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Trioctylphosphine

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Identification
Molecular formula
C24H51P
CAS number
4731-53-7
IUPAC name
trioctylphosphane
State
State

At room temperature, trioctylphosphine is in a liquid state.

Melting point (Celsius)
-28.00
Melting point (Kelvin)
245.15
Boiling point (Celsius)
215.00
Boiling point (Kelvin)
488.15
General information
Molecular weight
370.66g/mol
Molar mass
370.6840g/mol
Density
0.8128g/cm3
Appearence

Trioctylphosphine appears as a colorless to pale yellow liquid. It is often found in a clear form and may have a faint odor typical of organophosphines.

Comment on solubility

Solubility of Trioctylphosphane

Trioctylphosphane, with the chemical formula TOP (C24H51PS), exhibits unique solubility characteristics that are important in various applications.

General Solubility Behavior

As a phosphine derivative, trioctylphosphane is known for its high lipophilicity, making it predominantly soluble in organic solvents. The solubility can be summarized as follows:

  • Soluble: Primarily in nonpolar solvents such as hexane, toluene, and chloroform.
  • Low Solubility: In polar solvents like water, due to its hydrophobic nature.
  • Solvent Effects: The solubility in a given solvent largely depends on the solvent’s polarity and the capacity to solvate organic molecules.

Practical Implications

The solubility profile of trioctylphosphane is particularly valuable in:

  • Chemical Synthesis: Acts as a ligand in coordination chemistry due to its ability to solvate metal ions effectively.
  • Extraction Processes: Utilized in liquid-liquid extraction techniques thanks to its favorable solubility in organic phases.
  • Material Science: Employed in the synthesis of polymeric materials where solubility in organic media is beneficial.

In summary, understanding the solubility of trioctylphosphane is essential for optimizing its use in various chemical applications. As the saying goes, "like dissolves like", and in this case, its compatibility with nonpolar solvents enhances its functionality significantly.

Interesting facts

Trioctylphosphane: Insights and Applications

Trioctylphosphane is a fascinating organophosphorus compound known for its unique properties and a wide range of applications. Often abbreviated as TOP, it belongs to a class of compounds that play a critical role in various fields of chemistry and materials science.

Key Facts and Applications

  • Ligand in Coordination Chemistry: Trioctylphosphane acts as a versatile ligand, helping to stabilize metal complexes. This function is essential in catalysis and the development of new materials.
  • Use in Nanotechnology: Due to its ability to solubilize various metal nanoparticles, TOP is widely used in the synthesis of nanomaterials, particularly in facilitating the growth of quantum dots and other nanostructures.
  • Role in Organic Synthesis: This compound serves as a key reagent in organic synthesis pathways, especially in the coupling reactions that are fundamental to building complex molecules.
  • Environmental Considerations: Although useful, the environmental impact of organophosphorus compounds, including trioctylphosphane, requires careful consideration. Studies are ongoing to assess its biodegradability and long-term effects.
  • Research Applications: Researchers are exploring its potential in developing phosphine-based phosphorescent materials, which can be applied in optoelectronic devices.

In summary, trioctylphosphane is not just a compound of interest; it is a valuable tool in advancing modern chemistry. As stated by a renowned chemist, “You never truly understand a chemical until you see how it connects to the world around you.” This highlights the significant role that trioctylphosphane plays in bridging theoretical chemistry with practical applications across various domains.

Synonyms
TRIOCTYLPHOSPHINE
Tri-n-octylphosphine
4731-53-7
Phosphine, trioctyl-
TL 411
EINECS 225-234-2
VE0Y037UCN
NSC 102529
BRN 1776995
HISHICOLIN P 8
NSC-102529
DTXSID9063582
4-04-00-03438 (Beilstein Handbook Reference)
Trinoctylphosphine
Phosphine, trioctyl
DTXCID9040552
225-234-2
trioctylphosphane
MFCD00015298
tri-n-Octyl phosphine
tri-octylphosphine
trioctyl phosphine
tri-(n-octyl)phosphine
Trioctylphosphine, 97%
UNII-VE0Y037UCN
SCHEMBL19420
RMZAYIKUYWXQPB-UHFFFAOYSA-
NSC102529
AKOS016015083
CS-W011792
FT60798
Trioctylphosphine, technical grade, 90%
Trioctylphosphine, technical, ~90% (GC)
DB-009883
NS00031677
T0503
F14848
A827181
Q7843112
InChI=1/C24H51P/c1-4-7-10-13-16-19-22-25(23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3