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Tetraethylenepentamine

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Tetraethylenepentamine
Names
Preferred IUPAC name N-(2-Aminoethyl)-N-{2-ethyl}ethane-1,2-diamine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ECHA InfoCard 100.003.624 Edit this at Wikidata
EC Number
  • 203-986-2
PubChem CID
RTECS number
  • KH8585000
UNII
UN number 2320
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H23N5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h11-13H,1-10H2Key: FAGUFWYHJQFNRV-UHFFFAOYSA-N
SMILES
  • C(CNCCNCCNCCN)N
Properties
Chemical formula C8H23N5
Molar mass 189.307 g·mol
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
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 , 100 kPa). Infobox references
Chemical compound

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.

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. 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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