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Triphenylphosphine oxide

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CAS:791-28-6
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CAS:791-28-6
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Triphenylphosphine oxide Basic information
Product Name:Triphenylphosphine oxide
Synonyms:(C6H5)3P=O;Orlistat USP RC C;Orlistat Related Compound C (25 mg) (Triphenylphosphine oxide);Triphenylphosphine oxide(TPPO);Triphenylphosphine oxide, 99% 100GR;Orlistat USP Related Compound C (Triphenylphosphine Oxide);Mouse Thrombopoietin ELISA Kit;Human Thrombopoietin ELISA Kit
CAS:791-28-6
MF:C18H15OP
MW:278.28
EINECS:212-338-8
Product Categories:organophosphorus compound;Catalysis and Inorganic Chemistry;Phosphine Ligands;Phosphorus Compounds;791-28-6
Mol File:791-28-6.mol
Triphenylphosphine oxide Structure
Triphenylphosphine oxide Chemical Properties
Melting point 150-157 °C(lit.)
Boiling point 360 °C
density 1,212 g/cm3
vapor pressure <1 hPa (50 °C)
Fp 180 °C
storage temp. Store below +30°C.
solubility methanol: 25 mg/mL, clear
form Crystalline Powder or Flakes
Specific Gravity1.212
color White to pink-brown
Water Solubility slightly soluble
Hydrolytic Sensitivity4: no reaction with water under neutral conditions
BRN 745854
LogP2.8
CAS DataBase Reference791-28-6(CAS DataBase Reference)
NIST Chemistry Reference(C6H5)3PO(791-28-6)
EPA Substance Registry SystemTriphenylphosphine oxide (791-28-6)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38-52/53
Safety Statements 26-61-36
RIDADR 3077
WGK Germany 2
RTECS SZ1676000
Autoignition Temperature590 °C
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29310095
ToxicityLD50 orally in Rabbit: 685 mg/kg
MSDS Information
ProviderLanguage
Triphenylphosphine oxide English
SigmaAldrich English
ACROS English
ALFA English
Triphenylphosphine oxide Usage And Synthesis
DescriptionTriphenylphosphine 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 PropertiesWhite solid
UsesTriphenylphosphine 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.
UsesTriphenylphosphine 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.
UsesTriphenylphosphine oxide is a phosphine ligand used for coupling reactions, epoxidations, and Michael reactions
DefinitionChEBI: 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 ExplosibilityNot classified
Purification MethodsIt 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.]
Tag:Triphenylphosphine oxide(791-28-6) Related Product Information
Tri(o-tolyl)phosphine Diphenylphosphine oxide Iron oxide black Zinc oxide Triphenylantimony Rutile NITRIC OXIDE Chlorodiphenylphosphine Boron oxide Iron oxide ETHYLENE OXIDE Triphenylphosphine Tris(triphenylphosphine)ruthenium(II) chloride Triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt Triphenylmethyl Chloride Triphenyl(propyl)phosphonium Orlistat USP RC E (Diethoxymethyl)diphenylphosphine oxide