Tributylphosphine oxide

Base Information

• Chemical Name: Tributylphosphine oxide
• CAS No.: 814-29-9
• Molecular Formula: C12H27OP
• Molecular Weight: 218.32
• Hs Code.: 29319090
• European Community (EC) Number: 212-394-3
• NSC Number: 65484,41935
• UNII: W58CDF8S4H
• DSSTox Substance ID: DTXSID2061149
• Nikkaji Number: J50.218I
• Wikipedia: TBPO
• Wikidata: Q27292323
• Mol file: 814-29-9.mol

Synonyms:butifos;butyl phosphorotrithioate;butyphos;DEF;S,S,S-tributyl phosphorotrithioate;S,S,S-tributyl trithiophosphate;tribufos;tributyl S,S,S-phosphorotrithioate;tributylphosphine oxide;trisbutylphosphine oxide

Chemical Property of Tributylphosphine oxide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000106mmHg at 25°C
• Melting Point: 64-69 °C
• Refractive Index: 1.428
• Boiling Point: 347.668 °C at 760 mmHg
• Flash Point: 160.287 °C
• PSA: 26.88000
• Density: 0.871 g/cm³
• LogP: 4.74980
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: 55.7g/l
• Water Solubility.: Soluble in water (56 g/L at 20°C).
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 218.179952478
• Heavy Atom Count: 14
• Complexity: 137

Purity/Quality:

98%, ^*data from raw suppliers

Tributylphosphine oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: CCCCP(=O)(CCCC)CCCC
• Uses: Oseltamivir (O701000) impurity.

Technology Process of Tributylphosphine oxide

There total 84 articles about Tributylphosphine oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tributylphosphine (998-40-3) → Tributylphosphine oxide (814-29-9)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 3h; Glovebox; Inert atmosphere;

DOI:10.1002/adsc.202100189

Reference yield: 100.0%

tri-n-butylphosphine sulfide (3084-50-2) → Tributylphosphine oxide (814-29-9)

Guidance literature:

With 3,3-dimethyldioxirane; In dichloromethane; acetone; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)89065-6

Reference yield: 100.0%

tri-n-butylphosphine selenide (39181-26-5) → Tributylphosphine oxide (814-29-9)

Guidance literature:

With pyridine; trifluoroacetic anhydride; for 2h;

DOI:10.1016/S0040-4039(00)94505-2

upstream raw materials:

n-butyl magnesium bromide

tributylphosphine

1-bromo-butane

dibutylphosphine oxide

Downstream raw materials:

di-n-butylphosphine

P,P,P-Tributyl-N-(p-nitrophenylsulfonyl)-phoshinimid

bis-[1-(dibutyl-phosphinoyl)-butyl]-phenyl-phosphane

methyl 4-[3-(4-nitrophenyl)-2-oxo-5-oxazolidinyl]methoxybenzoate

Refernces

• 1、 Tyryshkin, Nickolay I.,Konovalov, Alexander I.,Gavrilov, Viktor V.,Polezhaeva, Nina A.. "Synthesis and reactivity of new organophosphorus compounds". . p. 553 - 556. Retrieved 1996.
• 2、 Yasui, Shinro,Shioji, Kosei,Tsujimoto, Munekazu,Ohno, Atsuyoshi. "Kinetic study on the reaction of tributylphosphine with methylviologen. Reactivity of the phosphine radical cation intermediate towards nucleophiles". . p. 855 - 862. Retrieved 1999.
• 3、 Polezhaeva,Volodina,Kalinina,Sahibullina,Chmutova,Galkin,Cherkasov. "Phosphorylation of 3,4-dichloro-5-hydroxy-2(5H)-furanone with tributylphosphine". . p. 1202 - 1206. Retrieved 2002.
• 4、 Clayden, Jonathan,Morris, David T. J.,Wales, Steven M.. "Reversible Capture and Release of a Ligand Mediated by a Long-Range Relayed Polarity Switch in a Urea Oligomer". supporting information. p. 2841 - 2846. Retrieved 2022/02/23.
• 5、 -. "Application and method for extracting lithium from salt lake brine". Paragraph 0067-0071. . Retrieved 2021/05/05.