Diethylenetriamine

Diethylenetriamine
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	111-40-0 Y
ChemSpider	13835401 Y
UNII	03K6SX4V2J Y
ChEBI	CHEBI:30629 Y
ChEMBL	CHEMBL303429 Y
Jmol-3D images	Image 1
SMILES C(CNCCN)N
InChI InChI=1S/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2 Y Key: RPNUMPOLZDHAAY-UHFFFAOYSA-N Y InChI=1/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2 Key: RPNUMPOLZDHAAY-UHFFFAOYAH
Properties
Molecular formula	C4H13N3
Molar mass	103.17 g mol−1
Density	0.955 g/cm3
Melting point	-35 °C, 238 K, -31 °F
Boiling point	206 °C, 479 K, 403 °F
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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.^[1]

Reactions and uses

In coordination chemistry, it serves as a tridentate ligand forming complexes such as Co(dien)(NO₂)₃.^[2]

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

• Triethylenetetramine

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