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 because of technical restrictions.

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


IUPAC name 2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidine
Other names DBN
Identifiers
CAS Registry Number	3001-72-7^Y
ChemSpider	68826^N
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
Jmol-3D images	Image Image
SMILES C1CC2=NCCCN2C1 [N-]=[N+]3C=1CCCC23CCCC=12
Properties
Chemical formula	C₇H₁₂N₂
Molar mass	124.18 g/mol
Density	1.005 g/cm³
Boiling point	95 to 98 °C (203 to 208 °F; 368 to 371 K) at 7.5 mmHg
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
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