Trioctylphosphine oxide

Trioctylphosphine oxide
Names
	Preferred IUPAC name Trioctyl-λ5-phosphanone
	Other names Tri-n-octylphosphine oxide
Identifiers
CAS Number	78-50-2 ;
3D model (JSmol)	Interactive image;
Abbreviations	TOPO
Beilstein Reference	1796648
ChemSpider	59020 ;
ECHA InfoCard	100.001.020
EC Number	201-121-3;
MeSH	Trioctyl+phosphine+oxide
PubChem CID	65577;
RTECS number	SZ1662500;
UNII	EXU8U2AM5A ;
UN number	3077
CompTox Dashboard (EPA)	DTXSID1052537 ;
	InChI InChI=1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3 Key: ZMBHCYHQLYEYDV-UHFFFAOYSA-N ; InChI=1/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3 Key: ZMBHCYHQLYEYDV-UHFFFAOYAY;
	SMILES CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC;
Properties
Chemical formula	C24H51OP
Molar mass	386.645 g·mol−1
Appearance	White, opaque crystals
Melting point	50 to 54 °C (122 to 129 °F; 323 to 327 K)
Boiling point	411.2 °C (772.2 °F; 684.3 K) at 760 mmHg
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H318
Precautionary statements	P264, P280, P302+P352, P305+P351+P338, P310, P332+P313, P362
NFPA 704 (fire diamond)	3 1 0
Flash point	110 °C (230 °F; 383 K)
	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

Trioctylphosphine oxide (TOPO) is an organophosphorus compound with the formula OP(C₈H₁₇)₃. Frequently referred to as TOPO, this compound is used as an extraction or stabilizing agent. It is an air-stable white solid at room temperature. It is lipophilic, and like other phosphine oxides serves as a Lewis base owing to a partial negative charge at the O atom.

Names

Preferred IUPAC name Trioctyl-λ⁵-phosphanone
Other names Tri-n-octylphosphine oxide
Identifiers
CAS Number	78-50-2^Y
3D model (JSmol)	Interactive image
Abbreviations	TOPO
Beilstein Reference	1796648
ChemSpider	59020^Y
ECHA InfoCard	100.001.020
EC Number	201-121-3
MeSH	Trioctyl+phosphine+oxide
PubChem CID	65577
RTECS number	SZ1662500
UNII	EXU8U2AM5A^Y
UN number	3077
CompTox Dashboard (EPA)	DTXSID1052537
InChI InChI=1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3^Y Key: ZMBHCYHQLYEYDV-UHFFFAOYSA-N^Y InChI=1/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3 Key: ZMBHCYHQLYEYDV-UHFFFAOYAY
SMILES CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC
Properties
Chemical formula	C₂₄H₅₁OP
Molar mass	386.645 g·mol⁻¹
Appearance	White, opaque crystals
Melting point	50 to 54 °C (122 to 129 °F; 323 to 327 K)
Boiling point	411.2 °C (772.2 °F; 684.3 K) at 760 mmHg
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H318
Precautionary statements	P264, P280, P302+P352, P305+P351+P338, P310, P332+P313, P362
NFPA 704 (fire diamond)	3 1 0
Flash point	110 °C (230 °F; 383 K)
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