Description

Diethyl (4-([2,2′:6′,2”-terpyridin]-4′-yl)phenyl)phosphonate (CAS No. 194800-58-3) is a high-purity, organophosphorus compound with the molecular formula C₂₅H₂₄N₃O₃P. This terpyridine-derived phosphonate ester is a versatile building block for coordination chemistry and materials science applications. The compound features a central terpyridine moiety, known for its strong metal-chelating properties, coupled with a diethyl phosphonate group that enhances solubility and provides a handle for further functionalization. With a molecular weight of 445.45 g/mol, this product is supplied as a crystalline solid with >95% purity (HPLC). It is ideal for synthesizing metallo-supramolecular polymers, luminescent complexes, and as a precursor for photovoltaic materials. Store under inert atmosphere at 2-8°C to ensure long-term stability.

Properties

• CAS Number: 194800-58-3
• Complexity: 577
• IUPAC Name: 4-(4-diethoxyphosphorylphenyl)-2,6-bis(2-pyridyl)pyridine
• InChI: InChI=1S/C25H24N3O3P/c1-3-30-32(29,31-4-2)21-13-11-19(12-14-21)20-17-24(22-9-5-7-15-26-22)28-25(18-20)23-10-6-8-16-27-23/h5-18H,3-4H2,1-2H3
• InChI Key: OCYXKVPFAYADBT-UHFFFAOYSA-N
• Exact Mass: 445.15552863
• Molecular Formula: C25H24N3O3P
• Molecular Weight: 445.4
• SMILES: CCOP(=O)(C1=CC=C(C=C1)C2=CC(=NC(=C2)C3=CC=CC=N3)C4=CC=CC=N4)OCC
• Topological: 74.2
• Monoisotopic Mass: 445.15552863
• Synonyms: Diethyl (4-([2,2′:6′,2”-terpyridin]-4′-yl)phenyl)phosphonate, 194800-58-3, diethyl {4-[6-(pyridin-2-yl)-[2,2′-bipyridin]-4-yl]phenyl}phosphonate, DTXSID50857046, Diethyl [4-(2,2′:6′,2”-terpyridine-4′-yl)phenyl]phosphonate, Diethyl(4-([2,2′:6′,2”-terpyridin]-4′-yl)phenyl)phosphonate, Diethyl [4-([1~2~,2~2~:2~6~,3~2~-terpyridin]-2~4~-yl)phenyl]phosphonate

Application

This terpyridine-phosphonate hybrid is widely used in the development of advanced materials, particularly in the synthesis of luminescent metal complexes for OLED applications. It serves as a key ligand for constructing supramolecular architectures with transition metals like Ru(II), Fe(II), and Zn(II). Researchers also employ it in the fabrication of dye-sensitized solar cells (DSSCs) due to its electron-withdrawing phosphonate group that improves charge transport. The compound’s unique structure makes it valuable for creating molecular sensors and switchable materials responsive to metal ions.

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