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diethylenetriamine

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diethylenetriamine

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Also known as DETA, dien, diethylene triamine, N-(2-aminoethyl)-1,2-ethanediamine, bis(2-aminoethyl)amine, 2,2′-diaminodiethylamine

Diethylenetriamine (abbreviated dien or DETA) and also known as 2,2’-Iminodi(ethylamine)) 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.

Chemical data

Formula
C4H13N3
Molecular weight
103.17 g/mol
IUPAC name
N'-(2-aminoethyl)ethane-1,2-diamine
SMILES
C(CNCCN)N
InChIKey
RPNUMPOLZDHAAY-UHFFFAOYSA-N
XLogP
-2.1
Polar surface area
64.1 Ų
H-bond donors
3
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
103.111
Show 12 more facts
chemical formula
C₄H₁₃N₃
NIOSH Pocket Guide ID
0211
density
0.96
melting point
-39
boiling point
207
vapor pressure
0.4
flash point
208
lower flammable limit
2
upper flammable limit
6.7
time-weighted average exposure limit
4
canonical SMILES
C(CNCCN)N
Commons category
Diethylenetriamine
Sources (4)

via Wikidata · CC0

~2 min read

Encyclopedic overview

5 sections
Contents
  • Reactions and uses
  • See also
  • References
  • Further reading
  • External links

Diethylenetriamine (abbreviated dien or DETA) and also known as 2,2’-Iminodi(ethylamine)) 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== Diethylenetriamine is a common curing agent for epoxy resins in epoxy adhesives and other thermosets. It is N-alkylated upon reaction with epoxide groups forming crosslinks. thumb|320px|left|Idealized structure of a triamine-cured epoxy glue. The resin's epoxide groups have all reacted with the N-H groups of the triamine hardener. The resulting highly crosslinked material contains many OH groups, which confer adhesive properties.

Excerpted from Wikipedia’s “diethylenetriamine” article, available under the CC BY-SA 4.0 licence.

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