2,2'-Biquinoline-4,4-dicarboxylic acid disodium salt
[CAS# 979-88-4]

Identification

• Classification: Chemical reagent >> Organic reagent >> Azo, diazonium compound
• Name: 2,2'-Biquinoline-4,4-dicarboxylic acid disodium salt
• Synonyms: Bicinchoninic acid disodium salt
• Molecular Formula: C₂₀H₁₀N₂Na₂O₄
• Molecular Weight: 388.28
• CAS Registry Number: 979-88-4
• EC Number: 629-761-2
• SMILES: C1=CC=C2C(=C1)C(=CC(=N2)C3=NC4=CC=CC=C4C(=C3)C(=O)[O-])C(=O)[O-].[Na+].[Na+]

Properties

• Solubility: 10 mM (DMSO)

Safety Data

• Hazard Symbols: GHS07;GHS08 Danger
• Risk Statements: H315-H319-H334-H335-H336
• Safety Statements: P233-P260-P261-P264-P264+P265-P271-P280-P284-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P342+P316-P362+P364-P403-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Respiratory sensitization	Resp. Sens.	1	H334
Specific target organ toxicity - single exposure	STOT SE	3	H336

Discovery and Applications

2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt is a chemical compound with significant utility in various scientific and industrial applications. This compound, known for its robust coordination chemistry, plays a crucial role in areas such as catalysis, materials science, and photochemistry.

The discovery of 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt can be attributed to the exploration of quinoline derivatives in the early 20th century. Quinoline and its derivatives were initially studied for their potential in medicinal chemistry, particularly as antimalarial agents. However, researchers soon recognized the broader utility of these compounds in coordination chemistry due to their ability to form stable complexes with metal ions.

The chemical structure of 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt features two quinoline units connected by a carboxylate bridge, which provides multiple coordination sites. This structure enables the formation of strong chelates with various metal ions, making it a valuable ligand in catalysis. The ability to form stable metal-ligand complexes enhances the efficiency and selectivity of catalytic processes, which is essential in industrial applications such as the synthesis of fine chemicals and pharmaceuticals.

One of the prominent applications of 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt is in the field of materials science. The compound’s coordination properties facilitate the creation of metal-organic frameworks (MOFs) and coordination polymers. These materials are known for their high surface area, tunable porosity, and diverse functionality, making them ideal for gas storage, separation, and catalysis. The incorporation of 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt in MOFs enhances their stability and performance, broadening their applicability.

In photochemistry, 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt is used as a sensitizer and in the design of light-emitting materials. Its ability to coordinate with metal ions such as ruthenium and iridium allows the formation of complexes with desirable photophysical properties. These complexes are utilized in light-emitting diodes (LEDs), solar cells, and photocatalysis. The compound’s role in these applications is pivotal for developing efficient and sustainable light-harvesting and emitting technologies.

Furthermore, 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt is employed in analytical chemistry for the detection and quantification of metal ions. Its strong binding affinity and specificity for certain metals make it an excellent reagent for creating sensitive and selective sensors. These sensors are used in environmental monitoring, medical diagnostics, and industrial process control, highlighting the compound’s versatility.

Overall, 2,2'-Biquinoline-4,4'-dicarboxylic acid disodium salt is a multifaceted compound with extensive applications across various scientific disciplines. Its discovery and continued study have significantly impacted catalysis, materials science, photochemistry, and analytical chemistry, driving advancements in both research and industrial applications.

References

2006. Metal complexes with superoxide dismutase-like activity as candidates for anti-prion drug. Bioorganic & Medicinal Chemistry Letters, 16(23).
DOI: 10.1016/j.bmcl.2006.08.115