ChemicalBook CAS DataBase List 791-28-6

791-28-6

Name	Triphenylphosphine oxide
CAS	791-28-6
EINECS(EC#)	212-338-8
Molecular Formula	C18H15OP
MDL Number	MFCD00002080
Molecular Weight	278.28
MOL File	791-28-6.mol

Chemical Properties

Appearance	White solid
Melting point	150-157 °C(lit.)
Boiling point	360 °C
bulk density	400-450kg/m3
density	1,212 g/cm³
vapor pressure	<1 hPa (50 °C)
Fp	180 °C
storage temp.	Store at RT.
solubility	methanol: 25 mg/mL, clear
form	Crystalline Powder or Flakes
color	White to pink-brown
Specific Gravity	1.212
Water Solubility	slightly soluble
Hydrolytic Sensitivity	4: no reaction with water under neutral conditions
BRN	745854
Henry's Law Constant	1.9×10⁴ mol/(m³Pa) at 25℃, Zhang et al. (2010)
Major Application	pharmaceutical
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
InChIKey	FIQMHBFVRAXMOP-UHFFFAOYSA-N
SMILES	O=P(c1ccccc1)(c2ccccc2)c3ccccc3
LogP	2.8
CAS DataBase Reference	791-28-6(CAS DataBase Reference)
NIST Chemistry Reference	(C6H5)3PO(791-28-6)
EPA Substance Registry System	791-28-6(EPA Substance)

Safety Data

Symbol(GHS)	GHS05
Signal word	Warning
Hazard statements	H290
Precautionary statements	P234-P390
Hazard Codes	Xn,Xi
Risk Statements	R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin . R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S61:Avoid release to the environment. Refer to special instructions safety data sheet . S36:Wear suitable protective clothing . less more
RIDADR	3077
WGK Germany	2
RTECS	SZ1676000
Autoignition Temperature	590 °C
TSCA	Yes
REACH Registrations	Active
HazardClass	9
PackingGroup	III
HS Code	29310095
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Aquatic Chronic 3
Toxicity	LD50 orally in Rabbit: 685 mg/kg less more

Raw materials And Preparation Products

Hazard Information

Description

Triphenylphosphine oxide (TPPO) is a coordinating solvent used to activate crystallization of chemical compounds. It has been used in flame retardant applications, as an epoxy cure catalyst, and more recently, to produce nanostructures.

Chemical Properties

White solid

Uses

Triphenylphosphine Oxide (Orlistat USP Related Compound C) is a catalyst in the conversion of aldehydes into 1,1-dichlorides. Triphenylphosphine Oxide is used as a catalyst for the synthesis of hightly functionalized α-CF3 γ-keto esters.

Uses

Triphenylphosphine oxide can be used:
As a catalyst in Appel-type chlorination reaction of acyclic primary and secondary alcohols.
As a catalyst in stereoselective poly and dibromination of α,β-unsaturated esters and β,γ-unsaturated α-ketoester compounds.
As a promotor in the diastereoselective synthesis of α-ribofuranosides through ribofuranosylation of alcohols with ribofuranosyl iodides.

Uses

Triphenylphosphine oxide is a phosphine ligand used for coupling reactions, epoxidations, and Michael reactions

Definition

ChEBI: A phosphine oxide in which the substituents on phosphorus are three phenyl groups.

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 5463, 1990 DOI: 10.1016/S0040-4039(00)97873-0

Flammability and Explosibility

Notclassified

reaction suitability

reagent type: ligand
reaction type: Coupling Reactions
reagent type: ligand
reaction type: Epoxidations
reagent type: ligand
reaction type: Michael Reaction

Purification Methods

It crystallises from absolute EtOH and is dried in vacuo. The gold chloride complex has m 177.5-178.5o. [Addison & Sheldon J Chem Soc 2705 1956, Cox & Westheimer J Am Chem Soc 80 5441 1958, Beilstein 16 III 864, 16 1011.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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