3-Nitro-4-phenylpyridine

Base Information

• Chemical Name: 3-Nitro-4-phenylpyridine
• CAS No.: 220952-00-1
• Molecular Formula: C11H8N2O2
• Molecular Weight: 200.197
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60376591
• Nikkaji Number: J1.053.383J
• Wikidata: Q82165480
• Mol file: 220952-00-1.mol

Synonyms:3-nitro-4-phenylpyridine;220952-00-1;SCHEMBL20189898;DTXSID60376591;MFCD04114257;DS-6405;CS-0156412;FT-0651016;EN300-171491;O11038;A815916;2-AMINO-EXO-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTANEHYDROCHLORIDE

Chemical Property of 3-Nitro-4-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.000451mmHg at 25°C
• Refractive Index: 1.611
• Boiling Point: 324.9 °C at 760 mmHg
• Flash Point: 150.3 °C
• PSA: 58.71000
• Density: 1.252 g/cm³
• LogP: 3.18000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.058577502
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

3-nitro-4-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C=NC=C2)[N+](=O)[O-]

Technology Process of 3-Nitro-4-phenylpyridine

There total 7 articles about 3-Nitro-4-phenylpyridine 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: 96.0%

4-chloro-3-nitropyridine (13091-23-1) + phenylboronic acid (98-80-6) → 4-phenyl-3-nitropyridine (220952-00-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; for 2h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201205085

Reference yield: 79.0%

trimethyl(phenyl)stannane (934-56-5) + 4-chloro-3-nitropyridine (13091-23-1) → 4-phenyl-3-nitropyridine (220952-00-1)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tris-(o-tolyl)phosphine; In 1,4-dioxane; at 90 ℃;

DOI:10.3987/com-98-8455

Reference yield: 75.0%

3-nitropyridine (2530-26-9) + bromobenzene (108-86-1,52753-63-6) → 3-nitro-2,4-diphenylpyridine (1335110-51-4) + 4-phenyl-3-nitropyridine (220952-00-1)

Guidance literature:

With palladium diacetate; caesium carbonate; trimethylpyruvic acid; silver carbonate; di(1-adamantyl)-N-butylphosphine hydroiodide; In toluene; at 120 ℃; for 22h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja206022p

upstream raw materials:

p-phenylpyridine

trimethyl(phenyl)stannane

4-chloro-3-nitropyridine

phenylboronic acid

Downstream raw materials:

3-amino-2-chloro-4-phenylpyridine

3-amino-4-phenyl-pyridine

Refernces

• 1、 -. "GSK-3 INHIBITORS". Page/Page column 84; 85. . Retrieved 2018/06/12.
• 2、 Guo, Pengfei,Joo, Jung Min,Rakshit, Souvik,Sames, Dalibor. "C-H arylation of pyridines: High regioselectivity as a consequence of the electronic character of C-H bonds and heteroarene ring". supporting information; experimental part. p. 16338 - 16341. Retrieved 2011/11/29.