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T84654 Sigma-Aldrich

Triphenyl phosphite

97%

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

  • CAS Number 101-02-0

  • Linear Formula (C6H5O)3P

  • Molecular Weight 310.28

  •  Beilstein/REAXYS Number 1079456

  •  MDL number MFCD00003032

  •  PubChem Substance ID 24900533

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphite Ligands
Quality Level   200
vapor density   10.7 (vs air)
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.)
functional group   phosphine
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

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.

Packaging

3 kg in glass bottle

5, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 2
Flash Point(F) 
410.0 °F
Flash Point(C) 
210 °C

Catalysts
Protocols & Articles
Peer-Reviewed Papers
15

References

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