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| '''Diethylenetriamine''' (abbreviated DETA) is an ] with the formula HN(CH<sub>2</sub>CH<sub>2</sub>NH<sub>2</sub>)<sub>2</sub>. This colourless ] liquid is soluble in water and polar organic solvents, but not simple ]s. Diethylenetriamine is structural analogue of ]. Its chemical properties resemble those for ], and it has similar uses. It is a ] and its aqueous solution is alkaline. DETA is a byproduct of the production of ethylenediamine from ethylene dichloride.<ref name=Ullmann>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</ref> | '''Diethylenetriamine''' (abbreviated DETA) is an ] with the formula HN(CH<sub>2</sub>CH<sub>2</sub>NH<sub>2</sub>)<sub>2</sub>. This colourless ] liquid is soluble in water and polar organic solvents, but not simple ]s. Diethylenetriamine is structural analogue of ]. Its chemical properties resemble those for ], and it has similar uses. It is a ] and its aqueous solution is alkaline. DETA is a byproduct of the production of ] from ].<ref name=Ullmann>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</ref> | ||
| ==Reactions and uses== | ==Reactions and uses== | ||
Revision as of 09:57, 25 November 2011
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| 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 
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| UNII | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| 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).
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Infobox references
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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
- 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
- Philip H. Crayton "Inner Complexes of Cobalt(III) with Diethylenetriamine" Inorganic Syntheses, 1963, Volume 7, pages 207–213. doi:10.1002/9780470132388.ch56