4-Chloro-3-nitropyridine

Base Information

• Chemical Name: 4-Chloro-3-nitropyridine
• CAS No.: 13091-23-1
• Molecular Formula: C5H3ClN2O2
• Molecular Weight: 158.544
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID90370941
• Nikkaji Number: J1.074.889E
• Wikidata: Q72456035
• Mol file: 13091-23-1.mol

Synonyms:4-Chloro-3-nitropyridine;13091-23-1;4-Chloro-3-nitro-pyridine;Pyridine, 4-chloro-3-nitro-;3-nitro-4-chloropyridine;MFCD02683025;3-nitro-4-chloro-pyridine;4-chloro-3-nitro pyridine;4Chloro-3-nitropyridine;3-Nitro-4-Chloro pyridine;SCHEMBL56332;DTXSID90370941;4-Chloro-3-nitropyridine, 90%;4-Chloro-3-nitropyridine, tech.;BCP21737;BBL011066;STK802245;AKOS005206722;AC-3346;CS-W009015;GS-5061;PB27580;AM20050757;FT-0600903;EN300-35554;4-Chlor-3-nitro-pyridin;W-205331;Z359373116

Chemical Property of 4-Chloro-3-nitropyridine

Chemical Property:

• Appearance/Colour: Snuff color to brown powder
• Vapor Pressure: 0.0426mmHg at 25°C
• Melting Point: 32 °C
• Refractive Index: 1.587
• Boiling Point: 246.5 °C at 760 mmHg
• PKA: 0.56±0.10(Predicted)
• Flash Point: 102.9 °C
• PSA: 58.71000
• Density: 1.489 g/cm³
• LogP: 2.16640
• Storage Temp.: Keep Cold
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-41-22
• Safety Statements: 26-36/37/39-36/39-37/38-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1Cl)[N+](=O)[O-]
• Uses: 4-Chloro-3-nitropyridine (cas# 13091-23-1) is a compound useful in organic synthesis.

Technology Process of 4-Chloro-3-nitropyridine

There total 12 articles about 4-Chloro-3-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: 99.0%

4-hydroxy-3-nitropyridine (5435-54-1) → 4-chloro-3-nitropyridine (13091-23-1)

Guidance literature:

With trichlorophosphate; In toluene; at 110 ℃; for 16h;

DOI:10.1021/jm060873p

Reference yield: 91.0%

3-nitro-4(1H)-pyridinone (15590-90-6) → 4-chloro-3-nitropyridine (13091-23-1)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; for 3h; Heating;

DOI:10.1016/S0040-4039(97)10311-2

Reference yield:

pyridin-4-ol (626-64-2,157061-69-3) → 4-chloro-3-nitropyridine (13091-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / HNO₃; H₂SO₄ / 4 h / 80 °C

2: PCl₅ / 1,2-dichloro-ethane / Heating

With phosphorus pentachloride; sulfuric acid; nitric acid; In 1,2-dichloro-ethane;

DOI:10.1016/j.tet.2006.09.046

upstream raw materials:

nitro-(3-nitro-[4]pyridyl)-amine

4-hydroxy-3-nitropyridine

3-nitro-4(1H)-pyridinone

phosphorus pentachloride

Downstream raw materials:

4-methoxy-3-nitro-pyridine

4-ethoxy-3-nitropyridine

N-(3-nitropyridin-4-yl)cyclohexylamine

3-nitro-4-(phenylthio)pyridine

Refernces

• 1、 Li, Yu-Hao,Zhang, Yan,Legrand, Yves-Marie,Van Der Lee, Arie,Jiang, Ji-Jun,Chen, Cheng-Xia,Su, Cheng-Yong,Barboiu, Mihail. "Hydrophobic metallo-supramolecular Pd2L4 cages for zwitterionic guest encapsulation in organic solvents". . p. 15204 - 15207. Retrieved 2017.
• 2、 -. "METHOD FOR PREPARING HETEROCYCLIC DERIVATIVE COMPOUND, COMPOSITION CONTAINING SAME COMPOUND, AND HYDRATE OF SAME COMPOUND". Paragraph 0097. . Retrieved 2020/04/21.