2,2′-Dipyridylamine is an

organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...

with the formula (C₅H₄N)₂NH. It consists of a pair of 2-pyridyl groups (C₅H₄N) linked to a

secondary amine In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such a ...

. The compound forms a range of

coordination complex A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many ...

es. Its conjugate base, 2,2′-dipyridylamide, forms

extended metal atom chains In organometallic chemistry, extended metal atom chains (EMACs) are molecules that consist of a Linear chain compound, linear chain of Metal–metal bond, directly bonded metal atoms, surrounded by organic ligands. These compounds represent the sm ...

Formation

2,2′-Dipyridylamine can be formed by heating

pyridine Pyridine is a basic heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom. It is a highly flammable, weakly alkaline, water-miscible liquid with a d ...

with

sodium amide Sodium amide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula . It is a salt composed of the sodium cation and the azanide anion. This solid, which is dangerously reactive toward water, is whit ...

. Alternatively,

2-aminopyridine 2-Aminopyridine is an organic compound with the formula H2NC5H4N. It is one of three isomeric aminopyridines. It is a colourless solid that is used in the production of the drugs piroxicam, sulfapyridine, tenoxicam, and tripelennamine. It is pr ...

can be heated with 2-chloropyridine over

barium oxide Barium oxide, also known as baria, is a white hygroscopic non-flammable compound with the formula BaO. It has a cubic structure and is used in cathode ray tubes, crown glass, and catalysts. It is harmful to human skin and if swallowed in large q ...

References

{{DEFAULTSORT:Dipyridylamine, 2,2'- Aminopyridines Chelating agents