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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.119.348
EC Number
  • 619-228-2
UNII
  • InChI=1S/C9H21N3/c1-10-4-6-11(2)8-9-12(3)7-5-10/h4-9H2,1-3H3
    Key: WLDGDTPNAKWAIR-UHFFFAOYSA-N
  • CN1CCN(CCN(CC1)C)C
Properties
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:
Danger
H314
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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