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00676 Sigma-Aldrich

Trioctylphosphine oxide

for extraction analysis, ≥98.5%

Synonym: (Oct)3PO, TOPO®

  • CAS Number 78-50-2

  • Linear Formula [CH3(CH2)7]3PO

  • Molecular Weight 386.63

  •  Beilstein/REAXYS Number 1796648

  •  EC Number 201-121-3

  •  MDL number MFCD00002083

  •  PubChem Substance ID 329747118

  •  NACRES NA.22

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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Application Specific Reagents, Catalysis and Inorganic Chemistry, Chemical Synthesis,
Quality Level   200
grade   for extraction analysis
assay   ≥98.5% (GC)
  ≥98.5%
impurities   ≤0.2% free acid (as H3PO4)
  ≤0.5% water
bp   201-202 °C/2 mmHg (lit.)
mp   50-52 °C (lit.)
  52-55 °C
cation traces   Ca: ≤10 mg/kg
  Cd: ≤5 mg/kg
  Co: ≤5 mg/kg
  Cr: ≤5 mg/kg
  Cu: ≤5 mg/kg
  Fe: ≤5 mg/kg
  K: ≤10 mg/kg
  Mg: ≤5 mg/kg
  Mn: ≤5 mg/kg
  Na: ≤10 mg/kg
  Ni: ≤5 mg/kg
  Pb: ≤5 mg/kg
  Zn: ≤5 mg/kg
functional group   phosphine
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
SMILES string   CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC
InChI   1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
InChI key   ZMBHCYHQLYEYDV-UHFFFAOYSA-N

Description

Application

Catalyst in:
• Preparation of tetradentate planar-chiral hydroxy-substituted ferrocenecarboxaldimine Schiff base ligands
• Reactions of allyl esters with hydrosilanes
• Asymmetric cyanosilylation of aldehydes
• Preparation of chlorothiol formates from thiols and phosgene

Legal Information

TOPO is a registered trademark of Life Technologies

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
SZ1662500
Flash Point(F) 
230 °F
Flash Point(C) 
110 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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