5-Nitro-2-phenylpyridine

Base Information

• Chemical Name: 5-Nitro-2-phenylpyridine
• CAS No.: 89076-64-2
• Molecular Formula: C11H8N2O2
• Molecular Weight: 200.197
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00376530
• Nikkaji Number: J345.623D
• Wikidata: Q82165428
• Mol file: 89076-64-2.mol

Synonyms:5-nitro-2-phenylpyridine;89076-64-2;2-Phenyl-5-nitropyridine;5-nitro-2-phenyl-pyridine;Pyridine,5-nitro-2-phenyl-;(5-Nitropyridin-2-yl)benzene;SCHEMBL71038;DTXSID00376530;WJOAJTWVYTULDB-UHFFFAOYSA-N;MFCD04114193;AKOS005070371;SB55330;CS-0131936;FT-0680340;3Y-0717;A861317;J-517870

Chemical Property of 5-Nitro-2-phenylpyridine

Chemical Property:

• Melting Point: 116-118 °C
• Boiling Point: 344.1 °C at 760 mmHg
• Flash Point: 161.9 °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:

97% ^*data from raw suppliers

5-Nitro-2-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=NC=C(C=C2)[N+](=O)[O-]

Technology Process of 5-Nitro-2-phenylpyridine

There total 15 articles about 5-Nitro-2-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: 98.0%

2-bromo-5-nitropyridine (4487-59-6) + phenylboronic acid (98-80-6) → 3-nitro-6-phenylpyridine (89076-64-2)

Guidance literature:

With potassium phosphate tribasic heptahydrate; palladium diacetate; In ethylene glycol; at 80 ℃; for 0.333333h;

DOI:10.1002/ejoc.201000962

Reference yield: 96.8%

2-chloro-5-nitropyridine (4548-45-2) + phenylboronic acid (98-80-6) → 3-nitro-6-phenylpyridine (89076-64-2)

Guidance literature:

2-chloro-5-nitropyridine; phenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 20 ℃; for 0.333333h; Inert atmosphere;

With sodium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 6h; Inert atmosphere;

Reference yield: 90.0%

2-bromo-5-nitropyridine (4487-59-6) + triphenylbismuthane (603-33-8) → 3-nitro-6-phenylpyridine (89076-64-2)

Guidance literature:

With potassium acetate; palladium diacetate; triphenylphosphine; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201402455

upstream raw materials:

3,5-dinitro-1-methyl-2-pyridone

acetophenone

4-(1-phenylvinyl)morpholine

2-chloro-5-nitropyridine

Downstream raw materials:

N-(6-phenylpyridin-3-yl)-4-sulfamoylbenzamide

4-cyano-N-(6-phenylpyridin-3-yl)benzamide

2-(5-nitropyridine-2-yl)phenol

C₁₁H₈N₃⁽¹⁺⁾*Cl^(1-)