1,8-Diazabicyclo(5.4.0)undec-7-ene

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.

1,8-Diazabicyclo[5.4.0]undec-7-ene
Names
Preferred IUPAC name
2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine
Other names
DBU, Diazabicycloundecene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.027.013
EC Number
  • 229-713-7
PubChem CID
UNII
  • 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
SMILES
  • N\2=C1\N(CCCCC1)CCC/2
Properties
C9H16N2
Molar mass 152.241 g·mol−1
Appearance Colorless liquid
Density 1.018 g/mL liquid
Melting point −70 °C (−94 °F; 203 K)
Boiling point 261 °C (502 °F; 534 K) (1 atm),
80 to 83 °C (0.6 mmHg)
ethers, alcohols
Acidity (pKa) 13.5±1.5 (pKa of conjugate acid in water); 24.34 (pKa of conjugate acid in acetonitrile)
Hazards
GHS labelling:
Danger
H301, H302, H312, H314, H412
P260, P264, P270, P273, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P363, P405, P501
Flash point 119.9 °C (247.8 °F; 393.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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