2-Nitropyridine

Base Information

• Chemical Name: 2-Nitropyridine
• CAS No.: 15009-91-3
• Molecular Formula: C5H4N2O2
• Molecular Weight: 124.099
• Hs Code.: 2933399090
• European Community (EC) Number: 685-968-8
• NSC Number: 159025,129217
• DSSTox Substance ID: DTXSID00878766
• Nikkaji Number: J100.523E
• ChEMBL ID: CHEMBL3274304
• Mol file: 15009-91-3.mol

Synonyms:2-NITROPYRIDINE;15009-91-3;Pyridine, 2-nitro-;Pyridine, nitro-;Nitropyridine;2-nitro-pyridine;Pyridine, 2-nitro- (6CI, 7CI, 8CI, 9CI);NSC 159025;56778-64-4;nitro-pyridine;NSC159025;2-Nitropyridine, 97%;SCHEMBL33930;CHEMBL3274304;DTXSID00878766;MFCD00160414;NSC129217;Pyridine, 2-nitro- (8CI)(9CI);AKOS000431569;NSC-129217;NSC-159025;SB53797;AS-75694;FT-0702050;E85413;EN300-7547430;AE-842/30373015;Z361899950;InChI=1/C5H4N2O2/c8-7(9)5-3-1-2-4-6-5/h1-4

Chemical Property of 2-Nitropyridine

Chemical Property:

• Vapor Pressure: 0.0239mmHg at 25°C
• Melting Point: 69-73℃
• Refractive Index: 1.567
• Boiling Point: 257.1 °C at 760 mmHg
• PKA: -2.54±0.12(Predicted)
• Flash Point: 109.3 °C
• PSA: 58.71000
• Density: 1.313 g/cm³
• LogP: 1.51300
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 124.027277375
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2-Nitropyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 21-25-36/37/38
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Nitropyridine

There total 20 articles about 2-Nitropyridine 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: 83.0%

5-bromo2-nitropyridine (39856-50-3) → 2-nitropyridine (15009-91-3,1232169-16-2)

Guidance literature:

With copper; In N,N-dimethyl-formamide; for 4h; Heating;

Reference yield: 82.0%

2-aminopyridine (504-29-0) → 2-nitropyridine (15009-91-3,1232169-16-2)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; at 20 ℃;

DOI:10.1002/(SICI)1099-1344(199910)42:10<975::AID-JLCR256>3.0.CO;2-E

Reference yield: 76.0%

2-iodopyridine (5029-67-4) → 2-nitropyridine (15009-91-3,1232169-16-2)

Guidance literature:

With 1,10-Phenanthroline; iron(II) sulfate; potassium nitrate; In dimethyl sulfoxide; at 20 ℃; for 48h; UV-irradiation; Inert atmosphere;

DOI:10.1021/acscatal.1c02272

upstream raw materials:

pyridine N-oxide

2-aminopyridine

4-carboxy-2-nitropyridine N-oxide

5-bromo2-nitropyridine

Downstream raw materials:

N-(4-methoxyphenyl)pyridin-2-amine

1-(2-pyridine)-1H-1,2,3,4-tetrazole

2-aminopyridine

2-methyl-1H-indole

Refernces

• 1、 Agasti, Soumitra,Maiti, Siddhartha,Maity, Soham,Anniyappan,Talawar,Maiti, Debabrata. "Bismuth nitrate as a source of nitro radical in ipso-nitration of carboxylic acids". . p. 120 - 124. Retrieved 2019/05/22.
• 2、 Zhang, Fang,Zhang, Song,Duan, Xin-Fang. "Substitution of the nitro group with Grignard reagents: Facile arylation and alkenylation of pyridine N-oxides". supporting information. p. 5618 - 5620. Retrieved 2013/01/15.