Tris(trimethylsilyl)silane

Base Information

• Chemical Name: Tris(trimethylsilyl)silane
• CAS No.: 1873-77-4
• Molecular Formula: C9H28Si4
• Molecular Weight: 248.663
• Hs Code.: 29319090
• European Community (EC) Number: 678-629-0
• UNII: NN5K4PS2OA
• DSSTox Substance ID: DTXSID70940202
• Nikkaji Number: J1.218.040C,J672.354C
• Wikipedia: Tris(trimethylsilyl)silane
• Mol file: 1873-77-4.mol

Synonyms:tris(trimethylsilyl)silane

Chemical Property of Tris(trimethylsilyl)silane

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 0.242mmHg at 25°C
• Refractive Index: n20/D 1.489(lit.)
• Boiling Point: 213.245 °C at 760 mmHg
• Flash Point: 77.248 °C
• PSA: 0.00000
• Density: 0.806 g/mL at 25 °C(lit.)
• LogP: 3.46330
• Storage Temp.: Flammables area
• Sensitive.: Light Sensitive
• Water Solubility.: Miscible with pentane, ether, toluene and tetrahydrofuran. Sparingly miscible with acetone and acetonitrile. Immiscible with wat
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 247.11898200
• Heavy Atom Count: 13
• Complexity: 134

Purity/Quality:

99%, ^*data from raw suppliers

Tris(trimethylsilyl)silane) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)[Si]([Si](C)(C)C)[Si](C)(C)C
• Uses: Reducing and hydrosilyating agent. Tris(trimethylsilyl)silane is used in hydrosilylations of carbonyls, radical reactions, reductions of acid chlorides, and carbon-halogen bonds. It acts a mediator of radical reactions and considered to be a nontoxic substitute for tri-n-butylstannane in radical reactions. It forms complexes with transition metals and main group elements. Further, it is utilized in carbon-carbon bond forming reactions. Tris(trimethylsilyl)silane) is used in the synthesis of silated alkenes and alkynes. Also used in the preparation of fused quinolines.

Technology Process of Tris(trimethylsilyl)silane

There total 22 articles about Tris(trimethylsilyl)silane 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%

tris(trimethylsilyl)silyl potassium → tris-(trimethylsilyl)silane (1873-77-4)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; diethyl ether;

DOI:10.1002/(SICI)1099-0682(199802)1998:2<221::AID-EJIC221>3.0.CO;2-G

Reference yield: 90.3%

tetrakis(trimethylsilyl)silane (4098-98-0) → tris-(trimethylsilyl)silane (1873-77-4)

Guidance literature:

tetrakis(trimethylsilyl)silane; With potassium tert-butylate; In tetrahydrofuran; at 30 - 33 ℃; for 5h;

With acetic acid; In water; at 5 - 10 ℃; for 2h;

Reference yield:

tris(trimethylsilyl)silyl yttrium diiodide tris(tetrahydrofuran) → tris-(trimethylsilyl)silane (1873-77-4)

Guidance literature:

With water;

DOI:10.1016/j.ica.2014.04.030

upstream raw materials:

chlorotris(trimethylsilyl)silane

tris(trimethylsilyl)silyl bromide

Tris(trimethylsilyl)iodsilan

{(CH₃)3Si}3SiCHO

Downstream raw materials:

C₁₇H₄₂S₂Si₄

1--2-phenylethane

cyclohexane

3-cyclohexylpropionitrile

Refernces

Stereoselective construction of the azabicyclic core applicable to the biologically important polyguanidinium alkaloids batzelladine A and D using a free radical cyclization

10.1016/S0040-4039(01)01340-5

The research focuses on the stereoselective synthesis of the azabicyclic core structure found in batzelladine A and D, which are biologically important polyguanidinium alkaloids with potential anti-HIV properties. The researchers utilized free radical cyclization to achieve this synthesis, starting from alkyl bromide 13. Key reactants included 5-(hydroxymethyl)uracil derivatives, tris(trimethylsilyl)silane, and triethylborane, along with air, to produce azacycles with high diastereoselectivity. The study also involved the preparation of prerequisite alkyl bromides and acyl selenides, and the cyclization reactions were analyzed using techniques such as NMR and HPLC to determine the ratios of diastereoisomers and to confirm the stereochemistry of the synthesized compounds. The successful synthesis of the azabicyclic core and the understanding of its diastereoselective formation could have significant implications for the development of new therapeutic agents targeting HIV.

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