2-Picolylamine 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 H₂NCH₂C₅H₄N. A colorless liquid, it is a common

bidentate ligand In coordination chemistry, a ligand is an ion or molecule (functional group) that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's electr ...

and a precursor to more complex multidentate ligands such as

tris(2-pyridylmethyl)amine Tris(2-pyridylmethyl)amine (abbreviated TPMA or TPA) is an organic compound with the formula (C5H4NCH2)3N. It is a tertiary amine with three picolyl substituents. It is a white solid that is soluble in polar organic solvents. It is a ligand in ...

. It is usually prepared by hydrogenation of 2-cyano

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 ...

. One such complex is Baratta's catalyst RuCl₂(PPh₃)₂(ampy) (ampy = 2-picolylamine) for

transfer hydrogenation In chemistry, transfer hydrogenation is a chemical reaction involving the addition of hydrogen to a compound from a source other than molecular . It is applied in laboratory and industrial organic synthesis to saturate organic compounds and redu ...

. Salts of the complex e(pyCH₂NH₂)₃sup>2+ exhibit

spin crossover Spin crossover (SCO) is a phenomenon that occurs in some metal complexes wherein the spin state of the complex changes due to an external stimulus. The stimuli can include temperature or pressure. Spin crossover is sometimes referred to as spin ...

behavior, whereby the complex switches from high to low spin configurations, depending on the temperature.

Safety

The oral in

quail Quail is a collective name for several genera of mid-sized birds generally placed in the order Galliformes. The collective noun for a group of quail is a flock, covey, or bevy. Old World quail are placed in the family Phasianidae, and New Wor ...

is low, being 750 mg/kg.

References

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