3-Chloro-5-nitropyridine

Base Information

• Chemical Name: 3-Chloro-5-nitropyridine
• CAS No.: 22353-33-9
• Molecular Formula: C5H3 Cl N2 O2
• Molecular Weight: 158.544
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID00376555
• Nikkaji Number: J1.053.381C
• Wikidata: Q72456049
• Mol file: 22353-33-9.mol

Synonyms:3-chloro-5-nitropyridine;22353-33-9;3-Chloro-5-nitro-pyridine;Pyridine, 3-chloro-5-nitro-;MFCD04114218;SCHEMBL826834;DTXSID00376555;MUTXEQVAHJCPSL-UHFFFAOYSA-N;AMY10772;BCP27252;AKOS006292658;AKOS025395570;CS-W003164;AC-23564;DS-10462;SY013592;FT-0646029;A816137;J-512287

Chemical Property of 3-Chloro-5-nitropyridine

Chemical Property:

• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 228.2°Cat760mmHg
• Flash Point: 91.8°C
• PSA: 58.71000
• Density: 1.489g/cm³
• LogP: 2.16640
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 157.9883050
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Chloro-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=C1Cl)[N+](=O)[O-]

Technology Process of 3-Chloro-5-nitropyridine

There total 4 articles about 3-Chloro-5-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: 76.0%

3-Chloropyridine (626-60-8) → 3-chloro-5-nitropyridine (22353-33-9)

Guidance literature:

3-Chloropyridine; With nitric acid; trifluoroacetic anhydride; for 10h;

With sodium disulfite; for 24h;

DOI:10.1039/b413285h

Reference yield: 62.0%

5-chloro-2-hydrazino-3-nitropyridine (22353-46-4) → 3-chloro-5-nitropyridine (22353-33-9)

Guidance literature:

With silver nitrate; In water; at 80 ℃;

DOI:10.1016/j.tet.2019.130659

Reference yield:

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (865186-94-3) → 3-chloro-5-nitropyridine (22353-33-9)

Guidance literature:

With copper diacetate; triethylamine; sodium nitrite; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1002/chem.201901633

upstream raw materials:

3-Chloropyridine

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

5-chloro-2-hydrazino-3-nitropyridine

2,5-dichloro-3-nitropyridine

Downstream raw materials:

3-(benzylsulfanyl)-5-chloropyridine

5-methylpyridin-3-amine

3-methyl-5-nitropyridine

Refernces

• 1、 Bastrakov, Maxim A.,Nikol'skiy, Vladislav V.,Starosotnikov, Alexey M.,Fedyanin, Ivan V.,Shevelev, Svyatoslav A.,Knyazev, Daniil A.. "Reactions of 3-R-5-nitropyridines with nucleophiles: Nucleophilic substitution vs conjugate addition". . . Retrieved 2019/11/11.
• 2、 Bakke, Jan M.,Ranes, Eli,Riha, Jaroslav,Svensen, Harald. "The synthesis of β-nitropyridine compounds". . p. 141 - 144. Retrieved 2007/10/03.