Chlorodimethylsilane

Base Information

• Chemical Name: Chlorodimethylsilane
• CAS No.: 1066-35-9
• Molecular Formula: C2H7ClSi
• Molecular Weight: 94.6161
• Hs Code.: 29310095
• European Community (EC) Number: 213-912-0
• UN Number: 2924
• UNII: XR7E4F5838
• DSSTox Substance ID: DTXSID0027355
• Nikkaji Number: J505.744B
• Wikipedia: Chlorodimethylsilane
• Mol file: 1066-35-9.mol

Synonyms:Chlorodimethylsilane;1066-35-9;Dimethylchlorosilane;DMCS;Silane, chlorodimethyl-;chloro(dimethyl)silicon;Dimethyl chlorosilane;UNII-XR7E4F5838;XR7E4F5838;EINECS 213-912-0;EC 213-912-0;CD5470;MFCD00000495;chloro(dimethyl)silane;C2H7ClSi;dimethylchlorohydrosilane;dimethylhydrochlorosilane;Chlorodimethylsilyl radical;C2-H7-Cl-Si;Chlorodimethylsilane, 98%;CHLORODIMETHYLHYDROSILANE;DTXSID0027355;DIMETHYLHYDROSILYL CHLORIDE;QABCGOSYZHCPGN-UHFFFAOYSA-N;AKOS015901471;AKOS024256180;SID 4070.0;S06975;J-001615;J-520031

Chemical Property of Chlorodimethylsilane

Chemical Property:

• Appearance/Colour: Colorless clear liquid
• Vapor Pressure: 8.56 psi ( 20 °C)
• Melting Point: -111 °C(lit.)
• Refractive Index: n20/D 1.383(lit.)
• Boiling Point: 33.1 °C at 760 mmHg
• Flash Point: -28 °C
• PSA: 0.00000
• Density: 0.852 g/mL at 25 °C(lit.)
• LogP: 1.20860
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with organic solvents.
• Water Solubility.: reacts
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 92.9927294
• Heavy Atom Count: 4
• Complexity: 13.5
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

98%min ^*data from raw suppliers

Chlorodimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, C, F+
• Hazard Codes: F,C,F+
• Statements: 11-34-12-35-20-14/15
• Safety Statements: 16-26-36/37/39-45-9-43

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chlorosilanes
• Canonical SMILES: C[Si](C)Cl
• Uses: Chlorodimethylsilane is used to prepare vinyldimethylsilanols for palladium-catalyzed cross-coupling with aryl iodides. Chlorodimethylsilane in combination with a tertiary amine such as triethylamine is another useful reagent for the synthesis of hydrodimethylsilyl ethers, especially for large scale preparations.

Technology Process of Chlorodimethylsilane

There total 97 articles about Chlorodimethylsilane 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: 37.0%

Methyltrichlorosilane (75-79-6) + dimethylsilane (1111-74-6) → Dichloromethylsilane (75-54-7) + dimethylmonochlorosilane (1066-35-9) + chloro-methyl-silane (993-00-0) + dimethylsilicon dichloride (75-78-5,30107-43-8)

Guidance literature:

With tetra-n-butylphosphonium chloride; In diethylene glycol dimethyl ether; at 80 ℃; for 16h;

Reference yield: 19.0%

Methyltrichlorosilane (75-79-6) + dimethylsilane (1111-74-6) → Dichloromethylsilane (75-54-7) + dimethylmonochlorosilane (1066-35-9) + methylsilane (992-94-9) + chloro-methyl-silane (993-00-0) + dimethylsilicon dichloride (75-78-5,30107-43-8)

Guidance literature:

With tetra-n-butylphosphonium chloride; In diethylene glycol dimethyl ether; at 100 ℃; for 2h; Time;

Reference yield: 17.0%

Methyltrichlorosilane (75-79-6) + dimethylsilane (1111-74-6) → Dichloromethylsilane (75-54-7) + dimethylmonochlorosilane (1066-35-9) + chloro-methyl-silane (993-00-0)

Guidance literature:

With tetra-n-butylphosphonium chloride; In diethylene glycol dimethyl ether; at 80 ℃; for 2h;

upstream raw materials:

Dichloromethylsilane

methylmagnesium bromide

methane

dimethyl(ethoxy)silane

Downstream raw materials:

1,1,3,5,5-pentamethyltrisiloxane

Hexamethyl-1,3,5,7-tetrahydro-tetrasiloxan

Heptamethyl-1,3,5,7,9-pentahydro-pentasiloxan

1,1,3,5,7,9,11,11-octamethyl-hexasiloxane

Refernces

• 1、 Liu, Shaomian,Wang, Yingli,Zhu, Yongxia,Wang, Guangna,Zhang, Zailei,Che, Hongwei,Jia, Lihua,Su, Fabing. "Controllably oxidized copper flakes as multicomponent copper-based catalysts for the Rochow reaction". . p. 7826 - 7833. Retrieved 2014.
• 2、 Durin, Gabriel,Berthet, Jean-Claude,Nicolas, Emmanuel,Cantat, Thibault. "Unlocking the Catalytic Hydrogenolysis of Chlorosilanes into Hydrosilanes with Superbases". . p. 10855 - 10861. Retrieved 2021.
• 3、 Calas et al.. "". . p. 119. Retrieved 1978.
• 4、 Voronkov et al.. "". . . Retrieved 1974.
• 5、 Beppu, Teruo,Sakamoto, Kei,Nakajima, Yumiko,Matsumoto, Kazuhiro,Sato, Kazuhiko,Shimada, Shigeru. "Hydrosilane synthesis via catalytic hydrogenolysis of halosilanes using a metal-ligand bifunctional iridium catalyst". . p. 75 - 80. Retrieved 2018.
• 6、 Calas et al.. "-". . p. 371. Retrieved 1974.
• 7、 Emeleus,Onyszchuk. "-". . p. 604,606. Retrieved 1958.
• 8、 Magrini, Kimberly A.,Falconer, John L.,Koel, Bruce E.. "Direct Formation of (CH3)2HSiCl from Silicon and CH3Cl". . p. 5563 - 5568. Retrieved 1989.
• 9、 -. "PROCESS FOR THE STEPWISE SYNTHESIS OF SILAHYDROCARBONS". Page/Page column 54; 57. . Retrieved 2021/12/08.