Triphenylphosphine

Triphenylphosphine
Names
	Preferred IUPAC name Triphenylphosphane
Identifiers
CAS Number	603-35-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:183318;
ChemSpider	11283 ;
ECHA InfoCard	100.009.124
EC Number	210-036-0;
PubChem CID	11776;
RTECS number	SZ3500000;
UNII	26D26OA393 ;
UN number	3077
CompTox Dashboard (EPA)	DTXSID5026251 ;
	InChI InChI=1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: RIOQSEWOXXDEQQ-UHFFFAOYSA-N ; InChI=1/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: RIOQSEWOXXDEQQ-UHFFFAOYAH;
	SMILES c1ccccc1P(c2ccccc2)c3ccccc3;
Properties
Chemical formula	C18H15P
Molar mass	262.292 g·mol−1
Appearance	White Solid
Density	1.1 g cm−3, solid
Melting point	80 °C (176 °F; 353 K)
Boiling point	377 °C (711 °F; 650 K)
Solubility in water	Insoluble
Solubility	organic solvents
Acidity (pKa)	7.64 (pKa of conjugate acid in acetonitrile) 2.73 (pKa of conjugate acid, aqueous scale)
Magnetic susceptibility (χ)	-166.8·10−6 cm3/mol
Refractive index (nD)	1.59; εr, etc.
Structure
Molecular shape	Pyramidal
Dipole moment	1.4 - 1.44 D
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H317, H350, H412
Precautionary statements	P201, P202, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P405, P501
NFPA 704 (fire diamond)	2 1 2
Flash point	180 °C (356 °F; 453 K)
Safety data sheet (SDS)	Fisher Scientific
Related compounds
Related tertiary phosphines	Trimethylphosphine; Phosphine
Related compounds	Triphenylamine; Triphenylarsine; Triphenylstibine; Triphenylphosphine oxide; Triphenylphosphine sulfide; Triphenylphosphine dichloride; Triphenylphosphine selenide; Pd(PPh3)4
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Triphenylphosphine (IUPAC name: triphenylphosphane) is a common organophosphorus compound with the formula P(C₆H₅)₃ and often abbreviated to P Ph₃ or Ph₃P. It is versatile compound that is widely used as a reagent in organic synthesis and as a ligand for transition metal complexes, including ones that serve as catalysts in organometallic chemistry. PPh₃ exists as relatively air stable, colorless crystals at room temperature. It dissolves in non-polar organic solvents such as benzene and diethyl ether.