2-Chloro-3,5-dinitropyridine

Base Information

• Chemical Name: 2-Chloro-3,5-dinitropyridine
• CAS No.: 2578-45-2
• Deprecated CAS: 1497480-04-2
• Molecular Formula: C5H2ClN3O4
• Molecular Weight: 203.542
• Hs Code.: 2933 39 99
• European Community (EC) Number: 219-937-3
• UNII: LPK39X4VRT
• DSSTox Substance ID: DTXSID7062532
• Nikkaji Number: J192.086C
• Wikidata: Q81990090
• Mol file: 2578-45-2.mol

Synonyms:2-Chloro-3,5-dinitropyridine;2578-45-2;Pyridine, 2-chloro-3,5-dinitro-;C5H2ClN3O4;EINECS 219-937-3;LPK39X4VRT;2-Chloro-3.5-dinitropyridine;2-chloro-3,5-dinitro-pyridine;MFCD00006233;UNII-LPK39X4VRT;2-Chloro3,5-dinitropyridine;SCHEMBL985995;3,5-dinitro-2-chloropyridine;C5-H2-Cl-N3-O4;DTXSID7062532;Pyridine, 2-chloro-3,5-dinitro;AMY18903;2-Chloro-3,5-dinitropyridine, 99%;AKOS005145637;AC-9243;CS-W015447;DS-2191;LS-131085;FT-0611715;EN300-172689;AC-907/25014030;W-202087

Chemical Property of 2-Chloro-3,5-dinitropyridine

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 0.000577mmHg at 25°C
• Melting Point: 63-65 °C(lit.)
• Refractive Index: 1.634
• Boiling Point: 320.9 °C at 760 mmHg
• PKA: -6.96±0.10(Predicted)
• Flash Point: 147.9 °C
• PSA: 104.53000
• Density: 1.72 g/cm³
• LogP: 2.59780
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 202.9733832
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-3,5-dinitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: T,Xi
• Statements: 25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NC(=C1[N+](=O)[O-])Cl)[N+](=O)[O-]
• Uses: 2-Chloro-3,5-dinitropyridine is used as efficient pie electron acceptor in the preparation of charge transfer complexes with aniline and its derivatives acting as donors.

Technology Process of 2-Chloro-3,5-dinitropyridine

There total 5 articles about 2-Chloro-3,5-dinitropyridine 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: 95.0%

1H-3,5-dinitropyridine-2-one (2980-33-8) → 2-chloro-3,5-dinitropyridine (2578-45-2)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 90 - 100 ℃; for 4h;

Reference yield: 63.9%

2-hydroxy-3,5-dinitropyridine (2980-33-8,222548-10-9) → 2-chloro-3,5-dinitropyridine (2578-45-2)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 100 ℃; for 4h; Cooling with ice;

DOI:10.1002/chem.201903643

Reference yield:

5-nitro-2-hydroxypyridine (5418-51-9) → 2-chloro-3,5-dinitropyridine (2578-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid

2: phosphoryl chloride; phosphorus (V)-chloride

With phosphorus pentachloride; nitric acid; trichlorophosphate;

upstream raw materials:

2-hydroxy-3,5-dinitropyridine

1H-3,5-dinitropyridine-2-one

5-nitro-2-hydroxypyridine

2-hydroxy-3-nitropyridine

Downstream raw materials:

2-[(3,5-dinitropyridin-2-yl)amino]phenol

N-(3,5-dinitro-2-pyridyl)piperidine

3-(4-methoxyphenyl)-1-(4-methylbenzoyloxy)-6-nitro-1H-pyrazolo<4,3-b>pyridine

4-(3,5-dinitro-2-pyridyl)-2-(4-methoxyphenyl)-2-(4-methylphenyl)-5(4H)-oxazolone

Refernces

• 1、 Rasheed, Khalid,Warkentin, James D.. "Thermal Decompositions of Dinitropyridyl and Dinitrothienyl Dithiocarbamates and t-Butyl Trithiocarbonates". . p. 1581 - 1585. Retrieved 2007/10/02.