3-(Trimethylsilyl)isonicotinonitrile

Base Information

• Chemical Name: 3-(Trimethylsilyl)isonicotinonitrile
• CAS No.: 17379-38-3
• Molecular Formula: C9H12 N2 Si
• Molecular Weight: 176.29048
• Hs Code.: 2933399090
• European Community (EC) Number: 678-831-9
• DSSTox Substance ID: DTXSID40479392
• Nikkaji Number: J2.121.236I
• Mol file: 17379-38-3.mol

Synonyms:17379-38-3;3-(Trimethylsilyl)isonicotinonitrile;3-(Trimethylsilyl)pyridine-4-carbonitrile;4-Cyano-3-(trimethylsilyl)pyridine;3-trimethylsilylpyridine-4-carbonitrile;4-Pyridinecarbonitrile, 3-(trimethylsilyl)-;DTXSID40479392;MFCD08729284;AKOS015891665;BS-2020;CS-0359650;FT-0645925;A811569

Chemical Property of 3-(Trimethylsilyl)isonicotinonitrile

Chemical Property:

• Vapor Pressure: 0.0143mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 257.7°Cat760mmHg
• Flash Point: 109.6°C
• PSA: 36.68000
• Density: 0.99g/cm³
• LogP: 1.49848
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.076974926
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

4-Cyano-3-(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=CN=C1)C#N

Technology Process of 3-(Trimethylsilyl)isonicotinonitrile

There total 5 articles about 3-(Trimethylsilyl)isonicotinonitrile 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: 66.0%

chloro-trimethyl-silane (75-77-4) + C15H21LiN3(1-)*Li(1+) → 3-(trimethylsilyl)isonicotinonitrile (17379-38-3) + 3,5-bis-trimethylsilanyl-isonicotinonitrile (827616-49-9)

Guidance literature:

In tetrahydrofuran; at -80 ℃; for 0.75h;

DOI:10.1016/j.tetlet.2004.11.021

Reference yield: 66.0%

pyridine-4-carbonitrile (100-48-1) + chloro-trimethyl-silane (75-77-4) → 3-(trimethylsilyl)isonicotinonitrile (17379-38-3) + 3,5-bis-trimethylsilanyl-isonicotinonitrile (827616-49-9)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -80 ℃; Further Variations:; Temperatures; Product distribution;

DOI:10.1016/j.tetlet.2004.11.021

Reference yield: 59.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 3-iodoisonicotinonitrile (10386-28-4) → 3-(trimethylsilyl)isonicotinonitrile (17379-38-3)

Guidance literature:

3-iodoisonicotinonitrile; With TurboGrignard; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; at 25 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02380

upstream raw materials:

pyridine-4-carbonitrile

chloro-trimethyl-silane

trimethylsilyl trifluoromethanesulfonate

3-iodoisonicotinonitrile

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