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)

Flash point:

180 °C

storage temp. 

Store below +30°C.

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

LogP

2.8

CAS DataBase Reference

791-28-6(CAS DataBase Reference)

NIST Chemistry Reference

(C6H5)3PO(791-28-6)

EPA Substance Registry System

Triphenylphosphine 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 Temperature

590 °C

TSCA 

Yes

HazardClass 

9

PackingGroup 

III

HS Code 

29310095

Toxicity

LD50 orally in Rabbit: 685 mg/kg

MSDS

• Language:English Provider:Triphenylphosphine oxide
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Triphenylphosphine oxide Usage And Synthesis

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

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 (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.

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

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.]

Triphenylphosphine oxide(791-28-6)Related Product Information

• Triphenylphosphine
• Orlistat USP RC E
• diisopropyl bicarbamate
• Orlistat Related Compound D
• (3S,4S)-3-HEXYL-4-[(R)-2-(HYDROXYTRIDECYL)]OXETAN-2-ONE
• Tris(triphenylphosphine)ruthenium(II) chloride
• Triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt
• N-BOC-IMINO-(TRIPHENYL)PHOSPHORANE
• PROPARGYLTRIPHENYLPHOSPHONIUM BROMIDE
• Triphenylmethane
• 2-(TRIMETHYLSILYL)ETHOXYMETHYLTRIPHENYLPHOSPHONIUM CHLORIDE
• Bis(triphenylphosphinepalladium) acetate
• TRIPHENYL BORATE
• Chlorotriphenyltin
• Triphenylmethyl Chloride
• Triphenylacetic acid
• Triphenylphosphine hydrobromide
• [Bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I),98%