2,2'-ビピリジン

What is the use of 2,2'-bipyridine?

2,2'-bipyridine is primarily used as a versatile chelating ligand in coordination chemistry, forming stable complexes with transition metals like iron, ruthenium, and copper. Its applications span catalysis, electrochemical studies, and as a redox indicator in analytical chemistry. The compound serves as a key building block in supramolecular chemistry and molecular electronics. In biochemistry, it's utilized to probe metal-containing enzymes, while material scientists employ it in dye-sensitized solar cells and luminescent materials due to its unique photophysical properties when complexed with metals.

What is another name for 2,2'-bipyridine?

2,2'-bipyridine is systematically named as 2,2'-dipyridyl, reflecting its structure of two pyridine rings connected at their 2-positions. It's sometimes abbreviated as "bpy" in chemical literature, particularly when describing metal complexes. The compound may also be referred to as α,α'-dipyridyl in older publications, distinguishing it from other dipyridyl isomers. These names all describe the same heterocyclic organic compound with the molecular formula C10H8N2, which forms colorless crystals at room temperature.

What is the hazard of 2,2'-bipyridine?

2,2'-bipyridine poses moderate health hazards, including eye and skin irritation upon contact. Inhalation of dust may cause respiratory tract irritation, while ingestion can lead to gastrointestinal distress. The compound is harmful if swallowed and may cause long-term aquatic toxicity. Proper handling requires gloves, eye protection, and adequate ventilation. While not highly flammable, it decomposes when heated, releasing toxic fumes including nitrogen oxides. Its environmental persistence and potential bioaccumulation warrant careful disposal according to local regulations to prevent ecosystem contamination.

Is 2,2'-bipyridine bidentate?

Yes, 2,2'-bipyridine is a classic bidentate ligand, coordinating to metal centers through both nitrogen atoms simultaneously. This chelating action forms stable five-membered metallocyclic rings with transition metals. The nitrogen lone pairs are ideally positioned at a ~120° angle to create favorable coordination geometry. This bidentate nature enhances complex stability compared to monodentate pyridine ligands, making it valuable in homogeneous catalysis and materials science. The rigid bipyridine structure maintains the metal in a defined geometric environment, influencing the electronic properties of resulting complexes.