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2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid
2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid

EN300-399251

Product class

Building Blocks

CAS number

6813-38-3

MW

244.20

Purity

95%

Stock Availability

US, UA

Lead time

1-5 days delivery time

Product Details
Shipping Details

Product Information

EN300-399251 is 2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid, a bipyridine ligand bearing two carboxylic acid groups. A carbon-carbon bond joins the pyridine rings at their 2-positions, placing the two nitrogen donors where they can chelate a single metal ion.

The acid groups occupy positions 4 and 4', para to the nitrogen in each ring. They provide additional sites for coordination or surface attachment, depending on their protonation state and the reaction conditions. Nitrogen chelation and carboxylate binding can therefore serve different functions within the same complex or material.

2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid Structure and Chemical Identifiers

The name [2,2'-Bipyridine]-4,4'-dicarboxylic acid explicitly identifies the bipyridine parent and the positions of its two acid groups. It describes the same compound as the substitutive name used in the page title.

  • Molecular formula: C12H8N2O4
  • Molecular weight: 244.21 g/mol
  • MDL number: MFCD00015430
  • SMILES: OC(=O)c1ccnc(c1)-c1cc(ccn1)C(O)=O
  • InChIKey: FXPLCAKVOYHAJA-UHFFFAOYSA-N

The 5,5'- and 6,6'-dicarboxylic acid isomers have the same molecular formula, so formula matching alone cannot establish the required substitution pattern. The structure should retain both the 2,2' connection between the rings and the 4,4' positions of the carboxyl groups.

The formula above represents the neutral diacid. In coordination chemistry, H2dcbpy commonly denotes this form, while dcbpy abbreviations should be interpreted according to the protonation state defined in the source.

Applications of 2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid

2,2'-Bipyridine-4,4'-dicarboxylic acid is used to prepare ruthenium sensitizers associated with dye-sensitized solar cells, including the N3/N719 family. The pyridine nitrogens bind ruthenium, while carboxyl-containing groups anchor the resulting dye to TiO2. The light-absorbing component is the metal complex, with the ligand contributing to both its coordination environment and surface attachment.

The ligand is also used to construct coordination polymers with different metal ions. In reported systems, its pyridine nitrogen and carboxylate donor sites support varied coordination modes and network architectures. Any catalytic activity in such materials is associated with the assembled metal-containing structures rather than with the free ligand.

The ligand has also been studied in the surface modification of CsPbBr3 perovskite nanocrystals. That work examined photoluminescence and stability after ligand treatment. This is a surface-engineering application, distinct from using the compound to build a molecular ruthenium sensitizer or an extended coordination network.

2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid Supply and Availability from EnamineStore

Use catalog reference EN300-399251 and CAS 6813-38-3 when enquiring about this compound at EnamineStore. Consult the current listing or contact EnamineStore to confirm purchasing options and supply terms.

Request the product specification and, where available, a batch-specific CoA to review identity and analytical results for the intended synthesis. Check whether the procedure requires the free acid, a salt or an ester derivative. Follow the current product SDS and supplier instructions for handling and storage.

Name:
2-(4-carboxypyridin-2-yl)pyridine-4-carboxylic acid
SMILES:
O=C(O)C1=CC=NC(=C1)C=2C=C(C=CN2)C(=O)O
CAS number:
6813-38-3
Product class:
Building Blocks
ACD number:
MFCD00015430
CLogP:
1.848
Class:
Lab Reagents, MedChem Highlights
Formula:
C12H8N2O4
Subclass:
-
MW:
244.20