1,4,7-Trimethyl-1,4,7-triazacyclononane

1,4,7-Trimethyl-1,4,7-triazacyclononane
Names
	Preferred IUPAC name 1,4,7-Trimethyl-1,4,7-triazonane
	Other names Me3TACN; Trimethyltriazacyclononane; N,N′,N′′-Trimethyl-1,4,7-triazacyclononane;
Identifiers
CAS Number	96556-05-7;
3D model (JSmol)	Interactive image;
ChemSpider	476078;
ECHA InfoCard	100.119.348
EC Number	619-228-2;
PubChem CID	546957;
UNII	R7BZK76RTP ;
CompTox Dashboard (EPA)	DTXSID80338151 ;
	InChI InChI=1S/C9H21N3/c1-10-4-6-11(2)8-9-12(3)7-5-10/h4-9H2,1-3H3 Key: WLDGDTPNAKWAIR-UHFFFAOYSA-N;
	SMILES CN1CCN(CCN(CC1)C)C;
Properties
Chemical formula	C9H21N3
Molar mass	171.288 g·mol−1
Appearance	Colorless oil
Boiling point	207.8 °C (406.0 °F; 480.9 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314
Precautionary statements	P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,4,7-Trimethyl-1,4,7-triazacyclononane is the aza-crown ether with the formula (CH₂CH₂NCH₃)₃. This colorless liquid is the N-methylated derivative of triazacyclononane (TACN), a face-capping tridentate ligand that is popular in coordination chemistry.

Although TACN is known for forming 2:1 "sandwich" complexes with many metal ions, corresponding 2:1 complexes of Me₃TACN are only known for Ag⁺, Na⁺, and K⁺. This effect is mainly due to the greater bulk of Me₃TACN, which requires ions with a larger ionic radius to accommodate two ligands.

Several related derivatives have been prepared with diverse substituents on nitrogen.

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