Triethylphosphine oxide

Base Information

• Chemical Name: Triethylphosphine oxide
• CAS No.: 597-50-2
• Molecular Formula: C6H15OP
• Molecular Weight: 134.158
• Hs Code.: 29310099
• European Community (EC) Number: 678-907-1
• NSC Number: 41934
• UNII: EBL8T8KF7P
• DSSTox Substance ID: DTXSID40208407
• Nikkaji Number: J134.559A
• Wikidata: Q72510667
• Mol file: 597-50-2.mol

Synonyms:NSC 41934;Triethylphosphine oxide;SKF 39804;

Chemical Property of Triethylphosphine oxide

Chemical Property:

• Appearance/Colour: White needles
• Vapor Pressure: 0.0512mmHg at 25°C
• Melting Point: 48-52 °C(lit.)
• Refractive Index: 1.399
• Boiling Point: 243 °C at 760 mmHg
• Flash Point: 100.8 °C
• PSA: 26.88000
• Density: 0.884 g/cm³
• LogP: 2.40920
• Water Solubility.: Soluble in water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 134.086052095
• Heavy Atom Count: 8
• Complexity: 79.7

Purity/Quality:

99.5% ^*data from raw suppliers

Triethylphosphine oxide, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCP(=O)(CC)CC
• Uses: Triethylphosphine oxide is used as a probe molecule and systems are evaluated by 31P NMR spectroscopy. Triethylphosphine oxide is used to produce tris(perfluoroethyl)difluorophosphane. This reaction will need reagent of HF. This reaction needs electrochemical fluorination.

Technology Process of Triethylphosphine oxide

There total 35 articles about Triethylphosphine 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:

ethanol (64-17-5) + sodium ethanolate (141-52-6) + triethyl-phenethyl-phosphonium; bromide → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + triethylphosphine oxide (597-50-2) + 1-butylbenzene (104-51-8) + triethylphosphine (554-70-1)

Guidance literature:

beim anschliessenden Erhitzen unter Stickstoff;

DOI:10.1039/jr9330000531

Reference yield:

triethyl-phenethyl-phosphonium; chloride → ethane (74-84-0) + triethylphosphine oxide (597-50-2) + ethylbenzene (100-41-4,27536-89-6) + triethylphosphine (554-70-1)

Guidance literature:

bei der Destillation; Produkt 5: Styrol;

Reference yield:

triethyl-phenethyl-phosphonium; picrate → ethane (74-84-0) + triethylphosphine oxide (597-50-2) + ethylbenzene (100-41-4,27536-89-6) + triethylphosphine (554-70-1)

Guidance literature:

bei der Destillation; Produkt 5: Styrol;

upstream raw materials:

carbon disulfide

triethyl-benzoylimino-phosphorane

ethanol

triethyl-phenylimino-phosphorane

Downstream raw materials:

triphenyltin chloride triethylphosphine oxide adduct

(triphenylborane)triethylphosphine oxide

(C₂H₅)3POB(OC₆F₅)3

C₂₄BF₂₀^(1-)*C₆H₁₅FP⁽¹⁺⁾

Refernces

• 1、 Asada, Takahiro,Hoshimoto, Yoichi,Ogoshi, Sensuke. "Rotation-Triggered Transmetalation on a Heterobimetallic Cu/Al N-Phosphine-Oxide-Substituted Imidazolylidene Complex". supporting information. p. 9772 - 9784. Retrieved 2020/07/10.
• 2、 Hill, David T.,Isab, Anvarhusein A.,Griswold, Don E.,Dimartino, Michael J.,Matz, Elizabeth D.,Figueroa, Angel L.,Wawro, Joyce E.,Debrosse, Charles,Reiff, William M.,Elder, Richard C.,Jones, Benjamin,Webb, James W.,Shaw, C. Frank. "Seleno-auranofin (Et3PAuSe-tagl): Synthesis, spectroscopic (EXAFS, 197Au Moessbauer, 31P, 1H, 13C, and 77Se NMR, ESI-MS) characterization, biological activity, and rapid serum albumin-induced triethylphosphine oxide generation". scheme or table. p. 7663 - 7675. Retrieved 2010/11/19.