[(2-Bromophenyl)sulfanyl](trimethyl)silane

Base Information

• Chemical Name: [(2-Bromophenyl)sulfanyl](trimethyl)silane
• CAS No.: 84998-55-0
• Molecular Formula: C9H13BrSSi
• Molecular Weight: 261.258
• DSSTox Substance ID: DTXSID80517449
• Wikidata: Q82379476
• Mol file: 84998-55-0.mol

Synonyms:84998-55-0;[(2-Bromophenyl)sulfanyl](trimethyl)silane;SCHEMBL9305063;DTXSID80517449;PCUAXWMPHROFON-UHFFFAOYSA-N;o-bromo-S-(trimethylsilyl)benzenethiol

Chemical Property of [(2-Bromophenyl)sulfanyl](trimethyl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 259.96906
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)SC1=CC=CC=C1Br

Technology Process of [(2-Bromophenyl)sulfanyl](trimethyl)silane

There total 3 articles about [(2-Bromophenyl)sulfanyl](trimethyl)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: 81.6%

chloro-trimethyl-silane (75-77-4) + o-bromothiophenol (6320-02-1) → o-Bromphenyl-trimethylsilylthioether (84998-55-0)

Guidance literature:

o-bromothiophenol; With (trimethylsilyl)methylmagnesium chloride; In diethyl ether; at 0 ℃; for 0.25h; Inert atmosphere;

chloro-trimethyl-silane; In diethyl ether; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01862

Reference yield: 71.0%

o-bromothiophenol (6320-02-1) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → o-Bromphenyl-trimethylsilylthioether (84998-55-0)

Guidance literature:

at 100 ℃; for 8h; Sealed tube;

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + chloro-trimethyl-silane (75-77-4) + C10H14BrPS (84998-61-8) → diethyl-butyl-phosphine (50420-43-4) + o-Bromphenyl-trimethylsilylthioether (84998-55-0)

Guidance literature:

Multistep reaction; 1.) ether, from -70 deg C to 20 deg C;

DOI:10.1016/0022-328X(83)80214-9

upstream raw materials:

n-butyllithium

chloro-trimethyl-silane

C₁₀H₁₄BrPS

o-bromothiophenol

Downstream raw materials:

2-(Trimethylsilyl)benzenethiol