3-Methoxy-4-trimethylsilylpyridine

Base Information

• Chemical Name: 3-Methoxy-4-trimethylsilylpyridine
• CAS No.: 118005-98-4
• Molecular Formula: C₉H₁₅NOSi
• Molecular Weight: 181.31
• DSSTox Substance ID: DTXSID201290486
• Mol file: 118005-98-4.mol

Synonyms:3-methoxy-4-trimethylsilylpyridine;118005-98-4;(3-methoxypyridin-4-yl)-trimethylsilane;3-Methoxy-4-(trimethylsilyl)pyridine;PYRIDINE,3-METHOXY-4-(TRIMETHYLSILYL)-;SCHEMBL3301013;DTXSID201290486;AKOS006284560;J-512767

Chemical Property of 3-Methoxy-4-trimethylsilylpyridine

Chemical Property:

• Boiling Point: 242.8 °C at 760 mmHg
• PKA: 4.63±0.10(Predicted)
• Flash Point: 100.7 °C
• PSA: 22.12000
• Density: 0.95 g/cm³
• LogP: 1.63540
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 181.092290636
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

3-METHOXY-4-(TRIMETHYLSILYL)PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CN=C1)[Si](C)(C)C

Technology Process of 3-Methoxy-4-trimethylsilylpyridine

There total 3 articles about 3-Methoxy-4-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: 53.0%

3-methoxypyridine (7295-76-3,1232006-42-6) + chloro-trimethyl-silane (75-77-4) → 3-methoxy-4-trimethylsilylpyridine (118005-98-4)

Guidance literature:

3-methoxypyridine; With trimethylsilylmethyllithium; In tetrahydrofuran; at -20 ℃; for 1h;

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

Reference yield: 42.0%

3-methoxypyridine (7295-76-3,1232006-42-6) + chloro-trimethyl-silane (75-77-4) → 3-metoxy-2-trimethylsilylpyridine (118005-97-3) + 3-methoxy-4-trimethylsilylpyridine (118005-98-4) + 3-Methoxy-2,4-bis-trimethylsilanyl-pyridine (118039-34-2)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -42 deg C, 1 h; 2.) THF, -42 deg C, 1 h;

DOI:10.1016/S0040-4039(00)80206-3

Reference yield:

3-Chloropyridine (626-60-8) → 3-methoxy-4-trimethylsilylpyridine (118005-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / dimethylsulfoxide / 4 h / 120 °C

2: 33 percent / 1.) lithium diisopropylamide / 1.) THF, -42 deg C, 1 h; 2.) THF, -42 deg C, 1 h

With lithium diisopropyl amide; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)80206-3

upstream raw materials:

3-methoxypyridine

chloro-trimethyl-silane

3-Chloropyridine