4-Chloro-2-trimethylsilylpyridine

Base Information

• Chemical Name: 4-Chloro-2-trimethylsilylpyridine
• CAS No.: 139585-50-5
• Molecular Formula: C8H12ClNSi
• Molecular Weight: 185.728
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60456882
• Nikkaji Number: J2.151.870K
• Wikidata: Q82279479
• Mol file: 139585-50-5.mol

Synonyms:4-Chloro-2-trimethylsilylpyridine;139585-50-5;4-chloro-2-(trimethylsilyl)pyridine;(4-chloropyridin-2-yl)-trimethylsilane;Pyridine, 4-chloro-2-(trimethylsilyl)-;DTXSID60456882;2-(Trimethylsilyl)-4-chloropyridine;MFCD09870063;AKOS006314521;CS-0316491;FT-0685430;J-514984

Chemical Property of 4-Chloro-2-trimethylsilylpyridine

Chemical Property:

• Vapor Pressure: 0.365mmHg at 25°C
• Boiling Point: 205.1oC at 760 mmHg
• Flash Point: 77.8oC
• PSA: 12.89000
• Density: 1.03g/cm3
• LogP: 2.28020
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 185.0427536
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2-trimethylsilylpyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Chloro-2-trimethylsilylpyridine

There total 2 articles about 4-Chloro-2-trimethylsilylpyridine 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%

4-Chloropyridine (626-61-9) + chloro-trimethyl-silane (75-77-4) → 4-chloro-2-trimethylsilylpyridine (139585-50-5)

Guidance literature:

4-Chloropyridine; With n-butyllithium; In hexane; at -78 ℃; for 1h;

chloro-trimethyl-silane; With hexachloroethane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

DOI:10.1002/1099-0690(200102)2001:3<603::AID-EJOC603>3.0.CO;2-2

Reference yield: 30.0%

chloro-trimethyl-silane (75-77-4) + 2-bromo-4-chloropyridine (22918-01-0) → 4-chloro-2-trimethylsilylpyridine (139585-50-5)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; at 70 ℃; for 1h;

Reference yield: 95.0%

4-fluoro-1-iodobenzene (352-34-1) + 4-chloro-2-trimethylsilylpyridine (139585-50-5) → 4-chloro-2-(4-fluorophenyl)pyridine

Guidance literature:

With copper(l) iodide; tetrabutyl ammonium fluoride; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/ol047482u

upstream raw materials:

chloro-trimethyl-silane

2-bromo-4-chloropyridine

4-Chloropyridine

Downstream raw materials:

4-Chloro-2-(phenyl-trimethylsilanyloxy-methyl)-pyridine

4-chloro-2-(2-thienyl)-pyridine

4,4'-dichloro-2,2'-bipyridine

4?chlorine?2,2′?dibipyridine