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Trioctylphosphine oxide

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Trioctylphosphine oxide Basic information

Product Name:
Trioctylphosphine oxide
Synonyms:
  • Trioctylphosphineoxide,99%TOPO
  • Trioctylphosphineoxide,min.90%TOPO
  • Phosphine oxide, trioctyl-
  • HISHICOLIN PO-8
  • CYANEX 921
  • TOPO
  • TRI-N-OCTYLPHOSPHINE OXIDE
  • TRI-N-OCTYLPHOSPHINOXIDE
CAS:
78-50-2
MF:
C24H51OP
MW:
386.63
EINECS:
201-121-3
Product Categories:
  • organophosphorus compound
  • Phosphine Oxides and Sulfides
Mol File:
78-50-2.mol
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Trioctylphosphine oxide Chemical Properties

Melting point:
50-52 °C(lit.)
Boiling point:
201-202 °C2 mm Hg(lit.)
Density 
0,88 g/cm3
vapor pressure 
0.004Pa at 50℃
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
<1g/l
form 
Crystalline Powder, Crystals or Flakes
color 
White to slightly yellow
Water Solubility 
Insoluble
BRN 
1796648
Stability:
Stable. Incompatible with strong oxidizing agents.
LogP
9.54
CAS DataBase Reference
78-50-2(CAS DataBase Reference)
EPA Substance Registry System
Phosphine oxide, trioctyl- (78-50-2)
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Safety Information

Hazard Codes 
Xi,Hazard
Risk Statements 
38-41-50/53-34
Safety Statements 
26-36/39-39-61-60-45-36/37/39
RIDADR 
3261
WGK Germany 
2
RTECS 
SZ1662500
Autoignition Temperature
270 °C
TSCA 
Yes
PackingGroup 
II
HS Code 
29310095
HS Code 
32019090
Toxicity
LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rat 2830 mg/kg

MSDS

  • Language:English Provider:TOPO
  • Language:English Provider:ACROS
  • Language:English Provider:SigmaAldrich
  • Language:English Provider:ALFA
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Trioctylphosphine oxide Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

Tri-n-octylphosphine oxide is a solvent used in the extraction of metals, especially uranium, zirconium and hafnium. It is also used as an auxiliary reagent in the solvent extraction of metals. It is also used to extract hydrogen bonding organic compounds. Further, it is useful as a capping ligand for the production of quantum dots, such as those consisting of cadmium selenide.

Uses

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

Uses

Trioctylphosphine oxide (TOPO) is most commonly used as the solvent due to its high boiling point and chemical stability, and its ability to prevent particle aggregation via coordination to the NP surface. trioctylphosphine oxide is a frequently used surfactant, starts to decompose at around 425°C.
The industrial applications of trioctylphosphine oxide, make use of its complexing powers with metals and with hydrogen donor organic compounds. Commercial uses as a solvent extraction reagent are in the recovery of uranium from wet process phosphoric acid and in the recovery of byproduct acetic acid and furfural generated during sulphite wood pulping.
TOPO is a widely used chemical compound in nanocrystal synthesis, for the removal of heavy metals, and the removal of toxins in waste water. TOPO is often used as a ligand stabilizer for colloids in traditional thermal decomposition synthetic techniques.
trioctylphosphine oxide became a nearly irreplaceable solvent (mp 51-52°C) for high-temperature preparation of various type of nanocomposites. TOPO has a very high boiling point (411°C) which is an important prerequisite for the homogeneous nucleation and good crystallinity of the nanoparticles.

General Description

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Flammability and Explosibility

Non flammable

Purification Methods

Mason, McCarty and Peppard [J Inorg Nuclear Chem 24 967 1962] stirred a 0.1M solution in *benzene with an equal volume of 6M HCl at 40o in a sealed flask for 48hours, then washed the *benzene solution successively with water (twice), 5% aqueous Na2CO3 (three times) and water (six times). The *benzene and water were then evaporated under reduced pressure at room temperature. Zingaro and White [J Inorg Nucl Chem 12 315 1960] treated a pet ether solution with aqueous KMnO4 (to oxidise any phosphinous acids to phosphinic acids), then with sodium oxalate, H2SO4 and HCl (to remove any manganese compounds). The pet ether solution was slurried with activated alumina (to remove phosphinic acids), filtered, evaporated and the residue was recrystallised from pet ether or cyclohexane at -20o. It can also be recrystallised from EtOH. [Beilstein 4 IV 3466.]

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