Tris(trimethylsilyl) phosphate

Base Information

• Chemical Name: Tris(trimethylsilyl) phosphate
• CAS No.: 10497-05-9
• Molecular Formula: C9H27 O4 P Si3
• Molecular Weight: 314.541
• Hs Code.: 2931900090
• European Community (EC) Number: 234-028-1
• DSSTox Substance ID: DTXSID60909282
• Nikkaji Number: J50.407F
• Wikidata: Q82878875
• Mol file: 10497-05-9.mol

Synonyms:tris(trimethylsilyl)phosphate

Chemical Property of Tris(trimethylsilyl) phosphate

Chemical Property:

• Vapor Pressure: 0.0977mmHg at 25°C
• Melting Point: 3-4 °C(lit.)
• Refractive Index: n20/D 1.409(lit.)
• Boiling Point: 228-229 °C720 mm Hg(lit.)
• PKA: 23-25(at 25℃)
• Flash Point: 76 °F
• PSA: 54.57000
• Density: 0.945 g/mL at 25 °C(lit.)
• LogP: 4.64900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: 935.5μg/L at 20℃
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 314.09547594
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

99%+ ^*data from raw suppliers

Tris(trimethylsilyl) Phosphate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): FXi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C
• Uses: Tris(trimethylsilyl) phosphite (TMSPi) is a film-forming additive for high voltage cathode material in lithium-ion batteries. Tris (trimethylsilyl) phosphate is cleaved by alkali-metal fluorides, nitrates, and acetates at give the trimethylsilyl esters of the corresponding acids.

Technology Process of Tris(trimethylsilyl) phosphate

There total 23 articles about Tris(trimethylsilyl) phosphate 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: 98.0%

potassium dihydrogenphosphate + chloro-trimethyl-silane (75-77-4) → Tris(trimethylsilyl) phosphate (10497-05-9)

Guidance literature:

In formamide; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.poly.2013.12.024

Reference yield: 98.0%

hexamethyldisilathiane (3385-94-2) → Tris(trimethylsilyl) phosphate (10497-05-9) + O,O,O-tris(trimethylsilyl) phosphorothioate (20152-28-7)

Guidance literature:

With phosphorus pentoxide; at 170 - 180 ℃; for 10h;

Reference yield: 96.52%

Hexamethyldisiloxane (107-46-0) + N-trimethylsilyldihydropyrrole → Tris(trimethylsilyl) phosphate (10497-05-9)

Guidance literature:

Hexamethyldisiloxane; With phosphoric acid; at 160 - 170 ℃; for 5h; under 4500.45 - 6000.6 Torr; Autoclave; Reflux;

N-trimethylsilyldihydropyrrole; at 100 ℃; under 760.051 Torr;

upstream raw materials:

chloro-trimethyl-silane

Trimethylmethoxysilane

Hexamethyldisiloxane

phosphoric acid, bis(trimethylsilyl)monomethyl ester

Downstream raw materials:

trimethylsilylazide

O,O',O'',O'''-tetra(trimethylsilyl) N-anilinomethylenebisphosphonate

(MeAl)[2,6-(i-Pr)2C₆H₃N]3(Al[OP(OSiMe₃)3])2(O₃POSiMe₃)

tri-n-butylstannyl bis(trimethylsilyl)phosphate

Refernces

• 1、 Styskalik, Ales,Babiak, Michal,Machac, Petr,Relichova, Bohuslava,Pinkas, Jiri. "New Adamantane-like Silicophosphate Cage and Its Reactivity toward Tris(pentafluorophenyl)borane". . p. 10699 - 10705. Retrieved 2017.
• 2、 Prishchenko,Livantsov,Novikova,Livantsova,Petrosyan. "Reactions of trimethylsilyl phosphites with anhydrides of phthalic and 2-sulfobenzoic acids". . . Retrieved 2012.
• 3、 Chyba, Jan,Moravec, Zdenek,Necas, Marek,Mathur, Sanjay,Pinkas, Jiri. "Nonaqueous synthesis of molecular zinc amide phosphate". . p. 197 - 203. Retrieved 2014.
• 4、 Liu, Xing-Hai,Chen, Pei-Quan,Guo, Wan-Cheng,Wang, Su-Hua,Li, Zheng-Ming. "High throughput screening under zinc-database and synthesis a dialkylphosphinic acid as a potential Kari inhibitor". . p. 775 - 778. Retrieved 2008.
• 5、 -. "Method for synthesizing tri(trihydrocarbyl silicon) phosphate". Paragraph 0043; 0044. . Retrieved 2019/04/04.