Tetraethylenepentamine

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]

Tetraethylenepentamine
Names
Preferred IUPAC name
N1-(2-Aminoethyl)-N2-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ECHA InfoCard 100.003.624
EC Number
  • 203-986-2
RTECS number
  • KH8585000
UNII
UN number 2320
  • InChI=1S/C8H23N5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h11-13H,1-10H2
    Key: FAGUFWYHJQFNRV-UHFFFAOYSA-N
  • C(CNCCNCCNCCN)N
Properties
C8H23N5
Molar mass 189.307 g·mol−1
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Danger
H302, H312, H314, H317, H411
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

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
  1. "Ethyleneamines" (PDF). Huntsman. 2007.
  2. "AMIDOAMINES – Epochemie – Epoxy Curing Agents". Retrieved 2019-04-30.
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