3-Nitro-2-vinylpyridine

Base Information

• Chemical Name: 3-Nitro-2-vinylpyridine
• CAS No.: 150281-83-7
• Molecular Formula: C7H6 N2 O2
• Molecular Weight: 150.137
• DSSTox Substance ID: DTXSID30473980
• Nikkaji Number: J908.977B
• Mol file: 150281-83-7.mol

Synonyms:3-Nitro-2-vinylpyridine;150281-83-7;2-ethenyl-3-nitropyridine;Pyridine, 2-ethenyl-3-nitro- (9CI);2-vinyl-3-nitropyridine;3-nitro-2-vinyl-pyridine;SCHEMBL1990900;DTXSID30473980;ANSJTRRYCNYUJD-UHFFFAOYSA-N;Pyridine,2-ethenyl-3-nitro-(9ci)

Chemical Property of 3-Nitro-2-vinylpyridine

Chemical Property:

• PSA: 58.71000
• LogP: 2.15600
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 150.042927438
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

95+% ^*data from raw suppliers

3-NITRO-2-VINYLPYRIDINE 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=C(C=CC=N1)[N+](=O)[O-]

Technology Process of 3-Nitro-2-vinylpyridine

There total 6 articles about 3-Nitro-2-vinylpyridine 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: 86.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) + tri-n-butyl(vinyl)tin (7486-35-3) → 2-ethenyl-3-nitropyridine (150281-83-7)

Guidance literature:

With triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 2h; Heating;

DOI:10.1016/S0040-4020(97)10298-8

Reference yield: 67.0%

tri-n-butyl(vinyl)tin (7486-35-3) → 2-ethenyl-3-nitropyridine (150281-83-7)

Guidance literature:

2-Chloro-3-nitropyridine; With tetrabutyl-ammonium chloride; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 20 ℃; for 0.5h;

tri-n-butyl(vinyl)tin; In acetonitrile; at 90 ℃; for 2h;

Reference yield: 64.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) + potassium vinyltrifluoroborate → 2-ethenyl-3-nitropyridine (150281-83-7)

Guidance literature:

With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; for 6h; Heating;

DOI:10.1021/ol0169729

upstream raw materials:

2-Chloro-3-nitropyridine

tri-n-butyl(vinyl)tin

tributyl(vinyl)tin

pinacol vinylboronate

Downstream raw materials:

3-nitropyridine-2-carboxaldehyde

N-(1-(2-(3-fluorophenyl)-1,5-naphthyridin-3-yl)ethyl)-9H-purin-6-amine

2-(3-fluorophenyl)-1,5-naphthyridine-3-carbonitrile

2-(3-fluorophenyl)-1,5-naphthyridine-3-carbaldehyde

Refernces

• 1、 -. "PYRIDAZINONES AND METHODS OF USE THEREOF". Page/Page column 522. . Retrieved 2019/04/11.
• 2、 Han, Xiaojun,Civiello, Rita L.,Mercer, Stephen E.,Macor, John E.,Dubowchik, Gene M.. "Syntheses of aza and fluorine-substituted 3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-ones". scheme or table. p. 386 - 388. Retrieved 2009/05/07.