Tetraethylenepentamine

Names
Preferred IUPAC name N1-(2-Aminoethyl)-N2-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
Identifiers
CAS Number	112-57-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:49798
ChEMBL	ChEMBL138297
ECHA InfoCard	100.003.624
EC Number	203-986-2
PubChem CID	8197
RTECS number	KH8585000
UNII	YZD1C9KQ28
UN number	2320
CompTox Dashboard (EPA)	DTXSID7026108
InChI InChI=1S/C8H23N5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h11-13H,1-10H2 Key: FAGUFWYHJQFNRV-UHFFFAOYSA-N
SMILES C(CNCCNCCNCCN)N
Properties
Chemical formula	C8H23N5
Molar mass	189.307 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H312, H314, H317, H411
Precautionary statements	P260, P261, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P391, P405, P501
Related compounds
Related compounds	Pentaethylenehexamine Triethylenetetramine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tetraethylenepentamine (TEPA) is an organic compound and is in the class of chemicals known as ethyleneamines. It is a slightly viscous liquid and is not colorless but, like many amines, has a yellow color. It is soluble in most polar solvents. Diethylenetriamine (DETA), triethylenetetramine (TETA), piperazine, and aminoethylpiperazine are also usually present in commercial available TEPA.^[1]

Uses

The reactivity and uses of TEPA are similar to those for the related ethylene amines ethylenediamine and diethylenetriamine and triethylenetetramine. It is primarily used as a curing agent or hardener in epoxy chemistry. This can be on its own or reacted with tall oil fatty acid (TOFA) and its dimer to make an amidoamine.^[2] This amidoamine is then used as the curing agent for epoxy resin systems. TEPA is a pentadentate ligand in coordination chemistry.

References