Tetramethylsilane

Base Information

• Chemical Name: Tetramethylsilane
• CAS No.: 75-76-3
• Molecular Formula: C4H12Si
• Molecular Weight: 88.2248
• Hs Code.: 2931 90 00
• European Community (EC) Number: 200-899-1
• NSC Number: 5210
• UN Number: 2749
• UNII: 41Y0RBG14Q
• DSSTox Substance ID: DTXSID9026423
• Nikkaji Number: J2.258.481B,J35.910F
• Wikipedia: Tetramethylsilane
• Wikidata: Q415329
• ChEMBL ID: CHEMBL68073
• Mol file: 75-76-3.mol

Synonyms:silane, tetramethyl-;tetramethylsilane;TMSCH2Li

Chemical Property of Tetramethylsilane

Chemical Property:

• Appearance/Colour: Colorless clear liquid
• Vapor Pressure: 11.66 psi ( 20 °C)
• Melting Point: -27 °C
• Refractive Index: 1.3585
• Boiling Point: 26.8 °C at 760 mmHg
• Flash Point: -27℃
• PSA: 0.00000
• Density: 0.677 g/cm³
• LogP: 1.95440
• Storage Temp.: 0-6°C
• Solubility.: 0.02g/l
• Water Solubility.: 0.02 G/L (25 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 88.070826917
• Heavy Atom Count: 5
• Complexity: 19.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

TMS ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+
• Hazard Codes: Xn,F+
• Statements: 12-48/20/22-40-38-22
• Safety Statements: 36-45-33-3/7-16-9-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C[Si](C)(C)C
• Uses: NMR reference standard. In semiconductor applications (chemical vapor deposition). Tetramethylsilane (TMS) is used as a chemical shift reference for proton, carbon-13, and silicon-29 analysis in organic solvents and is given 0 as its chemical shift position. Tetramethylsilane is used as a building block in organometallic chemistry. It acts as a by-product in the production of methyl chlorosilanes. Also, it serves as a precursor to silicon dioxide or silicon carbide. It is used as internal reference standard for the calibration of chemical sift for 1, 13 and 29 NMR spectroscopy. In addition, it is used as an aviation fuel.

Technology Process of Tetramethylsilane

There total 165 articles about Tetramethylsilane 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%

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3) (87640-52-6) + Triethoxysilane (998-30-1) → tetramethylsilane (75-76-3) + (η5-C5Me5)(PMe3)ruthenium{Si(OEt)3}2H + trimethylphosphane (594-09-2)

Guidance literature:

In inert atmosphere, heating of Ru-complex with HSi(OEt)3 (80°C, 12 h, closed vessel), briefly pumping to remove PMe3, continued heating (80°C, 6 h).; Evapn. in vac. gives a waxy solid, recrystn. (acetone), elem. anal.;

Reference yield: 82.0%

chloro(trimethylsilyl)methyl lithium (63830-85-3) + [diphenylmanganese] (20699-69-8) → biphenyl (92-52-4,1594-86-1) + tetramethylsilane (75-76-3) + benzyltrimethylsilane (770-09-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; mixing of MnPh2 with Li-salt in THF (molar ratio 1:2, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;

DOI:10.1021/ja00190a067

Reference yield: 80.9%

potassium hydride + tris{(trimethylsilyl)methyl}indium (69833-15-4) → tetramethylsilane (75-76-3) + K(1+)*In(CH2Si(CH3)3)3H(1-)=KIn(CH2Si(CH3)3)3H (87461-82-3) + hydrogen (1333-74-0)

Guidance literature:

In pentane; under N2, pentane added to KH, In-compd. (molar ratio 1:3) added, frozen to -196°C, evacuated, warmed to room temp., stirred for 3 d, opened; filtered, washed with pentane, solvent removed, benzene added, warmed to room temp., filtered, solvent removed by vac. distn.;

upstream raw materials:

chloro-trimethyl-silane

methylmagnesium bromide

tetraethoxy orthosilicate

diethyl ether

Downstream raw materials:

Trimethylmethoxysilane

1-sila-1,1-dimethylethylene

2,2-Dimethylbutane

3-methylpentane

Refernces

• 1、 Schumann,Mueller. "". . p. C1,C3. Retrieved 1979.
• 2、 Morello, Glenn R.,Zhong, Hongyu,Chirik, Paul J.,Hopmann, Kathrin H.. "Cobalt-catalysed alkene hydrogenation: A metallacycle can explain the hydroxyl activating effect and the diastereoselectivity". . p. 4977 - 4982. Retrieved 2018.
• 3、 Aston,Kennedy,Messerly. "-". . p. 2343. Retrieved 1941.
• 4、 Dolgoplosk, B. A.,Tinyakova, E. I.,Guzman, I. Sh.,Vollerstein, E. L.,Chigir, N. N.,et al.. "FORMATION OF ORGANOMETALLIC COMPOUNDS OF CARBENE AND CARBINE TYPES BY THE INTERACTION OF RLi WITH NEODYMIUM AND YTTRIUM CHLORIDES IN VARIOUS MEDIA". . p. 249 - 255. Retrieved 1980.
• 5、 Naganawa, Yuki,Guo, Haiqing,Sakamoto, Kei,Nakajima, Yumiko. "Nickel-Catalyzed Selective Cross-Coupling of Chlorosilanes with Organoaluminum Reagents". . p. 3756 - 3759. Retrieved 2019/09/12.