Bis(trimethylsilyl)bromomethane

Base Information

• Chemical Name: Bis(trimethylsilyl)bromomethane
• CAS No.: 29955-12-2
• Molecular Formula: C7H19 Br Si2
• Molecular Weight: 239.303
• European Community (EC) Number: 678-198-9
• DSSTox Substance ID: DTXSID30471401
• Nikkaji Number: J651.090F
• Wikidata: Q82299903
• Mol file: 29955-12-2.mol

Synonyms:Bis(trimethylsilyl)bromomethane;29955-12-2;[bromo(trimethylsilyl)methyl]-trimethylsilane;Bis(trimethylsilyl)methyl Bromide;DTXSID30471401;MYXGYPFZVNSVCB-UHFFFAOYSA-N;(bromomethylene)bis(trimethylsilane);MFCD09038502;AKOS015839998;B2874;T70729

Chemical Property of Bis(trimethylsilyl)bromomethane

Chemical Property:

• Vapor Pressure: 0.948mmHg at 25°C
• Refractive Index: 1.433
• Boiling Point: 185.607°C at 760 mmHg
• Flash Point: 82.696°C
• PSA: 0.00000
• Density: 1.09
• LogP: 3.92460
• Storage Temp.: Refrigerator
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 238.02087
• Heavy Atom Count: 10
• Complexity: 95.8

Purity/Quality:

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

Bis(trimethylsilyl)bromomethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C([Si](C)(C)C)Br

Technology Process of Bis(trimethylsilyl)bromomethane

There total 6 articles about Bis(trimethylsilyl)bromomethane 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: 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: 85.0%

chloro-trimethyl-silane (75-77-4) + Bromoform (75-25-2) → bis(trimethylsilyl)methyl bromide (29955-12-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1016/0022-328X(84)85190-6

Reference yield:

dibromobis(trimethylsilyl)methane (29955-10-0) → bis(trimethylsilyl)methyl bromide (29955-12-2)

Guidance literature:

Multistep reaction; (i) nBuLi, hexane, THF, Et₂O, pentane, (MeO)2CH₂, (ii) aq. HCl, pentane;

DOI:10.1016/S0022-328X(00)84494-0

upstream raw materials:

chloro-trimethyl-silane

trimethyl-tribromomethyl-silane

(dibromomethyl)trimethylsilane

dibromobis(trimethylsilyl)methane

Downstream raw materials:

4-(bis(trimethylsilyl)methyl)-3-(4-chlorophenyl)isobenzofuran-1(3H)-one

tert-butyl 5-(bis(trimethylsilyl)methyl)-2-(2-(ethoxycarbonyl)allyl)benzoate

((4-(benzo[d][1,3]dioxol-5-yl)-3-fluorophenyl)methylene)bis(trimethylsilane)

((3-fluoro-4-(thiophen-2-yl)phenyl)methylene)bis(trimethylsilane)