2578-45-2

Basic information

• Product Name: 2-CHLORO-3,5-DINITROPYRIDINE
• Synonyms: 2-CHLORO-3,5-DINITROPYRIDINE;AURORA KA-2999;2,Chloro3,5-DinitropyridineGr;Pyridine, 2-chloro-3,5-dinitro-;2-chloro-3,5-dinitro-pyridin;2-Chloro-3,5-dinitropyridine, 98+%;2-CHLORO-3,5-DINITROPYRIDINE extrapure AR;2-Chloro-3,5-dinitropyridine,99%
• CAS NO: 2578-45-2
• Molecular Formula: C₅H₂ClN₃O₄
• Molecular Weight: 203.54
• EINECS: 219-937-3
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Pyridine;Chloropyridines;Functional Materials;Halopyridines;Organic Nonlinear Optical Materials;NLO Chromophores and IntermediatesHeterocyclic Building Blocks;C5Photonic and Optical Materials;Halogenated Heterocycles;Heterocyclic Building Blocks;Non-Linear Optical (NLO) Materials;Pyridines
• Mol File: 2578-45-2.mol

Chemical Properties

• Melting Point: 63-65 °C(lit.)
• Boiling Point: 320.9 °C at 760 mmHg
• Flash Point: 147.9 °C
• Appearance: Light yellow/Crystalline Powder
• Density: 2.2523 (rough estimate)
• Vapor Pressure: 0.000577mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -6.96±0.10(Predicted)
• Water Solubility: Insoluble in water.
• Sensitive: Moisture Sensitive
• BRN: 196026
• CAS DataBase Reference: 2-CHLORO-3,5-DINITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3,5-DINITROPYRIDINE(2578-45-2)
• EPA Substance Registry System: 2-CHLORO-3,5-DINITROPYRIDINE(2578-45-2)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• RTECS: US6504750
• F: 10-21
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 2578-45-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
2-Chloro-3,5-dinitropyridine is used as an efficient π-electron acceptor for the preparation of charge transfer complexes with aniline and its derivatives acting as donors. This application is significant in the synthesis of various organic compounds and materials with specific electronic properties.
The provided materials do not mention any other specific applications or industries for 2-Chloro-3,5-dinitropyridine. However, based on its role as a π-electron acceptor, it can be inferred that it may have potential uses in other areas of the chemical industry, such as in the development of new materials, pharmaceuticals, or dyes. Further research and information would be required to confirm these potential applications.

Purification Methods

Dissolve it in CHCl3, shake it with saturated NaHCO3, dry (MgSO4), evaporate and apply to an Al2O3 column, elute with pet ether (b 60-80o), evaporate and recrystallise it from *C6H6 or pet ether. [Ochiai & Kaneko Chem Pharm Bull Jpn 8 28 1960, Plazek Recl Trav Chim, Pays-Bas 72 573 1953, Beilstein 20/5 V 458.]

InChI:InChI=1/C5H2ClN3O4/c6-5-4(9(12)13)1-3(2-7-5)8(10)11/h1-2H

Upstream product

• 6332-56-5 2-hydroxy-3-nitropyridine 
• 5418-51-9 5-nitro-2-hydroxypyridine 
• 2980-33-8 1H-3,5-dinitropyridine-2-one 
• 2980-33-8 2-hydroxy-3,5-dinitropyridine 

Downstream Products

• 67443-18-9 2-[(3,5-dinitropyridin-2-yl)amino]phenol 
• 192825-36-8 2-(4-Bromo-phenylsulfanyl)-3,5-dinitro-pyridine 
• 38082-90-5 3,5-dinitro-2-(phenylthio)pyridine 
• 31793-28-9 3,5-Dinitro-2-pyridyl-p-chlorphenylsulfid 
• 18617-40-8 2-Methoxy-3,5-dinitropyridine 
• 93897-18-8 2-(4'-acetylphenylamino)-3,5-dinitropyridine 
• 26820-49-5 (4-chloro-phenyl)-(3,5-dinitro-pyridin-2-yl)-amine 
• 91974-98-0 (3,5-dinitro-pyridin-2-yl)-p-tolyl-amine 
• 107620-86-0 2-[benzyl-(3,5-dinitro-[2]pyridyl)-amino]-phenol 
• 100382-80-7 (2-acetoxy-phenyl)-(3,5-dinitro-[2]pyridyl)-amine 

Relevant articles and documents

Fluorescence Properties and Exciplex Formation of Emissive Naphthyridine Derivatives: Application as Sensors for Amines

Water-soluble donor–acceptor-type fluorophore 15Nap-Cl having two trifluoromethyl groups and a Cl group on a 1,5-aminonaphthyridine framework was prepared. Fluorophore 15Nap-Cl showed strong solvatochromic fluorescence, and, as the solvent polarity increased, a bathochromic shift was observed accompanied by an increase in the fluorescence quantum yield. In addition, in the presence of amines such as ethylamine, diethylamine, and aniline, further considerable bathochromic shifts in the fluorescence were observed. Density functional calculations identified the source of the fluorescence behavior as exciplex formation between 15-Nap-Cl and the corresponding amine. The fluorescence behavior was exploited to fabricate a sensor that can identify various primary, secondary, and tertiary amines.

Thermal Decompositions of Dinitropyridyl and Dinitrothienyl Dithiocarbamates and t-Butyl Trithiocarbonates

The title compounds on heating cyclized to yield 7-nitro-1,3-dithiolopyridin-2-one (III), 6-nitro-1,3-dithiolopyridin-2-one (VIIa), 6-nitrothieno-1,3-dithiol-2-one (XIVa) and 6-nitrothieno-1,3-dithiole-2-thione (XIVb).

2,4-Diaryl[1,3,4H]thiadiazines fused to quinoxalines

Compounds are provided which have the formula: STR1 WHERE Ar1 and Ar2 are aromatic radicals and X and Y are 1 to 2 nitrogen atoms and conversely 3 to 2 carbon atoms which may have selected substitutes. Preferably, 2 adjacent carbon atoms (usually the 2 Y's) have a butadienyl or a substituted butadienyl attached thereto. The compounds are useful as dyes.