BIS(TRIMETHYLSILYL)CHLOROMETHANE

Base Information

• Chemical Name: BIS(TRIMETHYLSILYL)CHLOROMETHANE
• CAS No.: 5926-35-2
• Molecular Formula: C7H19ClSi2
• Molecular Weight: 194.852
• Mol file: 5926-35-2.mol

Synonyms:2,4-Disilapentane,3-chloro-2,2,4,4-tetramethyl- (6CI,7CI,8CI);Silane,(chloromethylene)bis[trimethyl- (9CI);Bis(trimethylsilyl)chloromethane;Bis(trimethylsilyl)methyl chloride;Chlorobis(trimethylsilyl)methane;

Chemical Property of BIS(TRIMETHYLSILYL)CHLOROMETHANE

Chemical Property:

• Vapor Pressure: 1.99E-17mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 167.3 °C at 760 mmHg
• Flash Point: 48.9 °C
• PSA: 0.00000
• Density: 0.857 g/cm³
• LogP: 3.76850
• Solubility.: soluble in common organic solvents (DMF, THF, Et2O, CH2Cl2).

Purity/Quality:

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

Chlorobis(trimethylsilyl)methane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Physical properties: bp 57–60°C(15 mmHg); flash point 48 °C; d 0.892 gmL?1 (25 °C).
• Uses: Silane, 1,1
  -(Chloromethylene)bis[1,1,1]- trimethyl- can be used as versatile C1 building block; broad application in Peterson olefination reactions; Grignard reagent participates readily in Kumada cross-coupling reactions with aryl and vinyl halides; useful in synthesis of methylenephosphine analogs and as sterically demanding ligand for a number of main group and transition metal complexes. Chlorobis(trimethylsilyl)methane can be used as a reagent for the preparation of: Para-bis(trimethylsilyl)ethylstyrene (PBTES) monomer, which is used to synthesize corresponding network polymer of styrene. Bis(trimethylsilyl)methyl magnesium chloride (Grignard reagent), which is used in the synthesis of bis(trimethylsilyl) allyl compounds by reacting with alkenyl bromide via the Kumada coupling reaction. N-[Bis(trimethylsilyl)methyl]heterocumulenes.

Technology Process of BIS(TRIMETHYLSILYL)CHLOROMETHANE

There total 5 articles about BIS(TRIMETHYLSILYL)CHLOROMETHANE 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: 17.0%

chloro-trimethyl-silane (75-77-4) + chloroform (67-66-3,8013-54-5) → bis(trimethylsilyl)methane (2117-28-4) + chlorobis(trimethylsilyl)methane (5926-35-2) + Tris(trimethylsilyl)methane (1068-69-5)

Guidance literature:

With lithium chloride; In various solvent(s); for 12.9167h; electroreduction, anode: Al, cathode: stainless steel;

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

Reference yield: 15.0%

chloro-trimethyl-silane (75-77-4) + chloroform (67-66-3,8013-54-5) → (dichloromethyl)trimethylsilane (5926-38-5) + chlorobis(trimethylsilyl)methane (5926-35-2) + bis(trimethylsilyl)dichloromethane (15951-41-4) + Tris(trimethylsilyl)methane (1068-69-5)

Guidance literature:

With magnesium chloride; In N,N-dimethyl-formamide; for 17.6667h; electroreduction, anode: Mg, cathode: CV;

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

Reference yield: 9.0%

tetrachloromethane (56-23-5) + chloro-trimethyl-silane (75-77-4) → (dichloromethyl)trimethylsilane (5926-38-5) + chlorobis(trimethylsilyl)methane (5926-35-2) + bis(trimethylsilyl)dichloromethane (15951-41-4) + chlorotris(trimethylsilyl)methane (27484-03-3)

Guidance literature:

With N,N,N,N-tetraethylammonium tetrafluoroborate; In N,N-dimethyl-formamide; for 17.0833h; Further byproducts given; electroreduction, anode: Mg, cathode: stainless steel;

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

upstream raw materials:

tetrachloromethane

chloro-trimethyl-silane

chloroform

(dichloromethyl)trimethylsilane

Downstream raw materials:

2-((bis(trimethylsilyl)methylsulfonyl)methyl)-5-(4-chlorophenyl)-1,3,4-oxadiazole

2-((bis(trimethylsilyl)methylsulfonyl)methyl)-5-(p-tolyl)-1,3,4-oxadiazole

2-((bis(trimethylsilyl)-methylsulfonyl)methyl)-5-phenyl-1,3,4-oxadiazole

2-((bis(trimethylsilyl)methylthio)methyl)-5-(p-tolyl)-1,3,4-oxadiazole

Refernces

• 1、 Pons, P.,Biran, C.,Bordeau, M.,Dunogues, J.. "Electrosynthese en chimie organosilicique: silylation selective de polychloromethanes". . p. 31 - 38. Retrieved 2007/10/02.