- 1,8-Diazabicycloundec-7-ene
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The correct title of this article is 1,8-Diazabicyclo[5.4.0]undec-7-ene. The substitution or omission of any < > [ ] { } is due to technical restrictions.
1,8-Diazabicyclo[5.4.0]undec-7-ene 
2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepineOther namesDBU,DiazabicycloundeceneIdentifiers CAS number 6674-22-2 
ChemSpider 73246 Jmol-3D images Image 1 - N\2=C1\N(CCCCC1)CCC/2
- InChI=1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2
Key: GQHTUMJGOHRCHB-UHFFFAOYSA-N
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) 24.34 (in acetonitrile)[1] (pKa value of protonated DBU) Hazards R-phrases R22 R34 S-phrases S24 S25 Flash point 119.9°C 
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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 and complexing ligand and a strong (pKa = 24.34 in acetonitrile[1]) non-nucleophilic base.[2]
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
References
- ^ a b I. Kaljurand, A. Kütt, L. Sooväli, T. Rodima, V. Mäemets, I. Leito, I. A. Koppel. Extension of the Self-Consistent Spectrophotometric Basicity Scale in Acetonitrile to a Full Span of 28 pKa Units: Unification of Different Basicity Scales. J. Org. Chem., 2005, 70, 1019–1028. DOI: 10.1021/jo048252w
- ^ Superbases for organic synthesis: guanidines, amidines and phosphazenes and related organocatalysts. T. Ishikawa, ed. Wiley, Chichester, 2009.
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