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Merck
CN

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:
3001-72-7
Molecular Weight:
124.18
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
329754556
EC Number:
221-087-3
Beilstein/REAXYS Number:
2417
MDL number:
MFCD00005554
Assay:
≥98.0% (GC)
Form:
liquid

Key Documents

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InChI key

SGUVLZREKBPKCE-UHFFFAOYSA-N

InChI

1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2

SMILES string

C1CN=C2CCCN2C1

grade

purum

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.)

Quality Level

200

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Related Categories

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK7579V
BCBT1403
BCBH3818V

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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)
1, 5-Diazabicyclo [4.3. 0] non-5-ene.
Savoca, Ann C and Urgaonkar, Sameer
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Superbase route to supertetrahedral chalcogenide clusters.
Wu, Tao et al.
Journal of the American Chemical Society, 134(8), 3619-3622 (2012)
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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