Description

Tetraethyl ([2,2′-bipyridine]-4,4′-diylbis(methylene))bis(phosphonate) (CAS: 176220-38-5) is a highly specialized organophosphorus compound with the molecular formula C₂₀H₃₀N₂O₆P₂. This bipyridine-derived phosphonate ester features dual diethylphosphorylmethyl groups at the 4 and 4′ positions, making it a valuable building block for coordination chemistry and materials science applications. The compound’s rigid bipyridine core combined with flexible phosphonate arms creates unique metal-binding properties, with potential applications in catalysis and supramolecular chemistry. Supplied as a high-purity solid (>95%), this product is ideal for researchers developing phosphonate-modified ligands for transition metal complexes or functionalized surfaces. Careful handling under inert atmosphere is recommended due to potential sensitivity to hydrolysis of the phosphonate ester groups.

Properties

• CAS Number: 176220-38-5
• Complexity: 524
• IUPAC Name: 4-(diethoxyphosphorylmethyl)-2-[4-(diethoxyphosphorylmethyl)-2-pyridyl]pyridine
• InChI: InChI=1S/C20H30N2O6P2/c1-5-25-29(23,26-6-2)15-17-9-11-21-19(13-17)20-14-18(10-12-22-20)16-30(24,27-7-3)28-8-4/h9-14H,5-8,15-16H2,1-4H3
• InChI Key: OQVYMXCRDHDTTH-UHFFFAOYSA-N
• Exact Mass: 456.15791068
• Molecular Formula: C20H30N2O6P2
• Molecular Weight: 456.4
• SMILES: CCOP(=O)(CC1=CC(=NC=C1)C2=NC=CC(=C2)CP(=O)(OCC)OCC)OCC
• Topological: 96.8
• Monoisotopic Mass: 456.15791068
• Synonyms: 176220-38-5, 4,4′-Bis(diethylmethylphosphonate)-2,2′-bipyridine, tetraethyl ([2,2′-bipyridine]-4,4′-diylbis(methylene))bis(phosphonate), 4-(diethoxyphosphorylmethyl)-2-[4-(diethoxyphosphorylmethyl)pyridin-2-yl]pyridine, Phosphonic acid, P,P’-[[2,2′-bipyridine]-4,4′-diylbis(methylene)]bis-, P,P,P’,P’-tetraethyl ester, 4,4/’-Bis(diethylmethylphosphonate)-2,2/’-bipyridine, diethyl ({4′-[(diethoxyphosphoryl)methyl]-[2,2′-bipyridin]-4-yl}methyl)phosphonate, Tetraethyl [[2,2′-bipyridine]-4,4′-diylbis(methylene)]bis(phosphonate), OQVYMXCRDHDTTH-UHFFFAOYSA-N, SCHEMBL4320036, DTXSID40677295, AKOS015899577, AC-8996, FB10300, [[2,2′-Bipyridine]-4,4′-diylbis(methylene)]bisphosphonic acid tetraethyl ester, DB-050439, CS-0203110, E10007, 4,4′-Bis(diethylMethylphosphote)-2,2′-bipyridine, 4,4′-bis(diethylphosphonomethyl)-2,2′-bipyridine, 4,4′-bis(diethyl methylphosphonate)-2,2′-bipyridine, Tetraethyl [2,2′-bipyridine]-4,4′-diylbis(methylene)diphosphonate, Tetraethyl 2,2′-bipyridine-4,4′-diylbis (methylene) diphosphonate, tetraethyl 2,2′-bipyridine-4,4′-diylbis(methylene)diphosphonate, tetraethyl([2,2′-bipyridine]-4,4′-diylbis(methylene))bis(phosphonate)

Application

This compound serves as a versatile precursor for synthesizing phosphonate-functionalized bipyridine ligands used in homogeneous catalysis systems. Researchers employ it to create metal-organic frameworks (MOFs) with enhanced stability due to the phosphonate anchoring groups. The molecule’s structure makes it particularly useful in designing luminescent complexes for optoelectronic applications. Additionally, it finds use in surface modification studies where the phosphonate groups enable strong binding to metal oxide substrates.

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