3-(3-Nitrophenyl)pyridine

Base Information

• Chemical Name: 3-(3-Nitrophenyl)pyridine
• CAS No.: 4282-50-2
• Molecular Formula: C11H8N2O2
• Molecular Weight: 200.197
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20479436
• Nikkaji Number: J3.107.826A
• Wikidata: Q82313454
• Mol file: 4282-50-2.mol

Synonyms:3-(3-nitrophenyl)pyridine;4282-50-2;3-m-nitrophenylpyridine;3-(3-Pyridyl)nitrobenzene;3-(3-nitrophenyl)-pyridine;3-(3-pyridyl)-nitrobenzene;SCHEMBL2080546;DTXSID20479436;VNYZVWPHCFEYNE-UHFFFAOYSA-N;MFCD08543459;AKOS015900233;AS-9777;CS-0197227;FT-0736910;E75990;EN300-745542;A872810

Chemical Property of 3-(3-Nitrophenyl)pyridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 93-95 °C
• Boiling Point: 363.513°C at 760 mmHg
• PKA: 4.36±0.10(Predicted)
• Flash Point: 173.647°C
• PSA: 58.71000
• Density: 1.253g/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: 227

Purity/Quality:

97% ^*data from raw suppliers

3-(3-Nitrophenyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(3-Nitrophenyl)pyridine

There total 8 articles about 3-(3-Nitrophenyl)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: 90.0%

3-Bromopyridine (626-55-1,163928-56-1) + m-nitrobenzene boronic acid (13331-27-6) → 3-(3-nitrophenyl)pyridine (4282-50-2)

Guidance literature:

With potassium phosphate tribasic heptahydrate; C₁₈H₂₄N₃O₂Pd; In ethanol; water; at 60 ℃; for 4h;

DOI:10.1016/j.poly.2016.07.038

Reference yield: 81.0%

pyridin-3-ylamine (462-08-8) + o-benzenedisulfonimide (4482-01-3) + m-nitrobenzene boronic acid (13331-27-6) → 3-(3-nitrophenyl)pyridine (4282-50-2)

Guidance literature:

pyridin-3-ylamine; o-benzenedisulfonimide; With acetic acid; at 0 - 5 ℃; for 0.166667h; Inert atmosphere;

With isopentyl nitrite; for 0.166667h; Inert atmosphere;

m-nitrobenzene boronic acid; With bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); caesium carbonate; In tetrahydrofuran; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.08.018

Reference yield: 78.0%

m-iodonitrobenzene (645-00-1) + 3-pyridylboronic acid (1692-25-7) → 3-(3-nitrophenyl)pyridine (4282-50-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; for 16h; Heating / reflux;

upstream raw materials:

pyridine

3-nitrophenyldiazonium chloride

3-Bromopyridine

m-nitrobenzene boronic acid

Downstream raw materials:

3-(pyridin-3-yl)aniline