1,4,8,11-Tetraazaundecane

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.^[1] The compound can be prepared by treatment of 1,3-dibromopropane with excess ethylenediamine.^[2]

Quick facts Names, Identifiers ...

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 4,8-Diazaundecane-1,11-diamine
Identifiers
CAS Number	4741-99-5 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1742732
ChEBI	CHEBI:30348
ChEMBL	ChEMBL1214193
ChemSpider	70844
ECHA InfoCard	100.022.958
EC Number	225-254-1
Gmelin Reference	27228
PubChem CID	78479
UNII	3J941O9333
CompTox Dashboard (EPA)	DTXSID8063591
InChI InChI=1S/C7H20N4/c8-2-6-10-4-1-5-11-7-3-9/h10-11H,1-9H2 Key: UWMHHZFHBCYGCV-UHFFFAOYSA-N
SMILES C(CNCCN)CNCCN
Properties
Chemical formula	C7H20N4
Molar mass	160.265 g·mol−1
Appearance	colorless oil
Density	0.9501
Boiling point	80–82 Â°C (176–180 Â°F; 353–355 K) 20 Torr
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314
Precautionary statements	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 Â°C [77 Â°F], 100 kPa). Infobox references

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The compound has been examined often as a ligand in coordination chemistry. It is tetradentate ligand similar to 1,4,7,10-tetraazadecane.^[3] By condensation of its nickel(II) complexes with formaldehyde, one can obtain a variety of macrocyclic ligands.^[4]