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T84654

Triphenyl phosphite

97%

Synonym(s):

(PhO)3P, P(OPh)3, Triphenoxyphosphine

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5 g

Available to ship TODAYfromMILWAUKEE

$33.90
500 g

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$58.00
3 kg

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$293.00
$219.75

About This Item

Linear Formula:
(C6H5O)3P
CAS Number:
Molecular Weight:
310.28
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1079456

$33.90


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vapor density

10.7 (vs air)

Quality Level

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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This Item
8.00551570958287822
reaction suitability

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

reaction suitability

-

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

reaction suitability

reaction type: Cross Couplings, reaction type: Silylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

assay

97%

assay

≥97.0% (GC)

assay

98%

assay

97%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

bp

360 °C (lit.)

bp

360 °C/1013 hPa (decomposes)

bp

102-103 °C/13 mmHg (lit.)

bp

-

mp

22-24 °C (lit.)

mp

-

mp

30-35 °C (lit.)

mp

123-125 °C (lit.)

density

1.184 g/mL at 25 °C (lit.)

density

1.19 g/cm3 at 20 °C

density

0.834 g/mL at 20 °C (lit.)

density

-


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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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Phosphine Ligand Application Guide


Singlet oxygen sources in ozone chemistry
Murray RW and Kaplan M
Journal of the American Chemical Society, 90(2), 537-538 (1968)
Peptide synthesis using triphenyl phosphite and imidazole
Mitin YV and Glinskaya OV
Tetrahedron Letters, 10(60), 5267-5270 (1969)
458. The organic chemistry of phosphorus. Part I. Some new methods for the preparation of alkyl halides
Landauer SR and Rydon HN
Journal of the Chemical Society, 30(5), 2224-2234 (1953)



Global Trade Item Number

SKUGTIN
T84654-500G04061837379277
T84654-5G04061838116215
T84654-3KG04061837379260

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