Tris(trimethylsilyl)phosphine

Base Information

• Chemical Name: Tris(trimethylsilyl)phosphine
• CAS No.: 15573-38-3
• Molecular Formula: C9H27PSi3
• Molecular Weight: 250.544
• Hs Code.: 29310099
• European Community (EC) Number: 626-081-8
• NSC Number: 117328
• DSSTox Substance ID: DTXSID70297687
• Nikkaji Number: J266.781I
• Wikipedia: Tris(trimethylsilyl)phosphine
• Wikidata: Q2454102
• Mol file: 15573-38-3.mol

Synonyms:Tris(trimethylsilyl)phosphine;15573-38-3;tris(trimethylsilyl)phosphane;Phosphine, tris(trimethylsilyl)-;tris(trimethylsilyl)phosphine, 10% in hexane;MFCD00015487;NSC 117328;Tris(trimethylsilyl)phosphine (ca. 10% in Hexane);Phosphine,tris(trimethylsilyl)-;NSC117328;tris-(trimethylsilyl)phosphine;SCHEMBL115446;1-n-Propylisoquinoliniumbromide;DTXSID70297687;Tris(trimethylsilyl)phosphine, 95%;AKOS015910688;NSC-117328;FT-0656939;T3453;T71851;Tris(trimethylsilyl)phosphine(10% in n-hexane );A809674;Q2454102

Chemical Property of Tris(trimethylsilyl)phosphine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.0499mmHg at 25°C
• Melting Point: 24 °C
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 243.5 °C at 760 mmHg
• Flash Point: 87.1 °C
• PSA: 13.59000
• Density: 0.863 g/mL at 25 °C(lit.)
• LogP: 4.97300
• Storage Temp.: 0-6°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: pentane, hexanes, methylene chloride, benzene, toluene, and acetonitrile.
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 250.11581746
• Heavy Atom Count: 13
• Complexity: 138

Purity/Quality:

99.9% ^*data from raw suppliers

Tris(trimethylsilyl)phosphine (ca. 10% in Hexane) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 17-36/37/38
• Safety Statements: 16-26-27-28-36/37/39-39-37-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)P([Si](C)(C)C)[Si](C)(C)C
• Physical properties: mp 24 °C; bp 243–244 °C; d 0.863 g cm?3; n20 D 1.501–1.503.
• Uses: Tris(trimethylsilyl)phosphine is a more stable analog of phosphine, but retains high reactivity due to the presence of the weak polar Si–P bond. It is nucleophilic and readily reacts with a range of electrophiles. Reaction with alkylating agents provides substituted phosphines, with acid chlorides phosphaalkenes can be obtained, and phosphabenzenes can be synthesized upon reaction with pyrylium salts. It can be used as user-friendly phosphorus source and alternative to phosphine gas, precursor of (Me3Si)2PLi, covalent synthon for the anion P3?). It is used as the intermediate in organic synthesis.

Technology Process of Tris(trimethylsilyl)phosphine

There total 30 articles about Tris(trimethylsilyl)phosphine 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: 92.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) → Tris(trimethylsilyl)phosphane (15573-38-3)

Guidance literature:

With phosphan; triethylamine; In dichloromethane; at 8 - 20 ℃; for 1h; Solvent;

Reference yield: 91.0%

C37H61Cl2FeLiN2O4 + Lithium-bis(di-iso-propylamino)-phosphino-trimethylsilyl-phosphid → Tris(trimethylsilyl)phosphane (15573-38-3) + 1-[(diisopropylamino)phosphine]-2,4-bis-(diisopropylamino)-3-(trimethylsilyl)tetraphosphetane (1000203-56-4) + C29H41ClFeN2(1-)*C12H30LiO6(1+) + tetrakis(diisopropylamino)diphosphane (128388-72-7)

Guidance literature:

In 1,2-dimethoxyethane; at -30 - 20 ℃;

DOI:10.1021/acs.inorgchem.7b01374

Reference yield: 87.5%

cis-1,2-bis(diisopropylaminochloroboryl)ethene (109530-92-9) + C6H18PSi2(1-)*C4H8O*Li(1+) → Tris(trimethylsilyl)phosphane (15573-38-3) + 2,5-bis(diisopropylamino)-2,5-dihydro-1-(trimethylsilyl)-1H-1,2,5-phosphadiborole (135735-77-2)

Guidance literature:

In tetrahydrofuran; pentane; byproducts: LiCl; (N2), added at 0°C, stirred for 2 h at 0°C, stirred for 5 h at 20°C; filtered, solvent removed in vacuo, recrystallized from pentane at 0°C, elem. anal.;

upstream raw materials:

chloro-trimethyl-silane

bis(trimethylsilyl)phosphine

lithium bis(trimethylsilyl)phosphide

trans-dichlorobis(triphenylphosphine)platinum(II)

Downstream raw materials:

(Bis-phenoxycarbonylmethyl-phosphanyl)-acetic acid phenyl ester

(Bis-p-tolyloxycarbonylmethyl-phosphanyl)-acetic acid p-tolyl ester

(1-Methylcyclohexyl-trimethylsiloxymethyliden)-trimethylsilylphosphin

indium(III) phosphide

Refernces

• 1、 Parshall,Lindsey. "-". . p. 6273. Retrieved 1959.
• 2、 Buerger,Goetze. "". . p. 451,453. Retrieved 1968.
• 3、 Schumann,Roesch. "". . p. 257,259,260. Retrieved 1973.
• 4、 Fritz,Hoelderich. "". . p. 573. Retrieved 1975.
• 5、 Ionkin, Alex S.,Marshall, William J.,Fish, Brian M.,Schiffhauer, Matthew F.,McEwen, Charles N.. "A stable enol in small ring systems: Clear differentiation between penta- and tri-valency of phosphorus atoms". . p. 5432 - 5434. Retrieved 2008.
• 6、 -. "Method for producing InP quantum dot precursors and method for producing InP quantum dots". Paragraph 0122; 0125-0126. . Retrieved 2021/02/05.