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Tributylphosphine

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Identification
Molecular formula
C12H27P
CAS number
998-40-3
IUPAC name
tributylphosphane
State
State

Tributylphosphine is a liquid at room temperature. Due to its reactivity, it is usually handled under inert gas atmospheres to avoid contact with air and moisture.

Melting point (Celsius)
-85.00
Melting point (Kelvin)
188.15
Boiling point (Celsius)
196.00
Boiling point (Kelvin)
469.15
General information
Molecular weight
202.33g/mol
Molar mass
202.3440g/mol
Density
0.8120g/cm3
Appearence

Tributylphosphine is a clear, colorless to pale yellow liquid with a distinctly pungent odor. It is typically stored in containers that minimize exposure to air to prevent oxidation.

Comment on solubility

Solubility of Tributylphosphane

Tributylphosphane, known chemically as tri-n-butylphosphine with the formula C12H27P, exhibits certain interesting solubility characteristics:

  • Solvent Interactions: It is generally soluble in organic solvents such as ethanol, acetone, and chloroform, reflecting its non-polar character.
  • Water Solubility: However, tributylphosphane has very low solubility in water, primarily due to its hydrophobic alkyl chains.
  • Temperature Dependence: The solubility may improve slightly with increased temperature, making it more compatible in certain organic mixtures.

As a rule of thumb, lipophilic compounds like tributylphosphane tend to dissolve better in non-polar solvents, whereas their affinity for polar solvents, such as water, is significantly less. This property is crucial to consider in applications involving reaction conditions or formulation processes involving solvents.

Interesting facts

Interesting Facts about Tributylphosphane

Tributylphosphane, a member of the organophosphorus compounds family, is an intriguing compound that has garnered significant attention in both industrial and research applications. Below are some key points that highlight its importance and unique properties:

  • Versatile Reagent: Due to its nucleophilic nature, tributylphosphane is widely utilized in the synthesis of various compounds. It acts as a powerful reducing agent in organic reactions.
  • Ligand Coordination: This compound can function as a ligand in coordination chemistry. It effectively binds to metals and helps in the formation of metal-organic frameworks.
  • Catalysis: Tributylphosphane plays a role in catalyzing reactions involving phosphines, which are critical in determining successful reaction pathways in organic synthesis.
  • Research Applications: It is employed in the field of material science to produce novel materials, such as polymers, which exhibit enhanced properties due to the introduction of phosphorus into the polymer matrix.
  • Toxicity Considerations: While tributylphosphane has useful applications, it is important to handle it with caution due to potential toxicity and environmental concerns. Proper safety measures should be in place when working with this compound.

In the words of chemists, “Innovation in chemistry often stems from understanding and manipulating compounds like tributylphosphane.” This compound serves as a reminder of the intricate connections between molecular structure and functional applications.

Overall, tributylphosphane exemplifies the dynamic nature of chemistry, where one compound can lead to diverse applications across fields like synthetic chemistry, materials science, and catalysis.

Synonyms
Tributylphosphine
Tributylphosphane
Tri-n-butylphosphine
Phosphine, tributyl-
Tributylphosphorus
UNII-0O52FJR7WN
EINECS 213-651-2
0O52FJR7WN
NSC 91700
BRN 1738261
DTXSID9046998
AI3-28071
PBu(n)3
NSC-91700
Tributylphosphane [UN3254] [Spontaneously combustible]
(n-C4H9)3P
DTXCID7026998
EC 213-651-2
phosphine, tributyl
Tributylphosphane (UN3254) (Spontaneously combustible)
Trinbutylphosphine
P(nBu)3
4-16-00-01699 (beilstein handbook reference)
inchi=1/c12h27p/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12h2,1-3h
tuqotmznthzoks-uhfffaoysa-n
998-40-3
Tris(butyl)phosphine
tributyl phosphine
Tributylfosfin
Tri-n-butyl phosphine
tributyl-phosphane
MFCD00009462
Tributylfosfin [Czech]
UN3254
Tributyl phosphine (TBP)
tributyiphophine
tributylphoshine
tributylphospine
Tribuylphosphine
tri-butylphosphine
tributy-lphosphine
Tributyl-phosphine
tri-n-butylphosphin
nBu3P
tri n-butylphosphine
Tri-n-butylphosphane
tri-n-butyl phosphin
tri n-butyl phosphine
tri(n-butyl)phosphine
tri-n-butyl-phosphine
Bu3P
PBu3
n-Bu3P
tris n-butyl phosphine
tri-(n-butyl)phosphine
(n-Bu)3P
SCHEMBL6033
(Bu)3P
P(Bu)3
NCIOpen2_005716
Tri-n-butylphosphine, 97%
Tri-n-butylphosphine, 99%
P(N-BU)3
SCHEMBL3173609
CHEMBL3185473
BCP22498
NSC91700
Tox21_301600
AKOS009128712
NCGC00256212-01
BP-10599
CAS-998-40-3
DB-009882
DB-222255
NS00009653
T0361
EN300-27824
A22090
Tris(butyl)phosphine; Tri-n-butylphosphine; TBUP
Q7840573
F0001-2344
Tributylphosphine, >=93.5% (Tri-N-butylphosphine, GC)