1264748-06-2

Basic information

• Product Name: 6,6'-diformyl-3,3'-bipyridine
• Synonyms: 6,6'-diformyl-3,3'-bipyridine;[3,3′-bipyridine]-6,6′-dicarbaldehyde;5,5'-diformyl-2,2'-bipyridine
• CAS NO: 1264748-06-2
• Molecular Formula: C₁₂H₈N₂O₂
• Molecular Weight: 212.20412
• Mol File: 1264748-06-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 403.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.289±0.06 g/cm3(Predicted)
• PKA: 2.27±0.12(Predicted)
• CAS DataBase Reference: 6,6'-diformyl-3,3'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6'-diformyl-3,3'-bipyridine(1264748-06-2)
• EPA Substance Registry System: 6,6'-diformyl-3,3'-bipyridine(1264748-06-2)

Safety Data

• Hazardous Substances Data: 1264748-06-2(Hazardous Substances Data)

Usage

General Description

6,6'-diformyl-3,3'-bipyridine is a chemical compound with the molecular formula C14H8N2O2. It is a bipyridine derivative with two aldehyde groups on each pyridine ring. 6,6'-diformyl-3,3'-bipyridine is often used as a ligand in coordination chemistry, where it can form complexes with various metal ions. These complexes have been studied for their potential applications in catalysis, sensing, and as molecular building blocks for supramolecular materials. 6,6'-diformyl-3,3'-bipyridine has also been investigated for its potential use in organic electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Overall, this compound has drawn significant interest for its versatile applications in various fields of chemistry and materials science.

Upstream product

• 1429408-42-3 6,6'-di(1,3-dioxolan-2-yl)-3,3'-bipyridine 
• 884495-16-3 5-bromo-2-(1,3-dioxolane-2-yl)pyridine 
• 223463-13-6 2-iodo-5-bromopyridine 
• 1615250-90-2 6,6'-bis(dimethoxymethyl)-3,3'-bipyridine 
• 1150632-94-2 5-bromo-2-(dimethoxymethyl)pyridine 
• 31181-90-5 5-bromo-pyridine-2-carbaldehyde 
• 85484-42-0 6,6’-dimethyl-3,3’-bipyridine 

Relevant articles and documents

Cation- and anion-exchanges induce multiple distinct rearrangements within metallosupramolecular architectures

Different anionic templates act to give rise to four distinct Cd II-based architectures: a Cd2L3 helicate, a Cd8L12 distorted cuboid, a Cd10L15 pentagonal prism, and a Cd12L18 hexagonal prism, which respond to both anionic and cationic components. Interconversions between architectures are driven by the addition of anions that bind more strongly within a given product framework. The addition of FeII prompted metal exchange and transformation to a Fe4L6 tetrahedron or a Fe10L15 pentagonal prism, depending on the anionic templates present. The equilibrium between the Cd12L18 prism and the Cd2L3 triple helicate displayed concentration dependence, with higher concentrations favoring the prism. The Cd12L18 structure serves as an intermediate en route to a hexafluoroarsenate-templated Cd10L15 complex, whereby the structural features of the hexagonal prism preorganize the system to form the structurally related pentagonal prism. In addition to the interconversion pathways investigated, we also report the single-crystal X-ray structure of bifluoride encapsulated within a Cd10L15 complex and report solution state data for J-coupling through a CH··· F- hydrogen bond indicating the strength of these interactions in solution.

Boronate Ester-Capped Helicates

Triple-stranded helicates were obtained by metal-templated multicomponent reactions of bispyridyloxime ligands with arylboronic acids. The helicates feature two hexa-coordinated MII ions (M=Fe, Zn, or Mn), which are embedded in a macrobicyclic ligand framework, and two arylboronate ester capping groups. The latter can be used to introduce functional groups such as pyridines, aldehydes, nitriles, and carboxylic acids in apical position. The functionalized helicates have the potential to be used as nanoscale building blocks for more complex assemblies, as evidenced by the synthesis of a 3 nm-sized trianglimine.