[3,3-Bipyridine]-6,6-dicarboxaldehyde

CAS Number 1264748-06-2

Carbaldehyde Monomers, Chemistry Building Blocks, COF Ligands, MOF Ligands, Porous Organic Frameworks

[3,3-Bipyridine]-6,6-dicarboxaldehyde MSDS

[3,3-Bipyridine]-6,6-dicarboxaldehyde CAS 1264748-06-2

Covalent organic frameworks (COFs) bipyridine ligands

for synthesising COFs and their metal complexes for host-guest interactions

Overview
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[3,3-Bipyridine]-6,6-dicarboxaldehyde (CAS number 1264748-06-2), also known under IUPAC name of 3,3'-bipyridine-6,6'-dicarbaldehyde, is a derivative of 3,3’-bipyridine functionalised with two aldehyde groups. [3,3-Bipyridine]-6,6-dicarboxaldehyde undergoes reactions with amines to synthesise Schiff bases. The formation of the imine on the meso-carbon and the imine in the pyridine ring can coordinate to metal centre constructing a stable 5-membered ring. A metal-organic polyhedra composed of Fe^II and the Schiff base ligand prepared from [3,3-bipyridine]-6,6-dicarboxaldehyde and aniline, exhibits selective anion binding to PF₆^- over CF₃SO₃^- and BF₄^-.

The metal-organic complexes from [3,3-bipyridine]-6,6-dicarboxaldehyde based COFs display a reversible binding affinity towards fluorescent dyes. This property enables the design of indicator-displacement assays.

Facile reactions

Aldehyde possesses excellent reactivity

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Aldehyde ligand for cross-linked COF networks

General Information

CAS Number	1264748-06-2
Chemical Formula	C₁₂H₈N₂O₂
Full Name	3,3'-Bipyridine-6,6'-dicarbaldehyde
Molecular Weight	212.20 g/mol
Synonyms	5-(6-formyl-3-pyridyl)pyridine-2-carbaldehyde
Classification / Family	Bipyridine ligands, Aldehydes, COFs, MOFs, Host-guest interactions

Chemical Structure

Product Details

Purity	98%
Melting Point	N/A
Appearance	Brown powder

MSDS Documentation

[3,3-Bipyridine]-6,6-dicarboxaldehyde MSDS Sheet

Literature and Reviews

Aqueous anion receptors through reduction of subcomponent self-assembled structures, J. Mosquera et al., Angew. Chem. Int. Ed., 53, 1556–1559 (2014); DOI: 10.1002/anie.201308117.
Selective anion binding by a "Chameleon" capsule with a dynamically reconfigurable exterior, Y. Hristova et al., Chem. Sci., 2, 638 (2011); DOI: 10.1039/c0sc00495b.
Dynamic imine chemistry in metal-organic polyhedra, H. Vardhan et al., RSC Adv., 5, 67011–67030 (2015); DOI: 10.1039/C5RA10801B.
A dynamic-covalent, luminescent metallopolymer that undergoes sol-to-gel transition on temperature rise, X. Hatten et al., J. Am. Chem. Soc., 133(9), 3158–3164 (2011); DOI: 10.1021/ja110575s.
Synthesis of contra-helical trefoil knots with mechanically tuneable spin-crossover properties, L. Wu et al., Nat. Synth., 2, 17–25 (2023); DOI: 10.1038/s44160-022-00173-7.

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