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T84654

Triphenyl phosphite

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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vapor density

10.7 (vs air)

Quality Segment

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

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.

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signalword

Warning

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

WGK 2

flash_point_f

410.0 °F

flash_point_c

210 °C

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