Triazacyclononane

1,4,7-Triazacyclononane

Names
IUPAC name 1,4,7-Triazacyclononane
Identifiers
CAS Number	4730-54-5 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:37405 Y
ChemSpider	163681 Y
ECHA InfoCard	100.164.887
InChI InChI=1S/C6H15N3/c1-2-8-5-6-9-4-3-7-1/h7-9H,1-6H2 Y Key: ITWBWJFEJCHKSN-UHFFFAOYSA-N Y InChI=1/C6H15N3/c1-2-8-5-6-9-4-3-7-1/h7-9H,1-6H2 Key: ITWBWJFEJCHKSN-UHFFFAOYAS
SMILES C1CNCCNCCN1
Properties
Chemical formula	C6H15N3
Molar mass	129.2046 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

1,4,7-Triazacyclononane, known as "TACN" which is pronounced "tack-en," is a cyclic organic compound with the formula C₆H₁₂(NH)₃. TACN is derived, formally speaking, from cyclononane by replacing three equidistant CH₂ groups with NH groups. TACN is one of the oligomers derived from aziridine, C₂H₄NH. Other members of the series include piperazine, C₄H₈(NH)₂, and the cyclic tetramer 1,4,7,10-tetraazacyclododecane.

The ligand is prepared from diethylene triamine as follows by macrocyclization using ethyleneglycol ditosylate.

TACN is a popular tridentate ligand. It is threefold symmetric and binds to one face of an octahedron of metalloids and transition metals. The (TACN)M unit is kinetically inert, allowing further synthetic transformations on the other coordination sites.