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T84654

Triphenyl phosphite

Name: Triphenyl phosphite
Brand: ALDRICH

97%

Synonym(s):

(PhO)₃P, P(OPh)₃, Triphenoxyphosphine

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About This Item

Linear Formula:

(C₆H₅O)₃P

CAS Number:

101-02-0

Molecular Weight:

310.28

UNSPSC Code:

12352108

NACRES:

NA.22

PubChem Substance ID:

24900533

MDL number:

MFCD00003032

Beilstein/REAXYS Number:

1079456

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Properties

vapor density

10.7 (vs air)

Quality Level

200

vapor pressure

5 mmHg ( 205 °C)

assay

97%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Alkylations, reagent type: ligand
reaction type: Cycloadditions, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Olefinations, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Wittig Reaction

refractive index

n20/D 1.59 (lit.)

bp

360 °C (lit.)

mp

22-24 °C (lit.)

density

1.184 g/mL at 25 °C (lit.)

SMILES string

O(P(Oc1ccccc1)Oc2ccccc2)c3ccccc3

InChI

1S/C18H15O3P/c1-4-10-16(11-5-1)19-22(20-17-12-6-2-7-13-17)21-18-14-8-3-9-15-18/h1-15H

InChI key

HVLLSGMXQDNUAL-UHFFFAOYSA-N

Description

General description

Triphenyl phosphite (TPP) is an organophosphorus compound that serves as a versatile reagent in the synthesis of phosphorus ligands.

Application

Triphenyl phosphite can be used:

As a source of phosphorus and as a ligand for the synthesis of transition metal phosphide nanoparticles via heating-up process.
To convert alcohols to alkyl halides.
As a peptide coupling agent.
As a low-temperature source of singlet oxygen after forming an adduct with ozone.
To synthesize bromotriphenoxyphosphonium bromide, a brominating agent, by reacting with bromine.