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Key Documents

T84603

Sigma-Aldrich

Triphenylphosphine oxide

98%

Sinonimo/i:

Ph3PO, TPPO, Triphenyl phosphorus oxide, Triphenylphosphine monoxide

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About This Item

Formula condensata:
(C6H5)3PO
Numero CAS:
Peso molecolare:
278.28
Beilstein:
745854
Numero CE:
Numero MDL:
Codice UNSPSC:
12352002
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

98%

Impiego in reazioni chimiche

reagent type: ligand
reaction type: Coupling Reactions

reagent type: ligand
reaction type: Epoxidations

reagent type: ligand
reaction type: Michael Reaction

Punto di fusione

150-157 °C (lit.)

Gruppo funzionale

phosphine oxide

Stringa SMILE

O=P(c1ccccc1)(c2ccccc2)c3ccccc3

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
FIQMHBFVRAXMOP-UHFFFAOYSA-N

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Applicazioni

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Aquatic Chronic 3

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

356.0 °F

Punto d’infiammabilità (°C)

180 °C

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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I clienti hanno visto anche

Triphenylphosphine oxide-catalyzed stereoselective poly-and dibromination of unsaturated compounds
Yu T, et al.
Chemical Communications (Cambridge, England), 50(58), 7817-7820 (2014)
Phosphine oxide-catalysed chlorination reactions of alcohols under Appel conditions
Denton RM, et al.
Chemical Communications (Cambridge, England), 46(17), 3025-3027 (2010)
B H Lipshutz et al.
Organic letters, 3(12), 1869-1871 (2001-06-19)
[see reaction]. A simple, highly effective method for removing triphenylphosphine and/or triphenylphosphine oxide from reaction mixtures is described. Commercially available high-loading chloromethylated polystyrene 1, modified in situ with NaI, acts as a scavenger resin. Several coupling reactions catalyzed by Pd(0)
Stephen M Richoll et al.
Journal of chromatography. A, 1127(1-2), 147-153 (2006-07-04)
A versatile procedure has been developed and validated for the determination of triphenylphosphine oxide (TPPO) at low levels in various active pharmaceutical ingredients (APIs). This procedure incorporates the use of the novel hollow-fiber liquid-phase microextraction (LPME) for the measurement of
S Takeda et al.
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