azacyclononane

Azacyclononane, also known as homocyclononane or nine-membered azamacrocycle, is a cyclic organic compound with the chemical formula C8H17N. It is a saturated heterocyclic amine containing a nine-membered ring with one nitrogen atom. The ring structure is formed by eight carbon atoms and one nitrogen atom.

This compound is a colorless liquid with a characteristic amine odor. It is soluble in water and many organic solvents. Azacyclononane can be synthesized through various organic reactions, often involving the cyclization of appropriate linear precursors containing an amine functional group.

Due to the presence of the nitrogen atom with a lone pair of electrons, azacyclononane exhibits basic properties and can readily react with acids to form salts. It can also act as a ligand, coordinating with metal ions through its nitrogen atom. This chelating ability makes azacyclononane and its derivatives of interest in coordination chemistry, catalysis, and as building blocks for more complex molecular structures. Research has explored its use in areas such as the development of catalysts for organic transformations and in the study of host-guest chemistry.