2980-33-8

Basic information

• Product Name: 2-HYDROXY-3,5-DINITROPYRIDINE
• Synonyms: 551945_ALDRICH;NSC 52198;NSC52198;Oprea1_319758;ST5409024;ZINC01683863;3,5-dinitro-2(1h)-pyridinon;3,5-DINITROPYRIDIN-2-OL
• CAS NO: 2980-33-8
• Molecular Formula: C₅H₃N₃O₅
• Molecular Weight: 185.09
• Product Categories: blocks;NitroCompounds;Pyridines;Pyridine;Heterocyclic Compounds;C5;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 2980-33-8.mol

Chemical Properties

• Melting Point: 175-179 °C(lit.)
• Boiling Point: 319.28°C (rough estimate)
• Flash Point: 195.159 °C
• Appearance: /
• Density: 1.8469 (rough estimate)
• Vapor Pressure: 2.82E-06mmHg at 25°C
• Refractive Index: 1.5900 (estimate)
• PKA: 4.41±0.10(Predicted)
• BRN: 196025
• CAS DataBase Reference: 2-HYDROXY-3,5-DINITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3,5-DINITROPYRIDINE(2980-33-8)
• EPA Substance Registry System: 2-HYDROXY-3,5-DINITROPYRIDINE(2980-33-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2811
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2980-33-8(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-HYDROXY-3,5-DINITROPYRIDINE is used as a key intermediate in the synthesis of complex chemical compounds. Its unique structure allows for the creation of a variety of derivatives with diverse applications.
Used in Propellant Industry:
2-HYDROXY-3,5-DINITROPYRIDINE is used as a catalyst in the solid propellant industry. Its lead salt specifically finds application in this field, enhancing the performance and efficiency of solid propellants.
Used in Coordination Chemistry:
In coordination chemistry, 2-HYDROXY-3,5-DINITROPYRIDINE is used as a ligand to form metal complexes. An example of its application is in the preparation of bis([μ]-3,5-dinitro-pyridin-2-olato)bis-[tetra-aqua-(3,5-dinitro-pyridin-2-olato)barium(II)], which demonstrates its utility in creating complex and stable metal complexes.

InChI:InChI=1/C6H4N2O5/c9-5-4(8(12)13)1-3(2-7-5)6(10)11/h1-2H,(H,7,9)(H,10,11)

Upstream product

• 2578-45-2 2-chloro-3,5-dinitropyridine 
• 25864-34-0 2-amino-3,5-dinitro-6-methylpyridine 
• 13472-80-5 2-hydroxy-3,5-diiodopyridine 
• 38082-90-5 3,5-dinitro-2-(phenylthio)pyridine 
• 192825-36-8 2-(4-Bromo-phenylsulfanyl)-3,5-dinitro-pyridine 
• 31793-28-9 3,5-Dinitro-2-pyridyl-p-chlorphenylsulfid 
• 142-08-5 2-hydroxypyridin 
• 1824-81-3 2-Amino-6-methylpyridine 
• 6635-31-0 6-hydroxy-5-nitronicotinic acid 
• 7697-37-2 nitric acid 
• 5418-51-9 5-nitro-2-pyridone 
• 6332-56-5 2-hydroxy-3-nitropyridine 
• 5418-51-9 5-nitro-2-hydroxypyridine 
• 142-08-5 2-Pyridone 

Downstream Products

• 141421-13-8 2,5-diphenyloxazolo[ 5,4-b]pyridine 
• 52334-78-8 3-benzoylamino-5-nitro-1H-pyridin-2-one 
• 945531-91-9 5-nitro-2-phenyloxazolo[5,4-b]pyridine 
• 5667-38-9 3-amino-5-nitro-1H-pyridin-2-one 
• 2578-45-2 2-chloro-3,5-dinitropyridine 
• 2075-46-9 4-nitro-1H-pyrazole 
• 497-18-7 carbonodihydrazide 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 
• 5632-81-5 3,5-diamino-2-chloropyridine 
• 4318-78-9 3,5-diaminopyridine 
• 570409-62-0 t-butyl 8,8-dimethyl-3-nitro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate 
• 16420-30-7 2-bromo-3,5-dinitro-pyridine 

Relevant articles and documents

Solvent effect on the alkaline hydrolysis of 2-thiophenyl-3,5- dinitropyridine

The kinetics of the alkaline hydrolysis of 2-thiophenyl-3,5-dinitropyridine were studied spectrophotometrically in different aquo-organic solvents such as methanol, ethanol, n-propyl alcohol, iso-propyl alcohol, t-butyl alcohol, acetonitrile, dimethyl sulfoxide, dioxane, and acetone at 30°C with various solvent compositions up to 80% (v/v) of organic components, An increase in the organic solvent percentage (v/v) has different effects on the reaction rate constants presumably due to hydrogen bond donor HBD and acceptor HBA of the medium and other solvatochromic parameters. Linear and nonlinear plots of log k against the reciprocal of the dielectric constant of the solvent were obtained. The effects are too complex to be analyzed in terms of a single parameter, but an approach using the Kamlet-Taft solvatochromic parameters is applied successfullylo six mixed aquo-organic solvent systems.

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.

Amino- and hydroxymethylation of hydride adducts of 2-hydroxy-3,5- dinitropyridine

A series of 1,5-dinitro-3,3-diazabicyclo[3.3.1]nonan-2-one derivatives has been synthesized by Mannich condensation of the hydride adduct of 2-hydroxy-3,5-dinitropyridine with formaldehyde and primary amines. The structure of the obtained compounds was proved by NMR spectroscopy.

Kinetics of the alkaline hydrolysis of 2-thioaryl-3, 5-dinitropyridine derivatives in 50% v/v DMSO-water

The kinetics of the alkaline hydrolysis of substituted 2-thioaryl-3,5-dinitropyridine have been studied in 50% DMSO-water. The observed rate constants and the second order rate constants were calculated. The thermodynamic parameters for the unsubstituted compound reveals the activating power of the two nitro- and aza-groups.

Reactivity of heterocyclic compounds in nitration. 8. Nitration of 3-hydroxypyridine and its substituted forms

Nitration of 3-hydroxypyridine and its substituted forms has been studied under various conditions. It is shown that, depending on the reaction temperature and the nitrating agent, the end products of the synthesis can be 3-hydroxy-2,6-dinitropyridine or 3-hydroxy-2,4,6-trinitropyridine. The possibility of substitutional nitration of iodine derivatives of 2- and 3-hydroxypyridine is demonstrated. 1999 Kluwer Academic/Plenum Publishers.

Synthesis and Reactions of Dinitrated Amino and Diaminopyridines

Nitration of amino- and diaminopyridines and -picolines led, in unexpected one-step reactions, to dinitrated derivatives.Dinitropicolines gave styrylpiridines, and 2-amino-6-hydroxy-3,5-dinitropyridine was transformed by the thermolysis of its azido deriv

THE REACTIVITY OF SOME PRIMARY AMINES IN SN2Ar REACTIONS WITH 2-CHLORO-3,5-DINITROPYRIDINE

Rate constants for SN2Ar reactions of 2-chloro-3,5-dinitropyridine (1) with butylamine, glycine, glycylglycine and ethylenediamine monohydrochloride, in water at 1.0 mol dm-3 constant ionic strength and 25 deg C, have been determined.The Broensted β coefficient is 0.51.The reactivities of 1 and 2-chloro-1-methylpyridinium ion (2) with these primary amines were compared using a derived Edwards equation.One could infer that 2 tends to undergo more charge interaction than 1 because of the quaternary nitrogen of the pyridinium ring of 2.A coordination of the substrates, 1, 2 and 4-chloro-1-methylpyridinium ion (3) dependent on the degree of hardness and softness is presented.