1,5-Diazabicyclo(4.3.0)non-5-ene

The correct title of this article is 1,5-Diazabicyclo[4.3.0]non-5-ene. The substitution or omission of any < > [ ] { } is due to technical restrictions.

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

IUPAC name 2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidine
Other names DBN
Identifiers
CAS number	3001-72-7^Y
ChemSpider	68826^N
Jmol-3D images	Image 1 Image 2
SMILES C1CC2=NCCCN2C1 [N-]=[N+]3C=1CCCC23CCCC=12
InChI InChI=1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2^N Key: SGUVLZREKBPKCE-UHFFFAOYSA-N^N InChI=1/C9H12N2/c10-11-8-4-2-6-9(11)5-1-3-7(8)9/h1-6H2 Key: HHCBYVLNFWNEJX-UHFFFAOYAD InChI=1S/C9H12N2/c10-11-8-4-2-6-9(11)5-1-3-7(8)9/h1-6H2 Key: HHCBYVLNFWNEJX-UHFFFAOYSA-N
Properties
Molecular formula	C₇H₁₂N₂
Molar mass	124.18 g/mol
Density	1.005 g/cm³
Boiling point	95–98 °C at 7.5 mmHg
N (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

1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) is a chemical compound with the formula C₇H₁₂N₂.^[1] It is an amidine base used in organic synthesis. A related compound with related functions is 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The relatively complex nature of the formal names for DBU and DBN (hence the common use of acronyms) reflects the fact that these compounds are bicyclic and contain several functional groups.

The compounds are employed for dehydrohalogenation^[2] reactions as well as base-catalyzed rearrangements.

References

^ Savoca, Ann. C. "1,5-Diazabicyclo[4.3.0]non-5-ene" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. doi:10.1002/047084289X.rd010.pub2
^ Möller, Fr.; Oediger, H. "1,5-Diazabicyclo[5.4.0]undec-5-ene, a New Hydrogen Halide Acceptor" Angew. Chem., Int. Ed. Engl. , 1967, 5, 76. DOI: 10.1002/anie.196700761