1,8-Diazabicycloundec-7-ene

1,8-Diazabicyclo[5.4.0]undec-7-ene
IUPAC name 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine
Other names DBU,Diazabicycloundecene
Identifiers
CAS number	6674-22-2 Y
ChemSpider	73246 Y
Jmol-3D images	Image 1
SMILES N\2=C1\N(CCCCC1)CCC/2
InChI InChI=1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2 Y Key: GQHTUMJGOHRCHB-UHFFFAOYSA-N Y InChI=1/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2 Key: GQHTUMJGOHRCHB-UHFFFAOYAM
Properties
Molecular formula	C9H16N2
Molar mass	152.24 g/mol
Appearance	Colorless liquid
Density	1.018 g/mL liquid
Melting point	-70 °C, 203 K, -94 °F
Boiling point	80-83 °C (0.6 mmHg)
Acidity (pKa)	~12[1]
Hazards
R-phrases	R22 R34
S-phrases	S24 S25
Flash point	119.9°C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,8-Diazabicyclo[5.4.0]undec-7-ene, or more commonly DBU, is a chemical compound and belongs to the class of amidine compounds. It is used in organic synthesis as a catalyst, a complexing ligand, and a non-nucleophilic base.

It is used as a curing agent for epoxy; it is used as a protecting agent for the synthesis of cephalosporin. It is used in fullerene purification with trimethylbenzene (it reacts to C70 and higher fullerenes but not to C60 fullerenes); and it is also used as a catalyst for polyurethane. It has a strong catalyst effect for the reactions of alicyclic and aliphatic isocyanates.

See also

• 1,5-Diazabicyclo[4.3.0]non-5-ene
• DABCO

References

1. ^ Evans, David. "pKa's of Inorganic and Oxo-Acids". http://evans.harvard.edu/pdf/evans_pka_table.pdf. Retrieved 12 May 2012. 

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