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Diethylenetriamine

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Diethylenetriamine
Diethylenetriamine
Diethylenetriamine
Names
IUPAC name Bis(2-aminoethyl)amine
Other names N-(2-aminoethyl)-1,2-ethanediamine, 1,4,7-triazaheptane, 3-azapentane-1,5-diamine, dien
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.515 Edit this at Wikidata
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2Key: RPNUMPOLZDHAAY-UHFFFAOYSA-N
  • InChI=1/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2Key: RPNUMPOLZDHAAY-UHFFFAOYAH
SMILES
  • C(CNCCN)N
Properties
Chemical formula C4H13N3
Molar mass 103.169 g·mol
Density 0.955 g/cm
Melting point −35 °C (−31 °F; 238 K)
Boiling point 206 °C (403 °F; 479 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Diethylenetriamine (abbreviated DETA) is an organic compound with the formula HN(CH2CH2NH2)2. This colourless hygroscopic liquid is soluble in water and polar organic solvents, but not simple hydrocarbons. Diethylenetriamine is structural analogue of diethylene glycol. Its chemical properties resemble those for ethylene diamine, and it has similar uses. It is a weak base and its aqueous solution is alkaline. DETA is a byproduct of the production of ethylenediamine from ethylene dichloride.

Reactions and uses

In coordination chemistry, it serves as a tridentate ligand forming complexes such as Co(dien)(NO2)3.

Like some related amines, it is used in oil industry for the extraction of acid gas.

Like ethylenediamine, DETA can also be used to sensitize nitromethane, making a liquid explosive compound similar to PLX. This compound is cap sensitive with an explosive velocity of around 6200 m/s and is discussed in patent #3,713,915. Mixed with unsymmetrical dimethylhydrazine it was used as Hydyne, a propellent for liquid-fuel rockets.

See also

References

  1. Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, 2005 Wiley-VCH Verlag, Weinheim. DOE: 10.1002/14356007.a02 001
  2. Philip H. Crayton "Inner Complexes of Cobalt(III) with Diethylenetriamine" Inorganic Syntheses, 1963, Volume 7, pages 207–213. doi:10.1002/9780470132388.ch56
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