3-Fluoro-4-(trimethylsilyl)pyridine

Base Information

• Chemical Name: 3-Fluoro-4-(trimethylsilyl)pyridine
• CAS No.: 77332-77-5
• Molecular Formula: C₈H₁₂FNSi
• Molecular Weight: 169.274
• DSSTox Substance ID: DTXSID101293982
• Mol file: 77332-77-5.mol

Synonyms:3-Fluoro-4-(trimethylsilyl)pyridine;77332-77-5;Pyridine, 3-fluoro-4-(trimethylsilyl)-;(3-fluoropyridin-4-yl)-trimethylsilane;DTXSID101293982;CDA33277;MFCD18803377;AT11641;CS-0195782

Chemical Property of 3-Fluoro-4-(trimethylsilyl)pyridine

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.07230408
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

3-Fluoro-4-(trimethylsilyl)pyridine 96% ^*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=NC=C1)F

Technology Process of 3-Fluoro-4-(trimethylsilyl)pyridine

There total 3 articles about 3-Fluoro-4-(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: 68.0%

3-Fluoropyridine (372-47-4) + chloro-trimethyl-silane (75-77-4) → 3-fluoro-4-(trimethylsilyl)pyridine (77332-77-5) + 3-fluoro-2-(trimethylsilyl)pyridine (87674-09-7)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; at -40 ℃; for 0.5h; Product distribution; other solvent, temperatures and reaction times, instead of TMEDA with DABCO, LDA and various excess of LDA;

DOI:10.1016/S0040-4020(01)91919-2

Reference yield:

3-Fluoropyridine (372-47-4) + chloro-trimethyl-silane (75-77-4) → 3-fluoro-4-(trimethylsilyl)pyridine (77332-77-5)

Guidance literature:

With n-butyllithium; diisopropylamine; Yield given. Multistep reaction; 1.) THF, hexane, -78 grad C, 30 min, 2.) THF, hexane, -78 grad C, then slowly allowed to warm to room temperature overnight.;

DOI:10.1016/S0040-4039(00)93671-2

Reference yield:

3-Fluoropyridine (372-47-4) + chloro-trimethyl-silane (75-77-4) → 3-fluoro-4-(trimethylsilyl)pyridine (77332-77-5) + 2,4-di-trimethylsilyl-3-fluoropyridine (87674-19-9)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1) LDA excess, THF, -75 deg C, 4 hr;

DOI:10.1016/S0040-4020(01)91919-2

upstream raw materials:

3-Fluoropyridine

chloro-trimethyl-silane

Downstream raw materials:

5-fluoropicolinic acid

6-chloro-5-fluoro-pyridine-2-carboxylic acid

6-chloro-5-fluoro-4-(trimethylsilyl)pyridine-2-carboxylic acid