(4-Bromophenyl)trimethylsilane

Base Information

• Chemical Name: (4-Bromophenyl)trimethylsilane
• CAS No.: 6999-03-7
• Molecular Formula: C9H13BrSi
• Molecular Weight: 229.192
• Hs Code.: 2931900090
• European Community (EC) Number: 887-363-6
• DSSTox Substance ID: DTXSID90220250
• Nikkaji Number: J907.816I
• Wikidata: Q72513597
• Mol file: 6999-03-7.mol

Synonyms:(4-Bromophenyl)trimethylsilane;6999-03-7;1-Bromo-4-(trimethylsilyl)benzene;(4-bromophenyl)-trimethylsilane;1-bromo-4-trimethylsilylbenzene;Silane, (4-bromophenyl)trimethyl-;(4-bromo-phenyl)-trimethyl-silane;MFCD00094165;Silane,(4-bromophenyl)trimethyl-;p-bromotrimethylsilylbenzene;4-trimethylsilylphenylbromide;4-bromo-trimethylsilylbenzene;(p-bromophenyl)trimethylsilane;SCHEMBL570229;4-trimethylsilyl-1-bromobenzene;Bromo-4-(trimethylsilyl)benzene;1-Bromo-4-trimethylsilyl-benzene;DTXSID90220250;UKTSSJJZFVGTCG-UHFFFAOYSA-N;CS-D0587;1-bromo-4-(trimethylsilyl)-benzene;GEO-00557;AKOS015913494;1-Bromo-4-(trimethylsilyl)benzene, 97%;DS-16526;SY045941;B3357;FT-0636331;EN300-115485;InChI=1/C9H13BrSi/c1-11(2,3)9-6-4-8(10)5-7-9/h4-7H,1-3H

Chemical Property of (4-Bromophenyl)trimethylsilane

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0981mmHg at 25°C
• Melting Point: 95-96 °C
• Refractive Index: n20/D 1.529(lit.)
• Boiling Point: 230.7 °C at 760 mmHg
• Flash Point: 127.7 °C
• PSA: 0.00000
• Density: 1.21 g/cm³
• LogP: 2.99430
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 227.99699
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

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

1-Bromo-4-trimethylsilylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=CC=C(C=C1)Br

Technology Process of (4-Bromophenyl)trimethylsilane

There total 11 articles about (4-Bromophenyl)trimethylsilane 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: 100.0%

chloro-trimethyl-silane (75-77-4) + 1.4-dibromobenzene (106-37-6) → 1-bromo-4-(trimethylsilyl)benzene (6999-03-7)

Guidance literature:

1.4-dibromobenzene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 4h;

chloro-trimethyl-silane; In diethyl ether; hexane; at -78 - 20 ℃; for 2.16667h;

DOI:10.1021/ja034227g DOI:10.1246/bcsj.77.2071

Reference yield: 98.0%

chloro-trimethyl-silane (75-77-4) + 1,4-bromoiodobenzene (589-87-7) → 1-bromo-4-(trimethylsilyl)benzene (6999-03-7)

Guidance literature:

1,4-bromoiodobenzene; With tert.-butyl lithium; In hexane; pentane; at 0 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; Petroleum ether; at 20 ℃; Further stages.;

DOI:10.1021/jo991548v

Reference yield: 96.0%

trimethyl(4-(triethylgermyl)phenyl)silane → 1-bromo-4-(trimethylsilyl)benzene (6999-03-7)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/anie.202008372

upstream raw materials:

chloro-trimethyl-silane

(4-bromophenyl)magnesium bromide

1.4-dibromobenzene

(4-bromophenyl)trichlorosilane

Downstream raw materials:

1,4-bis-(trimethylsilyl)benzene

1-iodo-4-(trimethylsilyl)benzene

4-(trimethylsilyl)styrene

tris-(4-trimethylsilanyl-phenyl)-silane

Refernces

• 1、 Balakrishnan, Venkadesh,Murugesan, Vetrivelan,Chindan, Bincy,Rasappan, Ramesh. "Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage". supporting information. p. 1333 - 1338. Retrieved 2021/02/20.
• 2、 Beadle, Ryan,Cheng, Jiagao,Earley, Fergus G.,Li, Zhong,Maienfisch, Peter,Zhou, Cong. "Design, synthesis and acaricidal activities of Cyflumetofen analogues based on carbon-silicon isosteric replacement". . . Retrieved 2020/04/30.