Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

136581

Sigma-Aldrich

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

98%

Synonym(s):

DBN

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C7H12N2
CAS Number:
3001-72-7
Molecular Weight:
124.18
Beilstein/REAXYS Number:
2417
EC Number:
221-087-3
MDL number:
MFCD00005554
UNSPSC Code:
12352005
PubChem Substance ID:
24848287
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.519 (lit.)

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

Looking for similar products? Visit Product Comparison Guide

General description

DBN is a strong base widely used as a catalyst in organic synthesis to facilitate Michael additions and aldol condensations.

Application

1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) can be used as:      
  •   A reagent for the synthesis of β-carbolines from tetrahydro-β-carbolines via dehydrogenative/decarboxylative aromatization.       
  • A nucleophilic organocatalyst in the regioselective C-acylation of pyrroles and indoles by Friedel−Crafts acylation reaction.
  •   A superbase in the formulation of a ternary liquid-liquid phase changing system, along with hexadecane and hexanol, to capture hydrogen sulfide gas.      
  • A base for the preparation of 1H-quinazoline-2,4-diones from 2-aminobenzonitriles using supercritical carbon dioxide as a reactant and a solvent.
  •   A catalyst for the synthesis of benzothiazolones by the reaction between 2-aminothiophenols and CO2 by cyclocarbonylation reaction via C-S bond formation.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBH3818V
BCBT1403
BCBK7579V
BCBB0934V
BCBB0934

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Arinze Akutekwe et al.
IET systems biology, 9(6), 294-302 (2015-11-19)
Accurate and reliable modelling of protein-protein interaction networks for complex diseases such as colorectal cancer can help better understand mechanism of diseases and potentially discover new drugs. Different machine learning methods such as empirical mode decomposition combined with least square
Organic Base-Catalyzed C-S Bond Construction from CO2: A New Route for the Synthesis of Benzothiazolones.
Gao Xiang, et al.
Catalysts, 8(7), 271-271 (2018)
Organic base-promoted efficient dehydrogenative/decarboxylative aromatization of tetrahydro-βcarbolines into β-carbolines under air.
Zhao Z, et al.
Tetrahedron Letters, 60(11), 800-804 (2019)
The simple solvent-free synthesis of 1H-quinazoline-2, 4-diones using supercritical carbon dioxide and catalytic amount of base
Mizuno T, et al.
Tetrahedron Letters, 45(38), 7073-7075 (2004)
Phase-Change Reversible Absorption of Hydrogen Sulfide by the Superbase 1, 5-Diazabicyclo [4.3. 0] non-5-ene in Organic Solvents.
Xu Z, et al.
Industrial & Engineering Chemistry Research, 58(4), 1701-1710 (2019)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service