Triphenylphosphine oxide

Triphenylphosphine oxide
Names
	Preferred IUPAC name Triphenyl-λ5-phosphanone
	Other names Triphenylphosphine oxide
Identifiers
CAS Number	791-28-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	745854
ChEBI	CHEBI:36601 ;
ChEMBL	ChEMBL482091 ;
ChemSpider	12549 ;
ECHA InfoCard	100.011.217
EC Number	212-338-8;
Gmelin Reference	6758
PubChem CID	13097;
RTECS number	SZ1676000;
UNII	Z69161FKI3 ;
CompTox Dashboard (EPA)	DTXSID2022121 ;
	InChI InChI=1S/C18H15OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: FIQMHBFVRAXMOP-UHFFFAOYSA-N ; InChI=1/C18H15OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: FIQMHBFVRAXMOP-UHFFFAOYAB;
	SMILES O=P(c1ccccc1)(c2ccccc2)c3ccccc3;
Properties
Chemical formula	OP(C6H5)3
Molar mass	278.291 g·mol−1
Appearance	white crystals
Density	1.212 g/cm3
Melting point	154 to 158 °C (309 to 316 °F; 427 to 431 K)
Boiling point	360 °C (680 °F; 633 K)
Solubility in water	low
Solubility in other solvents	polar organic solvents
Structure
Molecular shape	tetrahedral
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Harmful if swallowed. Harmful to aquatic life with long lasting effects.
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H412
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P330, P332+P313, P337+P313, P362, P403+P233, P405
Related compounds
Related compounds	Triphenylphosphine sulfide; Triphenylphosphine; Phosphoryl chloride; Phosphorus pentachloride;
	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 oxide (often abbreviated TPPO) is the organophosphorus compound with the formula O=P(C₆H₅)₃, also written as Ph₃PO or PPh₃O (Ph = C₆H₅). It is one of the more common phosphine oxides. This colourless crystalline compound is a common but potentially useful waste product in reactions involving triphenylphosphine. It is a popular reagent to induce the crystallizing of chemical compounds.

Names



Preferred IUPAC name Triphenyl-λ⁵-phosphanone
Other names Triphenylphosphine oxide
Identifiers
CAS Number	791-28-6^Y
3D model (JSmol)	Interactive image
Beilstein Reference	745854
ChEBI	CHEBI:36601^Y
ChEMBL	ChEMBL482091^Y
ChemSpider	12549^Y
ECHA InfoCard	100.011.217
EC Number	212-338-8
Gmelin Reference	6758
PubChem CID	13097
RTECS number	SZ1676000
UNII	Z69161FKI3^Y
CompTox Dashboard (EPA)	DTXSID2022121
InChI InChI=1S/C18H15OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H^Y Key: FIQMHBFVRAXMOP-UHFFFAOYSA-N^Y InChI=1/C18H15OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: FIQMHBFVRAXMOP-UHFFFAOYAB
SMILES O=P(c1ccccc1)(c2ccccc2)c3ccccc3
Properties
Chemical formula	OP(C₆H₅)₃
Molar mass	278.291 g·mol⁻¹
Appearance	white crystals
Density	1.212 g/cm³
Melting point	154 to 158 °C (309 to 316 °F; 427 to 431 K)
Boiling point	360 °C (680 °F; 633 K)
Solubility in water	low
Solubility in other solvents	polar organic solvents
Structure
Molecular shape	tetrahedral
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Harmful if swallowed. Harmful to aquatic life with long lasting effects.
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H412
Precautionary statements	P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P330, P332+P313, P337+P313, P362, P403+P233, P405
Related compounds
Related compounds	Triphenylphosphine sulfide Triphenylphosphine Phosphoryl chloride Phosphorus pentachloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references