1,5-Diazabicyclo[4.3.0]non-5-ene
Synonym(s):1,5-Diazabicyclo[4.3.0]non-5-ene;DBN;Pyrrolidino[1,2:a]1,4,5,6-tetrahydropyrimidine, DBN
- CAS NO.：3001-72-7
- Empirical Formula: C7H12N2
- Molecular Weight: 124.18
- MDL number: MFCD00005554
- EINECS: 221-087-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:24:11
![1,5-Diazabicyclo[4.3.0]non-5-ene Structural](https://img.chemicalbook.in/CAS/GIF/3001-72-7.gif)
What is 1,5-Diazabicyclo[4.3.0]non-5-ene?
Chemical properties
clear colorless to yellowish liquid
The Uses of 1,5-Diazabicyclo[4.3.0]non-5-ene
1,5-Diazabicyclo[4.3.0]non-5-ene is employed for dehydrohalogenation reactions and base-catalyzed rearrangements in organic synthesis. It is an amidine base used in organic synthesis. Further, it is used as a resin curing agent and polyurethane catalyst.
The Uses of 1,5-Diazabicyclo[4.3.0]non-5-ene
- 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.
Definition
ChEBI: 1,5-diazabicyclo[4.3.0]-non-5-ene is a pyrrolopyrimidine.
Purification Methods
Distil DBN from BaO. It forms a hydroiodide on addition of 47% HI; dry it and dissolve it in MeCN, evaporate and repeat; recrystallise from EtOH, dry at 25o/1mm for 5hours, then at 80o/0.03mm for 12hours and store and dispense it in a dry box, m 154-156o [Jaeger et al. J Am Chem Soc 101 717 1979]. The methiodide is recrystallised from CHCl3/Et2O, m 248-250o, and hydrogen fumarate has m 159-160o and is crystallised from iso-PrOH [Rokach et al. J Med Chem 22 237 1979, Oediger et al. Chem Ber 99 2012 1966, Reppe et al. Justus Liebigs Ann Chem 596 210 1955]. [Beilstein 23/5 V 239.]
Properties of 1,5-Diazabicyclo[4.3.0]non-5-ene
| Boiling point: | 95-98 °C7.5 mm Hg(lit.) |
| Density | 1.005 g/mL at 25 °C(lit.) |
| refractive index | n |
| Flash point: | 202 °F |
| storage temp. | Store below +30°C. |
| solubility | soluble in Chloroform, Methanol |
| pka | 13.42±0.20(Predicted) |
| form | Liquid |
| color | Clear colorless to yellow |
| Water Solubility | soluble |
| Sensitive | Air Sensitive |
| BRN | 2417 |
| CAS DataBase Reference | 3001-72-7(CAS DataBase Reference) |
| NIST Chemistry Reference | 1,5-diazabicyclo[4.3.0]non-5-ene(3001-72-7) |
Safety information for 1,5-Diazabicyclo[4.3.0]non-5-ene
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1,5-Diazabicyclo[4.3.0]non-5-ene
| InChIKey | SGUVLZREKBPKCE-UHFFFAOYSA-N |
1,5-Diazabicyclo[4.3.0]non-5-ene manufacturer
ASM Organics
Andhra Pradesh
Phone:91-9866122393
Whatsapp: 91-9866122393
product: 1,5-diazabicyclo[4.3.0]-5-nonene
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