(3-Bromophenyl)trimethylsilane

Base Information

• Chemical Name: (3-Bromophenyl)trimethylsilane
• CAS No.: 17878-47-6
• Molecular Formula: C9H13 Br Si
• Molecular Weight: 229.192
• Hs Code.: 2931900090
• European Community (EC) Number: 661-064-9
• DSSTox Substance ID: DTXSID70400174
• Nikkaji Number: J2.544.129J
• Wikidata: Q82203018
• Mol file: 17878-47-6.mol

Synonyms:(3-Bromophenyl)trimethylsilane;17878-47-6;1-Bromo-3-(trimethylsilyl)benzene;(3-bromophenyl)-trimethylsilane;1-BROMO-3-TRIMETHYLSILYLBENZENE;Silane, (3-bromophenyl)trimethyl-;1-Bromo-3-trimethylsilanyl-benzene;Benzene, 1-bromo-3-(trimethylsilyl)-;3-Bromophenyltrimethylsilane;3-Trimethylsilylbromobenzene;3-trimethylsilyl-bromobenzene;5-bromophenyl-trimethylsilane;SCHEMBL783254;DTXSID70400174;JXQZFRPARQBDKV-UHFFFAOYSA-N;MFCD00093882;AKOS015835403;1-Bromo-3-(trimethylsilyl)benzene, 97%;AS-62655;1-BROMO-3-(TRIMETHYLSILYL)-BENZENE;B3477;CS-0158141;EN300-706041;F20495

Chemical Property of (3-Bromophenyl)trimethylsilane

Chemical Property:

• Vapor Pressure: 0.0905mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 232.3°Cat760mmHg
• Flash Point: 129.2°C
• PSA: 0.00000
• Density: 1.21g/cm³
• LogP: 2.99430
• Storage Temp.: Inert atmosphere,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: 128

Purity/Quality:

98% ^*data from raw suppliers

1-Bromo-3-(trimethylsilyl)benzene ^*data from reagent suppliers

Safty Information:

• Statements: 53

MSDS Files:

Useful:

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

Technology Process of (3-Bromophenyl)trimethylsilane

There total 8 articles about (3-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: 99.0%

n-butyllithium (109-72-8,29786-93-4) + chloro-trimethyl-silane (75-77-4) + 1,3-dibromobenzene (108-36-1) → (3-bromophenyl)trimethylsilane (17878-47-6)

Guidance literature:

In water;

Reference yield: 96.0%

chloro-trimethyl-silane (75-77-4) + 1,3-dibromobenzene (108-36-1) → (3-bromophenyl)trimethylsilane (17878-47-6)

Guidance literature:

1,3-dibromobenzene; With n-butyllithium; In diethyl ether; hexane; at -54 ℃; for 1.06667h;

chloro-trimethyl-silane; In diethyl ether; hexane; at -54 - 20 ℃;

DOI:10.1021/jm060641q

Reference yield: 75.0%

3,5-dibromo-1-trimethylsilylbenzene (17878-23-8) → (3-bromophenyl)trimethylsilane (17878-47-6)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

DOI:10.1016/S0022-328X(00)99497-X

upstream raw materials:

1-Bromo-3-iodobenzene

1,3-dibromobenzene

chloro-trimethyl-silane

3,5-dibromo-1-trimethylsilylbenzene

Downstream raw materials:

3-(trimethylsilyl)benzaldehyde

2,2,2-Trifluoro-1-(3-trimethylsilylphenyl)-ethanone

3-(trimethylsilyl)phenylboronic acid

3-bromophenyl acetate

Refernces

• 1、 Harper, Matthew J.,Emmett, Edward J.,Bower, John F.,Russell, Christopher A.. "Oxidative 1,2-Difunctionalization of Ethylene via Gold-Catalyzed Oxyarylation". supporting information. p. 12386 - 12389. Retrieved 2017/09/22.
• 2、 Li, Jiayun,Xue, Mei,Bai, Ying,Peng, Jiajian,Xiao, Wenjun. "Effect of silylated triarylphosphine ligands on rhodium-catalyzed hydrosilylation". . p. 905 - 910. Retrieved 2016/10/18.