DABCO

DABCO
Names
	Preferred IUPAC name 1,4-Diazabicyclo[2.2.2]octane
	Other names Triethylenediamine, TEDA
Identifiers
CAS Number	280-57-9 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:151129;
ChEMBL	ChEMBL3183414;
ChemSpider	8882 ;
ECHA InfoCard	100.005.455
EC Number	205-999-9;
IUPHAR/BPS	2577;
PubChem CID	9237;
UNII	X8M57R0JS5 ;
CompTox Dashboard (EPA)	DTXSID0022016 ;
	InChI InChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2 Key: IMNIMPAHZVJRPE-UHFFFAOYSA-N ; InChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2 Key: IMNIMPAHZVJRPE-UHFFFAOYSA-N; InChI=1/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2 Key: IMNIMPAHZVJRPE-UHFFFAOYAP;
	SMILES C1CN2CCN1CC2; N12CCN(CC1)CC2;
Properties
Chemical formula	C6H12N2
Molar mass	112.176 g·mol−1
Appearance	White crystalline powder
Melting point	156 to 160 °C (313 to 320 °F; 429 to 433 K)
Boiling point	174 °C (345 °F; 447 K)
Solubility in water	Soluble, hygroscopic
Acidity (pKa)	3.0, 8.8 (in water, for conjugated acid)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Harmful
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H228, H302, H315, H319, H335, H412
Precautionary statements	P210, P261, P273, P305+P351+P338
NFPA 704 (fire diamond)	2 2 1
Flash point	62 °C (144 °F; 335 K)
Related compounds
Related compounds	Quinuclidine; Tropane
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

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