33471
1,5-Diazabicyclo[4.3.0]non-5-ene
purum, ≥98.0% (GC)
Synonym(s):
DBN
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About This Item
Empirical Formula (Hill Notation):
C7H12N2
CAS Number:
Molecular Weight:
124.18
Beilstein:
2417
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
purum
Quality Level
Assay
≥98.0% (GC)
form
liquid
impurities
≤1% water
refractive index
n20/D 1.519 (lit.)
n20/D 1.521
bp
95-98 °C/7.5 mmHg (lit.)
density
1.005 g/mL at 25 °C (lit.)
SMILES string
C1CN=C2CCCN2C1
InChI
1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2
InChI key
SGUVLZREKBPKCE-UHFFFAOYSA-N
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Application
- 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) is an amidine base commonly used in the base-mediated eliminations, condensations, esterifications, isomerizations, carboxylations and carbonylations.
- It is used in the preparation of supertetrahedral chalcogenide clusters and single crystals of polymer-chalcogenide composites.
- It also acts as a catalyst for the regioselective Friedel-Crafts C-acylation of pyrroles.
Other Notes
Amidine base used for dehydrohalogenation reactions to olefins
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
201.2 °F - closed cup
Flash Point(C)
94 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Nucleophilicities and carbon basicities of DBU and DBN.
Baidya, M and Mayr, Herbert
Chemical Communications (Cambridge, England), 1792-1794 (2008)
H. Oediger et al.
Synthesis, 591-591 (1972)
Superbase route to supertetrahedral chalcogenide clusters.
Wu, Tao et al.
Journal of the American Chemical Society, 134(8), 3619-3622 (2012)
1, 5-Diazabicyclo [4.3. 0] non-5-ene.
Savoca, Ann C and Urgaonkar, Sameer
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Ryuichi Arakawa et al.
Journal of mass spectrometry : JMS, 40(1), 66-69 (2004-12-08)
When elemental selenium was added to a strongly basic amine, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), the selenium started to dissolve and the solution turned dark brown. We investigated the chemical reaction of this selenium dissolution process by electrospray ionization mass
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