1,4,8,11-Tetraazaundecane

1,4,8,11-Tetraazaundecane
Names
Preferred IUPAC name
N1,N3-Bis(2-aminoethyl)propane-1,3-diamine
Other names
2,3,2-Tet, N,N′-bis(2-aminoethyl)-1,3-propanediamine
Identifiers
3D model (JSmol)
1742732
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.022.958
EC Number
  • 225-254-1
27228
UNII
  • InChI=1S/C7H20N4/c8-2-6-10-4-1-5-11-7-3-9/h10-11H,1-9H2
    Key: UWMHHZFHBCYGCV-UHFFFAOYSA-N
  • C(CNCCN)CNCCN
Properties
C7H20N4
Molar mass 160.265 g·mol−1
Appearance colorless oil
Density 0.9501
Boiling point 80–82 °C (176–180 °F; 353–355 K) 20 Torr
Hazards
GHS labelling:[1]
Danger
H314
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, 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

1,4,8,11-Tetraazaundecane, IUPAC name: N,N'-bis(2-aminoethyl)propane-1,3-diamine, is the organic compound with the formula (H2NCH2CH2NHCH2)2CH2. It is a tetramine, consisting of two primary amines and two secondary amines positioned symmetrically. Like many amines, this compound has a high affinity for carbon dioxide. The compound can be prepared by treatment of 1,3-dibromopropane with excess ethylenediamine.

The compound has been examined often as a ligand in coordination chemistry. It is tetradentate ligand similar to 1,4,7,10-tetraazadecane. By condensation of its nickel(II) complexes with formaldehyde, one can obtain a variety of macrocyclic ligands.