Hexaaza-18-crown-6

Hexaaza-18-crown-6 is the macrocyclic ligand with the formula (CH2CH2NH)6. A white solid, this compound has attracted attention as the N6-analogue of 18-crown-6. It functions as a hexadentate ligand in coordination chemistry. It is the parent hexaaza-crown ether.

Hexaaza-18-crown-6
Names
Preferred IUPAC name
1,4,7,10,13,16-Hexaazacyclooctadecane
Other names
hexacyclen
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.494
EC Number
  • 206-042-8
PubChem CID
  • InChI=1S/C12H30N6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h13-18H,1-12H2
    Key: RVJABZUDCPZPPM-UHFFFAOYSA-N
SMILES
  • C1CNCCNCCNCCNCCNCCN1
Properties
C12H30N6
Molar mass 258.414 g·mol−1
Appearance white solid
Melting point 201 °C (394 °F; 474 K)
Hazards
GHS labelling:
Warning
H315, H319
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Its protonated derivatives bind anions via multiple hydrogen bonds.

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