[2,2'-Bipyridine]-6,6'-dicarboxylic acid(CAS: 4479-74-7)

[2,2'-Bipyridine]-6,6'-dicarboxylic acid is a crystalline solid with a molecular weight of approximately 232.14 g/mol. It has a pKa of about 2.8 (carboxyl group) and 5.1 (another carboxyl group). The compound shows moderate solubility in water and is soluble in common organic solvents like ethanol and dichloromethane. It is known for its good reactivity towards transition metal ions and forms stable complexes with them.

[2,2'-Bipyridine]-6,6'-dicarboxylic acid can be synthesized by the condensation of 2,2'-bipyridine with carbon dioxide in the presence of a base. Commonly, this involves the reaction of 2,2'-bipyridine with carbon dioxide in the presence of a catalyst such as p-toluenesulfonic acid at a moderate temperature. The yield is typically high, and the product is isolated by filtration and recrystallization.

[2,2'-Bipyridine]-6,6'-dicarboxylic acid is widely used in various industries. It is an important building block in the synthesis of coordination compounds and plays a crucial role in the pharmaceutical, polymer, and sensor industries. Additionally, it is utilized in the semiconductor industry for specific applications in organic electronics and as a dopant in some materials.

When handling [2,2'-Bipyridine]-6,6'-dicarboxylic acid, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled by using absorbent materials and disposing of them according to local regulations. Always refer to the Safety Data Sheet (SDS) for up-to-date safety information and emergency procedures.