18511-72-3

Basic information

• Product Name: 4,4'-DINITRO-2,2'-BIPYRIDINE
• Synonyms: 4,4'-DINITRO-2,2'-BIPYRIDINE;2,2'-Bipyridine, 4,4'-dinitro- 4,4'-Dinitro[2,2'-bipyridine];2,2'-Bipyridine, 4,4'-dinitro-;4,4'-Dinitro-2,2'-bipyridyl;4-nitro-2-(4-nitropyridin-2-yl)pyridine
• CAS NO: 18511-72-3
• Molecular Formula: C₁₀H₆N₄O₄
• Molecular Weight: 246.18
• EINECS: 1312995-182-4
• Mol File: 18511-72-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 195-197℃ (ethanol )
• Boiling Point: 449.38 °C at 760 mmHg
• Flash Point: 225.577 °C
• Appearance: /
• Density: 1.493±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -0.32±0.30(Predicted)
• CAS DataBase Reference: 4,4'-DINITRO-2,2'-BIPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DINITRO-2,2'-BIPYRIDINE(18511-72-3)
• EPA Substance Registry System: 4,4'-DINITRO-2,2'-BIPYRIDINE(18511-72-3)

Safety Data

• Hazardous Substances Data: 18511-72-3(Hazardous Substances Data)

Usage

General Description

4,4'-DINITRO-2,2'-BIPYRIDINE is a chemical compound with the molecular formula C10H6N4O4. It is a yellow crystalline solid that is highly explosive and can be toxic if ingested or inhaled. 4,4'-DINITRO-2,2'-BIPYRIDINE is commonly used as a primary explosive in the manufacture of sensitive detonators and initiators. It is also used in the production of dyes and pharmaceuticals. Due to its explosive nature, 4,4'-DINITRO-2,2'-BIPYRIDINE should be handled with extreme caution and stored in a secure and controlled environment.

Upstream product

• 7275-43-6 [2,2']bipyridinyl 1,1'-dioxide 
• 366-18-7 [2,2]bipyridinyl 
• 14162-93-7 4-nitro-(2,2'-bipyridine) 
• 84175-05-3 4'-nitro-2,2'-bipyridine-N-oxide 
• 84175-12-2 4,4'-Dinitro-2,2'-bipyridyl N-Oxide 
• 51595-55-2 4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide 

Downstream Products

• 642932-90-9 trans-[(1,4-bis(diphenylphosphino)butane)(4,4'-dinitro-2,2'-bipyridine)dichlororuthenium(II)] 
• 1430851-31-2 [(4,4′-dinitro-2,2′-bipyridine)PtPh₂] 
• 366452-50-8 RuCl₂(PPh₃)2(4,4'-dinitro-2,2'-bipyridine) 

Relevant articles and documents

Electrochemistry and spectroscopy of substituted [Ru(phen)3]2+ and [Ru(bpy)3]2+ complexes

The metal-to-ligand charge transfer property of nitrogen-based ruthenium complexes earns it a central place in dye-sensitized solar cell and photo-catalytic H2O and CO2 reduction research and applications. Electronic and spectral tuning are conveniently done by altering substituents and ligands. Cyclic voltammograms and UV–visible spectra of a synthesized series of electronically altered phenanthroline and bipyridyl ruthenium complexes (ΔE°' > 1.4 V for RuII-III) were obtained and, amongst others, correlated with DFT computed HOMO energies and ionization potentials. A good linear relationship with R2 = 0.97 were found for the combined bipyridyl and phenanthrolinato ruthenium series, thereby providing a convenient computational tool for the theoretical prediction of associated redox potentials. TDDFT closely simulates spectral properties of these complexes, where λmax varies from 420 to 520 nm. The former wavelength is representative of the dione-phenanthroline and the latter of the dinitro-bipyridyl ruthenium complex.

The synthesis of diethyl 2-(2,2 ′ -bipyridin-4-ylmethylene)malonate and diethyl 3,3 ′ -(2,2 ′ -bipyridine-4,4 ′ -diyl)diacrylate

Abstract: The new acrylic acid derivatives diethyl 2-(2,2′-bipyridin-4-ylmethylene)malonate and diethyl 3,3′-(2,2′-bipyridine-4,4′-diyl)diacrylate which may be used for the introduction of metal coordination sites in polyacrylates were synthesized and characterized. Intermediates of the syntheses were prepared by improved synthetic protocols working under microwave conditions whenever it was advantageous for the resulting product in terms of reaction time and/or chemical yield. In addition, the crystal structure of one of the intermediates, 4,4′-dibromo-2,2′-bipyridine (6), is reported, in which molecules are arranged into infinite chains by C-H—Br interactions. Graphical Abstract: SYNOPSIS Synthesis and characterization of new 2,2’-bipyridine ligands with substituents related to acrylic acid esters are reported. These compounds offer the possibility to incorporate 2,2’-bipyridine ligands or coordination compounds derived from them into polyacrylate materials. [Figure not available: see fulltext.].

MONOSUBSTITUTED 2,2'-BIPYRIDINES

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