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

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1,4,7-Trimethyl-1,4,7-triazacyclononane
Names
Other names
  • Me3TACN
  • Trimethyltriazacyclononane
  • N,N′,N′′-Trimethyl-1,4,7-triazacyclononane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.119.348 Edit this at Wikidata
EC Number
  • 619-228-2
  • 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:
GHS05: CorrosiveGHS07: Exclamation mark
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).

1,4,7-Trimethyl-1,4,7-triazacyclononane is the heterocyclic compound with the formula (CH2CH2NCH3)3. This colorless liquid is the N-methylated derivative of triazacyclononane (TACN), a face-capping ligand that is popular in coordination chemistry. Unlike TACN, Me3TACN does not form 2:1 complexes owing to its greater bulk.[1]

Several related tridentate ligands have been prepared with diverse substituents on nitrogen.[2]

Generic octahedral metal complex of Me3TACN.

References

  1. ^ Weighardt, Karl (1988). "1,4,7-Triazacyclononane and N,N',N"-Trimethyl-1,4,7-triazacyclononane - Two Versatile Macrocycles for the Synthesis of Monomeric and Oligomeric Metal Complexes". Pure and Applied Chemistry. 60 (4): 509–16. doi:10.1351/pac198860040509.
  2. ^ "C2 -Symmetric 1,4-Diisopropyl-7-R -1,4,7-Triazacyclononanes". C2‐Symmetric 1,4‐Diisopropyl‐7‐R‐1,4,7‐Triazacyclononanes. Inorganic Syntheses. Vol. 32. 1998. pp. 75–81. doi:10.1002/9780470132630.ch12. ISBN 9780470132630. {{cite book}}: Cite uses deprecated parameter |authors= (help)