Dipicolylamine

Dipicolylamine

Names
Other names Di-(2-picolyl)amine, DPA
Identifiers
CAS Number	1539-42-0
3D model (JSmol)	Interactive image
ChemSpider	66400
ECHA InfoCard	100.014.788
PubChem CID	73759
InChI InChI=1S/C12H13N3/c1-3-7-14-11(5-1)9-13-10-12-6-2-4-8-15-12/h1-8,13H,9-10H2 Key: KXZQYLBVMZGIKC-UHFFFAOYSA-N InChI=1/C12H13N3/c1-3-7-14-11(5-1)9-13-10-12-6-2-4-8-15-12/h1-8,13H,9-10H2 Key: KXZQYLBVMZGIKC-UHFFFAOYAP
SMILES c1ccnc(c1)CNCc2ccccn2
Properties
Chemical formula	C12H13N3
Molar mass	199.25
Appearance	yellow liquid
Density	1.107 g/cm3
Boiling point	139 to 141 °C at 1 mmHg
Solubility in water	low
Except where otherwise noted, data are 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 yellow liquid 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.

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. It is commonly used to bind to bacteria in purifying mixtures that require separation.