3-Chloro-2-(trimethylsilyl)pyridine

Base Information

• Chemical Name: 3-Chloro-2-(trimethylsilyl)pyridine
• CAS No.: 79698-47-8
• Molecular Formula: C8H12 Cl N Si
• Molecular Weight: 185.728
• DSSTox Substance ID: DTXSID00457914
• Nikkaji Number: J2.151.873E
• Wikidata: Q82280973
• Mol file: 79698-47-8.mol

Synonyms:3-CHLORO-2-(TRIMETHYLSILYL)PYRIDINE;79698-47-8;(3-chloropyridin-2-yl)-trimethylsilane;3-Chloro-2-(trimethylsilyl)-pyridine;3-CHLORO-2-TRIMETHYLSILANYL-PYRIDINE;chloro-2-(trimethylsilyl)pyridine;DTXSID00457914;2-(Trimethylsilyl)-3-chloropyridine;AKOS006287177;AB43520;CS-0239314;EN300-209492;J-512174

Chemical Property of 3-Chloro-2-(trimethylsilyl)pyridine

Chemical Property:

• PSA: 12.89000
• LogP: 2.28020
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

3-chloro-2-(trimethylsilyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C1=C(C=CC=N1)Cl

Technology Process of 3-Chloro-2-(trimethylsilyl)pyridine

There total 3 articles about 3-Chloro-2-(trimethylsilyl)pyridine 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: 80.0%

3-Chloropyridine (626-60-8) + chloro-trimethyl-silane (75-77-4) → (3-chloro-2-pyridyl)trimethylsilane (79698-47-8)

Guidance literature:

3-Chloropyridine; With n-butyllithium; In hexane; at -60 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; at -60 - 20 ℃;

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

Reference yield: 60.0%

3-Chloropyridine (626-60-8) + n-butyllithium (109-72-8,29786-93-4) + chloro-trimethyl-silane (75-77-4) → butyl-2 chloro-3 pyridine (40273-59-4) + chloro-3-trimethylsilyl-4-pyridine (77332-78-6) + (3-chloro-2-pyridyl)trimethylsilane (79698-47-8)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In diethyl ether; at -60 ℃; Further Variations:; Reaction partners; Reagents; Solvents; Temperatures; Product distribution;

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

Reference yield:

3-Chloropyridine (626-60-8) + chloro-trimethyl-silane (75-77-4) → chloro-3-trimethylsilyl-4-pyridine (77332-78-6) + (3-chloro-2-pyridyl)trimethylsilane (79698-47-8)

Guidance literature:

With n-butyllithium; Product distribution; 1.) THF_. -60 deg C, 2.) THF, 1 h; var. lithium compounds, temp.;

DOI:10.1016/S0022-328X(00)85754-X

upstream raw materials:

3-Chloropyridine

chloro-trimethyl-silane

n-butyllithium

Downstream raw materials:

3-chloro-2-(4-methoxyphenyl)pyridine

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