T84654

Triphenyl phosphite

97%

• Synonym(s): (PhO)₃P, P(OPh)₃, Triphenoxyphosphine
• Linear Formula: (C₆H₅O)₃P
• CAS Number: 101-02-0
• Molecular Weight: 310.28
• Beilstein/REAXYS Number: 1079456
• MDL number: MFCD00003032
• UNSPSC Code: 12352108
• PubChem Substance ID: 24900533
• NACRES: NA.22

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.[1]

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.[2]
• To convert alcohols to alkyl halides.[3]
• As a peptide coupling agent.[4]
• As a low-temperature source of singlet oxygen after forming an adduct with ozone.[5]
• To synthesize bromotriphenoxyphosphonium bromide, a brominating agent, by reacting with bromine.[6]

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Warning
• hcodes: H302,H315,H317,H319,H373,H410
• pcodes: P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2
• target_organs: Nervous system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: 410.0 °F
• flash_point_c: 210 °C