Structure via PubChem · Public domain (PubChem)
triethylenediamine
Sign in to saveAlso known as DABCO, Dabco, 1,4-diazabicyclo[2.2.2]octane, 1,4-ethylenepiperazine
DABCO (1,4-diazabicyclo[2.2.2]octane), also known as triethylenediamine or TEDA, is a bicyclic organic compound with the formula N2(C2H4)3. This colorless solid is a highly nucleophilic tertiary amine base, which is used as a catalyst and reagent in polymerization and organic synthesis.
Chemical data
- Formula
- C6H12N2
- Molecular weight
- 112.17 g/mol
- IUPAC name
- 1,4-diazabicyclo[2.2.2]octane
- SMILES
- C1CN2CCN1CC2
- InChIKey
- IMNIMPAHZVJRPE-UHFFFAOYSA-N
- XLogP
- -0.2
- Polar surface area
- 6.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
281 papers- Iodine Molecules within Triethylenediamine-Based Metal-Organic Frameworks for Hydrolysis/Alkylation Tandem Reactions.ACS applied materials & interfaces · 2023
- Triethylenediamine cobalt complex encapsulated in a metal-organic framework cage to prepare a cobalt single-atom catalyst with a high Co-N(4) density for an efficient oxygen reduction reaction.Journal of colloid and interface science · 2024
- Fe based MOF encapsulating triethylenediamine cobalt complex to prepare a FeN(3)-CoN(3) dual-atom catalyst for efficient ORR in Zn-air batteries.Journal of colloid and interface science · 2024
- Alkyl-Triethylenediamine Bromide Ionic Liquids as Corrosion Inhibitors for Mild Steel in 1 M HCl Solution: Experimental and Theoretical Calculations.Langmuir : the ACS journal of surfaces and colloids · 2025
- Direct Hydrogenation of Aluminum via Stabilization with Triethylenediamine: A Mechanochemical Approach to Synthesize the Triethylenediamine ⋅ AlH(3) Adduct.Chemphyschem : a European journal of chemical physics and physical chemistry · 2019
via PubMed
~3 min read
Encyclopedic overview
8 sectionsContents
- Reactions
- Catalyst
- Lewis base
- Quencher of singlet oxygen
- Production
- Uses
- References
- Further reading
DABCO (1,4-diazabicyclo[2.2.2]octane), also known as triethylenediamine or TEDA, is a bicyclic organic compound with the formula N2(C2H4)3. This colorless solid is a highly nucleophilic tertiary amine base, which is used as a catalyst and reagent in polymerization and organic synthesis.
It is similar in structure to quinuclidine, but the latter has one of the nitrogen atoms replaced by a carbon atom. Regarding their structures, both DABCO and quinuclidine are unusual in that the methylene hydrogen atoms are eclipsed within each of the three ethylene linkages. Furthermore, the diazacyclohexane rings, of which there are three, adopt the boat conformations, not the usual chair conformations.
Excerpted from Wikipedia’s “triethylenediamine” article, available under the CC BY-SA 4.0 licence.