Description

[2,2′-Bipyridine]-5,5′-dicarbaldehyde (CAS No. 135822-72-9) is a high-purity bipyridine derivative featuring dual aldehyde functional groups at the 5 and 5′ positions of the bipyridine scaffold. With the molecular formula C₁₂H₈N₂O₂, this compound serves as a versatile building block in coordination chemistry, supramolecular assemblies, and organic synthesis. Its rigid bipyridine core and reactive aldehyde groups enable facile conjugation with amines, hydrazines, and other nucleophiles, making it ideal for constructing Schiff base ligands, metal-organic frameworks (MOFs), and covalent organic frameworks (COFs). This product is rigorously characterized by ¹H NMR, HPLC, and mass spectrometry to ensure ≥95% purity, meeting the stringent demands of researchers in materials science, catalysis, and photochemical applications. Packaged under inert gas to prevent oxidation, it is supplied as a crystalline solid with detailed technical data for seamless integration into advanced synthetic protocols.

Properties

• CAS Number: 135822-72-9
• Complexity: 231
• IUPAC Name: 6-(5-formyl-2-pyridyl)pyridine-3-carbaldehyde
• InChI: InChI=1S/C12H8N2O2/c15-7-9-1-3-11(13-5-9)12-4-2-10(8-16)6-14-12/h1-8H
• InChI Key: SUQGULAGAKSTIB-UHFFFAOYSA-N
• Exact Mass: 212.058577502
• Molecular Formula: C12H8N2O2
• Molecular Weight: 212.20
• SMILES: C1=CC(=NC=C1C=O)C2=NC=C(C=C2)C=O
• Topological: 59.9
• Monoisotopic Mass: 212.058577502
• Synonyms: 135822-72-9, [2,2′-bipyridine]-5,5′-dicarbaldehyde, 2,2′-BIPYRIDYL-5,5′-DIALDEHYDE, [2,2′-Bipyridine]-5,5′-dicarboxaldehyde, 6-(5-formylpyridin-2-yl)pyridine-3-carbaldehyde, MFCD03093215, 6-(5-formyl-2-pyridyl)pyridine-3-carbaldehyde, 2,2′-bipyridine-5,5′-dicarbaldehyde, YSWG029, SCHEMBL1356310, DTXSID60573967, BCP31014, LT0043, SBB059302, AKOS015914749, CS-W004565, AS-60344, FB151378, SY033371, DB-063099, ST51044366, [2,2′-Bipyridine]-5,5′-dicarboxaldehyde, 97%, 5,5 inverted exclamation mark -Diformyl-2,2 inverted exclamation mark -bipyridyl

Application

[2,2′-Bipyridine]-5,5′-dicarbaldehyde is widely employed as a key precursor for synthesizing chelating ligands in transition-metal catalysis, particularly for asymmetric reactions and photocatalytic systems. Its bifunctional aldehyde groups facilitate the design of luminescent probes and redox-active materials for optoelectronic devices. Researchers also utilize it to construct porous frameworks for gas storage or heterogeneous catalysis due to its planar geometry and metal-coordinating capability.

Safety and Hazards

GHS Hazard Statements

• H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.5%)

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