2-Methyl-6-(trimethylsilyl)pyridine

Base Information

• Chemical Name: 2-Methyl-6-(trimethylsilyl)pyridine
• CAS No.: 13737-10-5
• Molecular Formula: C9H15NSi
• Molecular Weight: 165.31
• DSSTox Substance ID: DTXSID50572328
• Wikidata: Q82460631
• Mol file: 13737-10-5.mol

Synonyms:2-methyl-6-(trimethylsilyl)pyridine;13737-10-5;trimethyl-(6-methylpyridin-2-yl)silane;SCHEMBL7031278;DTXSID50572328;J-510019

Chemical Property of 2-Methyl-6-(trimethylsilyl)pyridine

Chemical Property:

• Boiling Point: 181.8±20.0 °C(Predicted)
• PKA: 7.34±0.10(Predicted)
• PSA: 12.89000
• Density: 0.89±0.1 g/cm3(Predicted)
• LogP: 1.93520
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 165.097376017
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

97% ^*data from raw suppliers

2-Methyl-6-(trimethylsilyl)pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)[Si](C)(C)C

Technology Process of 2-Methyl-6-(trimethylsilyl)pyridine

There total 2 articles about 2-Methyl-6-(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: 24.0%

2-bromo-6-methylpyridine (5315-25-3) + chloro-trimethyl-silane (75-77-4) → 2-methyl-6-(trimethylsilyl)-pyridine (13737-10-5)

Guidance literature:

2-bromo-6-methylpyridine; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

chloro-trimethyl-silane; In diethyl ether; hexane; at -78 - 20 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201505092

Reference yield:

→ 2-methyl-6-(trimethylsilyl)-pyridine (13737-10-5)

Guidance literature:

2-Brom-6-methyl-pyridin, Trimethylchlorsilan, Butyl-Li;

DOI:10.1016/S0022-328X(00)88861-0

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2-methyl-6-(trimethylsilyl)-pyridine (13737-10-5) + methyl iodide (74-88-4) → 6-methylpicolinic acid methyl ester (13602-11-4)

Guidance literature:

With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran-d8; at 20 ℃; for 18h; under 750.075 Torr; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201505092

upstream raw materials:

2-bromo-6-methylpyridine

chloro-trimethyl-silane

Downstream raw materials:

C₅H₃N(Si(CH₃)3)CHCCH₃NHC₆H₃(CH(CH₃)2)2

6-methylpicolinic acid methyl ester

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