phosphaneselone
	Other names triphenylphosphane selenide
Identifiers
CAS Number	3878-44-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	263833;
ECHA InfoCard	100.021.279
EC Number	223-406-1;
PubChem CID	298720;
UNII	T9S5RC2HL6 ;
CompTox Dashboard (EPA)	DTXSID00959584 ;
	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
	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.

References

^ 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
^ Philip Nicpon, Devon W. Meek "Triphenylphosphine Selenide" Inorganic Syntheses, 1967, Volume 10, 157–159. doi:10.1002/9780470132418.ch23
^ Codding, P. W.; Kerr, K. A. (15 May 1979). "Triphenylphosphine selenide". Acta Crystallographica Section B. 35 (5): 1261–1263. Bibcode:1979AcCrB..35.1261C. doi:10.1107/S0567740879006129.
^ 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.

[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. Bibcode:1979AcCrB..35.1261C. 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.

[2]

[3]

[4]

[1]

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
ECHA InfoCard	100.021.279
EC Number	223-406-1
PubChem CID	298720
UNII	T9S5RC2HL6^Y
CompTox Dashboard (EPA)	DTXSID00959584
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

See also

References