 | |
 | |
 | |
| Names | |
|---|---|
| Preferred IUPAC name N1-(2-Aminoethyl)ethane-1,2-diamine | |
| Other names N-(2-Aminoethyl)-1,2-ethanediamine; bis(2-Aminoethyl)amine; DETA; 2,2'-Diaminodiethylamine | |
| Identifiers | |
| |
3D model (JSmol) | |
| 605314 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
|
| ECHA InfoCard | 100.003.515 |
| EC Number |
|
| 2392 | |
| MeSH | diethylenetriamine |
| RTECS number |
|
| UNII | |
| UN number | 2079 |
| |
| |
| Properties | |
| C4H13N3 | |
| Molar mass | 103.169 g·mol−1 |
| Appearance | Colourless liquid |
| Odor | Ammoniacal |
| Density | 955 mg mL−1; 951 mg mL−1(20°C); 942.3 mg mL−1(30°C); 933.8 mg mL−1(40°C); 917 mg mL−1(60°C); 891.9 mg mL−1(90°C)[1] |
| Melting point | −39.00 °C; −38.20 °F; 234.15 K |
| Boiling point | 204.1 °C; 399.3 °F; 477.2 K |
| miscible[2] | |
| logP | −1.73 |
| Vapor pressure | 10 Pa (at 20 °C) |
Refractive index (nD) | 1.484 |
| Thermochemistry | |
| 254 J K−1 mol−1 (at 40 °C) | |
Std enthalpy of formation(ΔfH⦵298) | −65.7–−64.7 kJ mol−1 |
Std enthalpy of combustion(ΔcH⦵298) | −3367.2–−3366.2 kJ mol−1 |
| Hazards | |
| GHS labelling: | |
  | |
| Danger | |
| H302,H312,H314,H317 | |
| P280,P305+P351+P338,P310 | |
| Flash point | 102 °C (216 °F; 375 K) |
| 358 °C (676 °F; 631 K) | |
| Explosive limits | 2–6.7% |
| NIOSH (US health exposure limits): | |
PEL (Permissible) | none[2] |
REL (Recommended) | TWA 1 ppm (4 mg/m3)[2] |
IDLH (Immediate danger) | N.D.[2] |
| Related compounds | |
Related amines | |
Related compounds | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Diethylenetriamine (abbreviateddien orDETA) and also known as2,2’-Iminodi(ethylamine)[3]) is anorganic compound with the formula HN(CH2CH2NH2)2. This colourlesshygroscopic liquid is soluble in water and polar organic solvents, but not simplehydrocarbons. Diethylenetriamine is structural analogue ofdiethylene glycol. Its chemical properties resemble those forethylene diamine, and it has similar uses. It is aweak base and its aqueous solution is alkaline. DETA is a byproduct of the production ofethylenediamine fromethylene dichloride.[4]
Diethylenetriamine is a common curing agent forepoxy resins in epoxy adhesives and other thermosets.[5] It is N-alkylated upon reaction with epoxide groups forming crosslinks.
Incoordination chemistry, it serves as a tridentateligand forming complexes such as Co(dien)(NO2)3.[6]
Like some related amines, it is used in oil industry for the extraction ofacid gas.
Likeethylenediamine, DETA can also be used to sensitizenitromethane, making a liquid explosive compound similar toPLX. This compound is cap sensitive with an explosive velocity of around 6200 m/s and is discussed in patent #3,713,915. Mixed withunsymmetrical dimethylhydrazine it was used asHydyne, a propellent forliquid-fuel rockets.
DETA has been evaluated for use in theCountermine System under development by the U.S.Office of Naval Research, where it would be used to ignite and consume the explosive fill of land mines in beach andsurf zones.[7]
Media related toDiethylenetriamine at Wikimedia Commons
