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Tris(4-methoxyphenyl)phosphine

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Tris(4-methoxyphenyl)phosphine Basic information

Product Name:
Tris(4-methoxyphenyl)phosphine
Synonyms:
  • Phosphine, tris(p-methoxyphenyl)-
  • Phosphorus tri-(p-methoxyphenyl)
  • Tri(p-methoxyphenyl)phosphine
  • Trianisylphosphine
  • Tri-p-anisylphosphine
  • TRIS(P-ANISYL)PHOSPHINE
  • TRIS(P-METHOXYPHENYL)PHOSPHINE
  • TRIS(4-METHOXYPHENYL)PHOSPHINE
CAS:
855-38-9
MF:
C21H21O3P
MW:
352.36
EINECS:
212-723-0
Product Categories:
  • Achiral Phosphine
  • Aryl Phosphine
  • Ligand
  • Phosphine Ligands
  • Synthetic Organic Chemistry
  • organophosphine ligand
  • Basic Phosphine LigandsCatalysis and Inorganic Chemistry
  • Catalysis and Inorganic Chemistry
  • Cross-Coupling
  • Phosphine Ligands
  • Phosphorus Compounds
Mol File:
855-38-9.mol
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Tris(4-methoxyphenyl)phosphine Chemical Properties

Melting point:
131-134 °C (lit.)
Boiling point:
457.8±40.0 °C(Predicted)
Density 
1.1352 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
form 
Crystalline Powder
color 
White to pale yellow
Water Solubility 
Insoluble in water.
Sensitive 
Air Sensitive
BRN 
2815911
InChI
InChI=1S/C21H21O3P/c1-22-16-4-10-19(11-5-16)25(20-12-6-17(23-2)7-13-20)21-14-8-18(24-3)9-15-21/h4-15H,1-3H3
InChIKey
UYUUAUOYLFIRJG-UHFFFAOYSA-N
SMILES
P(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=C(OC)C=C1
CAS DataBase Reference
855-38-9(CAS DataBase Reference)
EPA Substance Registry System
Phosphine, tris(4-methoxyphenyl)- (855-38-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29319090

MSDS

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Tris(4-methoxyphenyl)phosphine Usage And Synthesis

Chemical Properties

White to pale yellow crystalline powder

Uses

suzuki reaction

Uses

Tris(4-methoxyphenyl)phosphine is a useful intermediate employed in organic synthesis and in other chemical processes.

Application

Tris(4-methoxyphenyl)phosphine is used as a ligand in organometallic chemistry and homogeneous catalysis.
This compound is suitable for the following reaction types: Buchwald-Hartwig Cross Coupling Reaction, Heck Reaction, Hiyama Coupling, Negishi Coupling, Sonogashira Coupling, Stille Coupling, Suzuki-Miyaura Coupling, and Cross Couplings.

Synthesis

To a solution of tertiary phosphine oxides 2 (0.4mmol) in CH2Cl2 (2mL) was added oxalyl chloride (0.4mmol) dropwise at room temperature under an argon atmosphere. After 30 minutes, HEH (1mmol) was added to the mixture in one portion, and TEA (3mmol) was added. The mixture was stirred for another 2h at 40°C and then diluted with H2O (10mL). The resulting mixture was extracted with CH2Cl2 repeatedly. The extracts were dried (anhydrous Na2SO4) and evaporated. The crude product was purified by column chromatography on silica gel using ethyl acetate/petroleum ether to afford the pure product Tris(4-methoxyphenyl)phosphine.

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