3-(2-Nitrophenyl)pyridine

Base Information

• Chemical Name: 3-(2-Nitrophenyl)pyridine
• CAS No.: 4253-80-9
• Molecular Formula: C11H8 N2 O2
• Molecular Weight: 200.197
• DSSTox Substance ID: DTXSID601318814
• Nikkaji Number: J2.025.331B
• Mol file: 4253-80-9.mol

Synonyms:3-(2-nitrophenyl)pyridine;4253-80-9;3-(2-Nitro-phenyl)-pyridine;beta-(o-nitrophenyl)pyridine;SCHEMBL3237419;ZPJOXBZQFCRKER-UHFFFAOYSA-N;DTXSID601318814;A849324

Chemical Property of 3-(2-Nitrophenyl)pyridine

Chemical Property:

• Vapor Pressure: 0.000102mmHg at 25°C
• Refractive Index: 1.611
• Boiling Point: 348.4°C at 760 mmHg
• PKA: 3.97±0.12(Predicted)
• Flash Point: 164.5°C
• PSA: 58.71000
• Density: 1.252g/cm³
• LogP: 3.18000
• 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:

99%min ^*data from raw suppliers

3-(2-Nitrophenyl)pyridine 95+% ^*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=CN=CC=C2)[N+](=O)[O-]

Technology Process of 3-(2-Nitrophenyl)pyridine

There total 18 articles about 3-(2-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: 98.0%

3-Bromopyridine (626-55-1,163928-56-1) + ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 3-(2-nitro-phenyl)-pyridine (4253-80-9)

Guidance literature:

ortho-nitrobenzoic acid; With potassium carbonate; In various solvent(s); at 120 ℃; for 0.5h;

3-Bromopyridine; With 1,10-Phenanthroline; copper(l) iodide; In various solvent(s); at 160 ℃; for 24h; Further stages.;

DOI:10.1021/ja068993+

Reference yield: 96.0%

3-Bromopyridine (626-55-1,163928-56-1) + potassium o-nitrobenzoate (15163-59-4) → 3-(2-nitro-phenyl)-pyridine (4253-80-9)

Guidance literature:

With palladium(II) acetylacetonate; N,N,N,N,-tetramethylethylenediamine; copper(I) bromide; In 1-methyl-pyrrolidin-2-one; at 170 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201201018

Reference yield: 94.0%

3-iodopyridine (1120-90-7) + 2-nitrophenyl bromide (577-19-5) → 3-(2-nitro-phenyl)-pyridine (4253-80-9)

Guidance literature:

With copper; bis-triphenylphosphine-palladium(II) chloride; In dimethyl sulfoxide; at 130 ℃; for 1h;

DOI:10.1016/S0040-4039(00)79172-6

upstream raw materials:

dinicotinoyl-peroxide

nitrobenzene

3-iodopyridine

2-nitrophenyl bromide

Downstream raw materials:

2-(pyridin-3-yl)phenylamine

α-carboline

Refernces

• 1、 Nozawa-Kumada, Kanako,Nakamura, Kosuke,Kurosu, Satoshi,Iwakawa, Yuki,Denneval, Charline,Shigeno, Masanori,Kondo, Yoshinori. "Tetramethylammonium fluoride tetrahydrate-mediated transition metal-free coupling of aryl iodides with unactivated arenes in air". . p. 1042 - 1045. Retrieved 2019/10/02.
• 2、 -. "COMPOUNDS AND METHODS FOR TREATING CANCERS". Paragraph 0124; 0125. . Retrieved 2014/10/04.