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Tributylphosphine

Tributylphosphine Structure
Tributylphosphine
  • CAS No.998-40-3
  • Chemical Name:Tributylphosphine
  • CBNumber:CB1374003
  • Molecular Formula:C12H27P
  • Formula Weight:202.32
  • MOL File:998-40-3.mol
Tributylphosphine Property
  • Melting point: :-65 °C
  • Boiling point: :150 °C50 mm Hg(lit.)
  • Density  :0.81 g/mL at 25 °C(lit.)
  • vapor density  :9 (vs air)
  • refractive index  :n20/D 1.462(lit.)
  • Flash point: :99 °F
  • storage temp.  :2-8°C
  • form  :liquid
  • color  :Clear colorless to pale yellow
  • Specific Gravity :0.820 (20/4℃)
  • Water Solubility  :insoluble
  • Sensitive  :Moisture Sensitive/Air Sensitive
  • BRN  :1738261
  • Stability: :Stable, but pyrophoric - spontaneously inflammable in air. Incompatible with oxidizing agents. Moisture sensitive.
  • InChIKey :TUQOTMZNTHZOKS-UHFFFAOYSA-N
  • CAS DataBase Reference :998-40-3(CAS DataBase Reference)
  • FDA UNII :0O52FJR7WN
  • NIST Chemistry Reference :Phosphine, tributyl-(998-40-3)
  • EPA Substance Registry System :Phosphine, tributyl- (998-40-3)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H226-H250-H302+H312-H314-H302-H312-H335-H360D-H252-H318-H401-H411
  • Precautionary statements P222-P231-P280-P305+P351+P338-P310-P422-P201-P303+P361+P353-P304+P340+P310-P308+P313-P210-P302+P334-P370+P378-P405-P422a-P501a
Tributylphosphine Price More Price(24)
  • Brand: Sigma-Aldrich
  • Product number: 247049
  • Product name : Tributylphosphine
  • Purity: mixture of isomers, 97%
  • Packaging: 100g
  • Price: $46.4
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: T7567
  • Product name : Tributylphosphine solution
  • Purity: 200?mM (in N-methyl-2-pyrrolidinone), liquid
  • Packaging: 10 vials
  • Price: $88
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 247049
  • Product name : Tributylphosphine
  • Purity: mixture of isomers, 97%
  • Packaging: 500g
  • Price: $167
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: 014114
  • Product name : Tri-n-butylphosphine
  • Purity: 94%
  • Packaging: 50g
  • Price: $31.1
  • Updated: 2020/06/24
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: 014114
  • Product name : Tri-n-butylphosphine
  • Purity: 94%
  • Packaging: 250g
  • Price: $133
  • Updated: 2020/06/24
  • Buy: Buy

Tributylphosphine Chemical Properties,Usage,Production

  • Chemical Properties Clear liquid
  • Uses 1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.
  • Uses suzuki reaction
  • Uses Tributylphosphine is usually used as catalyst for Domino reactions of activated conjugated dienes with β,γ-unsaturated-α-ketoesters, [3+2]-Cycloadditions,Umpolung addition reactions,Reductive carbonylation, Allylation reactions.
  • Synthesis Reference(s) Tetrahedron Letters, 25, p. 2493, 1984 DOI: 10.1016/S0040-4039(01)81213-2
  • General Description Tributylphosphane is a colorless to yellowish liquid with a strong garlic-like odor. Tributylphosphane is insoluble in water. Tributylphosphane is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. Tributylphosphane is irritating to mucous membranes.
  • Air & Water Reactions Highly flammable. May ignite on contact with air or moist air. Insoluble in water.
  • Reactivity Profile Organophosphates, such as Tributylphosphane, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
  • Health Hazard Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.
  • Fire Hazard Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated.
  • Purification Methods Fractionally distil it under reduced pressure in an inert atmosphere (N2) through an 8inch gauze-packed column (b 110-111o/10mm) and redistil it in a vacuum, then seal it in thin glass ampoules. It is easily oxidised by air to tri-n-butylphosphine oxide, b 293-296o/745mm. It has a characteristic odour, it is soluble in EtOH, Et2O, and *C6H6 but is insoluble in H2O and less easily oxidised by air than the lower molecular weight phosphines. It forms complexes, e.g. with CS2 (1:1) m 65.5o (from EtOH). [Davies & Jones J Chem Soc 33 1929, Chernick & Skinner J Chem Soc 1401 1956, Beilstein 4 IV 3436.]
Tributylphosphine Preparation Products And Raw materials
Raw materials
Preparation Products
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  • C12H27P
  • CH3CH233P
  • Phosphorus Compounds
  • Catalysis and Inorganic Chemistry
  • Mitsunobu Reaction
  • Phosphines (Mitsunobu Reaction)
  • Phosphine Ligands
  • Catalysis and Inorganic Chemistry
  • Chemical Synthesis
  • Phosphine Compounds