Dipicolylamine

Dipicolylamine
Names
Other names
Di-(2-picolyl)amine, DPA
Identifiers
1539-42-0
Properties
C12H13N3
Molar mass 199.25
Appearance white solid
Density 1.107 g/cm3
Melting point 139-141 °C
low
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dipicolylamine is an organic compound with the formula HN(CH2C5H4N)2. It is a white solid that is soluble in polar organic solvents. The molecule is a secondary amine with two picolyl substituents. The compound is a common tridentate ligand in coordination chemistry.[1][2]

The compound can be prepared by many methods, alkylation of picolinylamine with picolinyl chloride, deamination of picolinylamine, and reductive amination of picolinyl amine and pyridine-2-carboxaldehyde.

Related compounds

References

  1. Sakamoto, Takashi; Ojida, Akio; Hamachi, Itaru"Molecular recognition, fluorescence sensing, and biological assay of phosphate anion derivatives using artificial Zn(II)-Dpa complexes" Chemical Communications 2009, pp.141-152. doi:10.1039/B812374H
  2. Huy Tien Ngo, Xuejian Liu, Katrina A. Jolliffe "Anion recognition and sensing with Zn(II)–dipicolylamine complexes" Chem. Soc. Rev., 2012,41, 4928-4965. doi:10.1039/C2CS35087D