Diethylenetriamine
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 |
PubChem CID
|
|
RTECS number
|
|
UNII | |
UN number | 2079 |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C4H13N3 | |
Molar mass | 103.169 g·mol−1 |
Appearance | Colourless liquid |
Odor | Ammoniacal |
Density | 955 mg mL−1 |
Melting point | −39.00 °C; −38.20 °F; 234.15 K |
Boiling point | 204.1 °C; 399.3 °F; 477.2 K |
miscible[1] | |
log P | −1.73 |
Vapor pressure | 10 Pa (at 20 °C) |
Refractive index (nD)
|
1.484 |
Thermochemistry | |
Heat capacity (C)
|
254 J K−1 mol−1 (at 40 °C) |
Std enthalpy of (ΔfH⦵298)formation |
−65.7–−64.7 kJ mol−1 |
Std enthalpy of (ΔcH⦵298)combustion |
−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[1] |
REL (Recommended)
|
TWA 1 ppm (4 mg/m3)[1] |
IDLH (Immediate danger) |
N.D.[1] |
Related compounds | |
Related amines
|
|
Related compounds
|
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Diethylenetriamine (abbreviated Dien or DETA) and also known as 2,2’-Iminodi(ethylamine)ethylene dichloride.[3]
Reactions and uses
Diethylenetriamine is a common curing agent for
epoxy resins in epoxy adhesives and other thermosets.[4]
It is N-alkylated upon reaction with epoxide groups forming crosslinks.
In
coordination chemistry, it serves as a tridentate ligand forming complexes such as Co(dien)(NO2)3.[5]
Like some related amines, it is used in oil industry for the extraction of acid gas.
Like
liquid-fuel rockets
.
DETA has been evaluated for use in the Countermine 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 and surf zones.[6]
See also
References
- ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0211". National Institute for Occupational Safety and Health (NIOSH).
- ^ "Health Council of the Netherlands: Committee on Updating of Occupational Exposure Limits. 2,2'-Iminodi(ethylamine); Health-based Reassessment of Administrative Occupational Exposure Limits" (PDF). 2005.
- ISBN 978-3527306732.
- ISBN 9780750641326.
- ISBN 9780470132388.
- ^ Hill, Brandon (January 25, 2007). "U.S. Navy Announces "Venom Penetrator" Countermine Projectile". DailyTech. Archived from the original on October 4, 2014. Retrieved July 16, 2013.
External links
- Media related to Diethylenetriamine at Wikimedia Commons