Tris(trimethylsilyl)methane

Base Information

• Chemical Name: Tris(trimethylsilyl)methane
• CAS No.: 1068-69-5
• Molecular Formula: C10H28Si3
• Molecular Weight: 232.589
• Hs Code.: 2931900090
• European Community (EC) Number: 625-710-3
• DSSTox Substance ID: DTXSID50346465
• Nikkaji Number: J47.144E
• Wikipedia: Tris(trimethylsilyl)methane
• Wikidata: Q63392148
• Mol file: 1068-69-5.mol

Synonyms:Tris(trimethylsilyl)methane;1068-69-5;bis(trimethylsilyl)methyl-trimethylsilane;tris-trimethylsilanyl-methane;Silane, methylidynetris[trimethyl-;Silane,1,1',1''-methylidynetris[1,1,1-trimethyl-;MFCD00008273;tris(trimethylsilyl)-methane;C10H28Si3;DTXSID50346465;Tris(trimethylsilyl)methane, 97%;Silane, methylidynetris*trimethyl-;BAA06869;AKOS002669422;AS-82184;CS-0440360;FT-0633276;[Bis(trimethylsilyl)methyl](trimethyl)silane #;S21300;Q63392148

Chemical Property of Tris(trimethylsilyl)methane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0467mmHg at 25°C
• Refractive Index: n20/D 1.464(lit.)
• Boiling Point: 244.7 °C at 760 mmHg
• Flash Point: 49.3 °C
• PSA: 0.00000
• Density: 0.772 g/cm³
• LogP: 4.44960
• Solubility.: sol common organic solvents.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 232.14988050
• Heavy Atom Count: 13
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tris-trimethylsilanyl-methane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)C([Si](C)(C)C)[Si](C)(C)C
• Physical properties: bp 219 °C, 93–95 °C/13.5 mmHg; d 0.836 g cm?3; n20 D 1.4657.
• Uses: Sterically demanding "risyl"group. Tris(trimethylsilyl)methane is precursor of (Me3Si)3CLi, useful to introduce bulky tris(trimethylsilyl)methyl (trisyl) group; Peterson alkenation reagent. It takes part in the reactions of Synthesis of Tris(trimethylsilyl)methyl Bromide, Metalation, Formation of Bis(trimethylsilyl)methyllithium, Hydrosilylation of Double Bonds, Intramolecular Reactions, Intermolecular Reactions, Nonradical Reactions etc.

Technology Process of Tris(trimethylsilyl)methane

There total 11 articles about Tris(trimethylsilyl)methane 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: 93.0%

chloro-trimethyl-silane (75-77-4) + chloroform (67-66-3,8013-54-5) → bis(trimethylsilyl)methane (2117-28-4) + Tris(trimethylsilyl)methane (1068-69-5)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; In tetrahydrofuran; at -90 - -80 ℃;

DOI:10.1016/0040-4020(95)01014-9

Reference yield: 85.0%

chloro-trimethyl-silane (75-77-4) + Bromoform (75-25-2) → (dibromomethyl)trimethylsilane (2612-42-2) + Tris(trimethylsilyl)methane (1068-69-5) + bis(trimethylsilyl)methyl bromide (29955-12-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Yields of byproduct given;

Reference yield: 26.0%

tetrachloromethane (56-23-5) + chloro-trimethyl-silane (75-77-4) → bis(trimethylsilyl)dichloromethane (15951-41-4) + Tris(trimethylsilyl)methane (1068-69-5) + tetrakis(trimethylsilyl)methane (1066-64-4) + chlorotris(trimethylsilyl)methane (27484-03-3)

Guidance literature:

In various solvent(s); for 725h; Further byproducts given; electroreduction, anode: Al, cathode: stainless steel;

DOI:10.1016/0022-328X(88)87068-2

upstream raw materials:

tetrachloromethane

chloro-trimethyl-silane

chloroform

Bromoform

Downstream raw materials:

((Z)-3,3-Dimethyl-2-phenyl-but-1-enyl)-trimethyl-silane

[Chloro-(tris-trimethylsilanyl-methyl)-silanyl]-benzene

[Methyl-(tris-trimethylsilanyl-methyl)-silanyl]-benzene

[Fluoro-methyl-(tris-trimethylsilanyl-methyl)-silanyl]-benzene

Refernces

• 1、 Guijarro, Albert,Yus, Miguel. "Polychlorinated materials as a source of polyanionic synthons". . p. 1797 - 1810. Retrieved 2007/10/03.
• 2、 Pons, P.,Biran, C.,Bordeau, M.,Dunogues, J.. "Electrosynthese en chimie organosilicique: silylation selective de polychloromethanes". . p. 31 - 38. Retrieved 2007/10/02.