49669-26-3

Basic information

• Product Name: 2,2'-BIPYRIDINE-6,6'-DICARBALDEHYDE
• Synonyms: 2,2'-BIPYRIDINE-6,6'-DICARBALDEHYDE;2,2'-BIPYRIDYL-6,6'-DICARBALDEHYDE;2,2'-bipyridine-6,6'-dicarboxaldehyde;6-(6-formylpyridin-2-yl)pyridine-2-carbaldehyde;6,6'-diformyl-2,2'-bipyridine;6,6'-diformyl-2,2'-bipyridyl
• CAS NO: 49669-26-3
• Molecular Formula: C₁₂H₈N₂O₂
• Molecular Weight: 212.2
• Mol File: 49669-26-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 236-237 °C
• Boiling Point: 392.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.289±0.06 g/cm3(Predicted)
• PKA: 2.83±0.10(Predicted)
• CAS DataBase Reference: 2,2'-BIPYRIDINE-6,6'-DICARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPYRIDINE-6,6'-DICARBALDEHYDE(49669-26-3)
• EPA Substance Registry System: 2,2'-BIPYRIDINE-6,6'-DICARBALDEHYDE(49669-26-3)

Safety Data

• Hazardous Substances Data: 49669-26-3(Hazardous Substances Data)

Usage

General Description

2,2'-bipyridine-6,6'-dicarbaldehyde, also known as bipyridine aldehyde, is a chemical compound derived from bipyridine and aldehyde. It is often used as a ligand in coordination chemistry and has been studied for its potential applications in various fields, including catalysis, luminescent materials, and molecular electronics. 2,2'-bipyridine-6,6'-dicarbaldehyde is known for its ability to form stable complexes with metal ions, making it useful for the synthesis of coordination polymers and metal-organic frameworks. Additionally, 2,2'-bipyridine-6,6'-dicarbaldehyde has been investigated for its potential biological activities, such as antitumor and antimicrobial properties. Overall, this compound exhibits interesting and diverse properties that make it a valuable building block in the field of chemical research and development.

Upstream product

• 49669-32-1 6,6'-di(1,3-dioxolan-2-yl)-2,2'-bipyridine 
• 4411-80-7 6,6'-dimethyl-2,2'-bipyridine 
• 49669-22-9 6,6'-Dibromo-2,2'-bipyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 96517-97-4 6,6'-bis-(bromomethyl)-2,2'-bipyridine 
• 74065-63-7 6,6′-bis(hydroxymethyl)-2,2′-bipyridine 
• 626-05-1 2,6-Dibromopyridine 
• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 34199-87-6 6-bromo-2-(1,3-dioxolan-2-yl)pyridine 
• 49669-25-2 6,6'-dilithio-2,2'-bipyridine 
• 142593-07-5 dimethyl 2,2'-bipyridine-6,6'-dicarboxylate 
• 4479-74-7 2,2'-bipyridine-6,6'-dicarboxylic acid 
• 5315-25-3 2-bromo-6-methylpyridine 
• 1824-81-3 2-Amino-6-methylpyridine 

Downstream Products

• 74065-63-7 6,6′-bis(hydroxymethyl)-2,2′-bipyridine 
• 1111635-90-5 6,6'-bis(aldimino)-2,2'-bipyridine (2,6-diisopropylanil) 
• 74065-64-8 6,6'-di(chloromethyl)-2,2'-bipyridine 

Relevant articles and documents

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Dynamic covalent self-sorting and kinetic switching processes in two cyclic orders: Macrocycles and macrobicyclic cages

Dynamic covalent component self-sorting processes have been investigated for constituents of different cyclic orders, macrocycles and macrobicyclic cages based on multiple reversible imine formation. The progressive assembly of the final structures from dialdehyde and polyamine components involved the generation of kinetic products and mixtures of intermediates which underwent component selection and self-correction to generate the final thermodynamic constituents. Importantly, constitutional dynamic networks (CDNs) of macrocycles and macrobicyclic cages were set up either from separately prepared constituents or by in situ assembly from their components. Over time, these CDNs underwent conversion from a kinetically trapped out-of-equilibrium distribution of constituents to the thermodynamically self-sorted one through component exchange in different dimensional orders.

Concentration-dependent chemo- and regioselective metalation of 6,6′-dibromo-2,2′-bipyridine

A reliable and synthetically useful strategy for the selective single or double metalation of 6,6′-dibromo-2,2′-bipyridine via lithium-halogen exchange is discussed. Experimental conditions for the optimal formylation of the singly and doubly lithiated intermediates are outlined as well as unequivocal X-ray crystallographic evidence for the regiochemistry of a competing deprotonation pathway. Georg Thieme Verlag Stuttgart.

2,2'-Bipyridyl 'Crown Ethers.' Synthesis and X-Ray Crystal Structure of a Cobalt(II) Complex

A newly-synthesized bipyridyl hexaethyleneglycol crown ether reacts with CoCl2 to form a pentacoordinate complex containing a novel CoII-O(ether) bond.

Oligomeric pyridine derivative and organic electroluminescence element using the same

Provided are: a novel oligomeric pyridine derivative which has high electron transport characteristics and high thermal stability as a dark red organic EL material; an electron transport material which is produced from the derivative, and an organic EL element which uses the derivative. Specifically disclosed is an oligomeric pyridine derivative represented by general formula (1). In general formula (1), X and Y represent a carbon atom or a nitrogen atom, and R1 to R6 each independently represent a hydrogen atom, an alkyl group, or a heteroaryl group represented by general formula (2). In general formula (2), each of R7-R10 independently represents a hydrogen atom, an alkyl group, a 2-pyridyl group, a 3-pyridyl group or a 4-pyridyl group.

A convenient alternative for the selective oxidation of alcohols by silica supported TEMPO using dioxygen as the final oxidant

Various primary and secondary alcohols were selectively oxidized to the corresponding aldehydes and ketones using silica supported TEMPO as a heterogeneous catalyst and nitrosonium tetrafluoroborate as a cocatalyst. No over-oxidation of aldehydes to acids, nitration processes or oxidation of double bonds was observed. The reported procedure is very convenient, and uses mild experimental conditions (room temperature and dioxygen as the terminal oxidant). Furthermore, the reactions proceeded cleanly and the isolation of the desired compounds required minimal work-up. A mechanistic pathway has been proposed, in which nitrogen oxides and oxoammonium ions act as an electron transfer double bridge.