7275-43-6

Basic information

• Product Name: 2,2'-DIPYRIDYL N,N'-DIOXIDE
• Synonyms: AKOS BBS-00002966;2,2'-DIPYRIDYL N,N'-DIOXIDE;2,2'-BIPYRIDINE 1,1'-DIOXIDE;[2,2']Bipyridinyl 1,1'-dioxide;2,2’-dipyridyldioxide;2,2'-Dipyridyl dioxide;2,2'-Bipyridyl-1,1'-dioxide;2,2'-Dipyridyl-N,N'-dioxide, 98 %
• CAS NO: 7275-43-6
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.18
• EINECS: 224-566-5
• Product Categories: Miscellaneous;Heterocyclic Compounds
• Mol File: 7275-43-6.mol
• Article Data: 42

Chemical Properties

• Melting Point: 296-298 °C(lit.)
• Boiling Point: 323.18°C (rough estimate)
• Appearance: Off-white to cream/Powder
• Density: 1.2577 (rough estimate)
• Refractive Index: 1.5910 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -1.34±0.10(Predicted)
• Water Solubility: Soluble in water
• CAS DataBase Reference: 2,2'-DIPYRIDYL N,N'-DIOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-DIPYRIDYL N,N'-DIOXIDE(7275-43-6)
• EPA Substance Registry System: 2,2'-DIPYRIDYL N,N'-DIOXIDE(7275-43-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: DW1770000
• Hazardous Substances Data: 7275-43-6(Hazardous Substances Data)

Usage

Description

2,2'-Dipyridyl N,N'-dioxide, also known as 2,2'-bipyridyl-N,N'-dioxide or bipyO2, is a chemical compound with complexation abilities as a ligand towards various metal ions, including zinc and lanthanides such as Eu3+, Tb3+, Gd3+, Sm3+, and Dy3+. It has been synthesized and characterized through elemental analysis and IR spectrum, and its electron density has been studied in a halogen-bonded complex with 1,4-diiodotetrafluorobenzene (F4dIb) at 90K using X-ray diffraction.

Uses

Used in Chemical Complexation:
2,2'-Dipyridyl N,N'-dioxide is used as a ligand for complexation with metal ions, particularly zinc and lanthanides, due to its ability to form stable complexes with these elements. This property makes it useful in various chemical applications, such as the synthesis of novel lanthanide complexes.
Used in X-ray Diffraction Studies:
The electron density of halogen-bonded complexes involving 2,2'-dipyridyl N,N'-dioxide, such as the one with 1,4-diiodotetrafluorobenzene (F4dIb), has been studied at 90K using X-ray diffraction. This application allows researchers to gain insights into the structural and electronic properties of these complexes, which can be valuable for understanding their behavior and potential uses in various fields.

InChI:InChI=1/C10H8N2O2/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1-8H

Upstream product

• 694-59-7 pyridine N-oxide 
• 366-18-7 [2,2]bipyridinyl 

Downstream Products

• 254450-33-4 4,4'-([2,2'-bipyridine]-4,4'-diyl)diphenol 
• 18511-72-3 4,4'-dinitro-2,2'-bipyridine 
• 51595-55-2 4,4'-dinitro-2,2'-bipyridyl-N,N'-dioxide 
• 96517-97-4 6,6'-bis-(bromomethyl)-2,2'-bipyridine 
• 4479-74-7 2,2'-bipyridine-6,6'-dicarboxylic acid 
• 74065-64-8 6,6'-di(chloromethyl)-2,2'-bipyridine 
• 74065-63-7 6,6′-bis(hydroxymethyl)-2,2′-bipyridine 
• 65739-40-4 6,6′-bis(ethoxycarbonyl)-2,2′-bipyridine 
• 85698-56-2 N⁴,N⁴,N^4',N^4'-tetramethyl-[2,2'-bipyridine]-4,4'-diamine 
• 1431134-62-1 C₃₃H₂₂N₆O₃S₂ 
• 1431134-61-0 C₂₇H₁₇N₅OS₂ 
• 1309659-71-9 C₂₂H₁₄N₄O₄ 
• 4411-83-0 2,2′-bipyridine-6,6′-dicarbonitrile 

Relevant articles and documents

Syntheses, crystal structure, and magnetic properties of a self-assembling dicopper(II) helicate with novel bipyridine ligand

Anovel double helical dicopper(II) complex was synthesized by reaction of a polydentate ligand L = 2,2'- bipyridyl-6,6'-bis(2-acetylpyrazinohydrazone) with copper(II) perchlorate in CH3CN. The self-assembling process was studied by UV-Vis spectrometric titration experiments which revealed the formation of dinuclear complexes [Cu2L2](ClO 4)4. The structure of dicopper double-helicate was confirmed by X-ray diffractometry. Each copper(II) center occupies a distorted octahedral environment. Variable-temperature magnetic measurements reveal weak antiferromagnetic interactions between Cu(II) ion centers with J = -0.63 cm -1.

Models of molecular photocatalysts for water oxidation: Strategies for conjugating the Ru(bda) fragment (bda = 2,2′-bipyridine-6,6′-dicarboxylate) to porphyrin photosensitizers

Model dyads, in which the Ru(bda) water oxidation catalyst (WOC) is connected to a porphyrin, were prepared following two different modular strategies: i) the direct linkage approach, in which porphyrins bearing peripheral pyridyl rings are bound to the {

The M?CPbA?NH3(G) system: A safe and scalable alternative for the manufacture of (substituted) pyridine and quinoline N?oxides?

An improved, safe, and scalable isolation process for (substituted) pyridine and quinoline N-oxides in quantitative yields along with high purities using the m-CPBA?NH3(g) system is described. The safety was assessed by reaction calorimetry and differential scanning calorimetry studies for possible hazards during the conversion and isolation steps. Careful interpretation of the data substantiated the safety and scalability. The process flow is simplified to meet the industrial requirements of safety, cost-effectiveness, and utility minimization. The reaction was safely demonstrated at a 2.5 kg scale.

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.].