ChemicalBook > CAS DataBase List > 1,5-Diazabicyclo[4.3.0]non-5-ene
1,5-Diazabicyclo[4.3.0]non-5-ene
Description Reference- Product Name
- 1,5-Diazabicyclo[4.3.0]non-5-ene
- CAS No.
- 3001-72-7
- Chemical Name
- 1,5-Diazabicyclo[4.3.0]non-5-ene
- Synonyms
- DBN;1,5-Diazabicyclo[4.3.0]non-5-ene,DBN;Diazabicyclononene;1,5-Diazabicyclonon-5-ene;1,5-DIAZABICYCLO[4.3.0]-5-NONENE;2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine;1,5-DiazabicycL;o[4.3.0]non-5-ene;Diazabicyclononene (DBN);L-CYSTEINE HCL MONO/ANHY
- CBNumber
- CB6322458
- Molecular Formula
- C7H12N2
- Formula Weight
- 124.18
- MOL File
- 3001-72-7.mol
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1,5-Diazabicyclo[4.3.0]non-5-ene Property
- Boiling point:
- 95-98 °C7.5 mm Hg(lit.)
- Density
- 1.005 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.519(lit.)
- Flash point:
- 202 °F
- storage temp.
- Store below +30°C.
- solubility
- soluble in Chloroform, Methanol
- form
- Liquid
- pka
- 13.42±0.20(Predicted)
- color
- Clear colorless to yellow
- Water Solubility
- soluble
- Sensitive
- Air Sensitive
- BRN
- 2417
- InChIKey
- SGUVLZREKBPKCE-UHFFFAOYSA-N
- CAS DataBase Reference
- 3001-72-7(CAS DataBase Reference)
- NIST Chemistry Reference
- 1,5-diazabicyclo[4.3.0]non-5-ene(3001-72-7)
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Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 3267 8/PG 2
- WGK Germany
- 3
- F
- 1-3-8-10
- Hazard Note
- Corrosive/Air Sensitive
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29335995
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 8.03603
- Product name
- 1,5-Diazabicyclo[4.3.0]non-5-ene
- Purity
- for synthesis
- Packaging
- 25mL
- Price
- $74.1
- Updated
- 2024/03/01
Sigma-Aldrich
- Product number
- 8.03603
- Product name
- 1,5-Diazabicyclo[4.3.0]non-5-ene
- Purity
- for synthesis
- Packaging
- 100mL
- Price
- $255
- Updated
- 2024/03/01
Sigma-Aldrich
- Product number
- 136581
- Product name
- 1,5-Diazabicyclo[4.3.0]non-5-ene
- Purity
- 98%
- Packaging
- 5g
- Price
- $36.4
- Updated
- 2024/03/01
Sigma-Aldrich
- Product number
- 136581
- Product name
- 1,5-Diazabicyclo[4.3.0]non-5-ene
- Purity
- 98%
- Packaging
- 25g
- Price
- $92.8
- Updated
- 2024/03/01
TCI Chemical
- Product number
- D1313
- Product name
- 1,5-Diazabicyclo[4.3.0]-5-nonene
- Purity
- >98.0%(GC)
- Packaging
- 10mL
- Price
- $18
- Updated
- 2024/03/01
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1,5-Diazabicyclo[4.3.0]non-5-ene Chemical Properties,Usage,Production
Description
1,5-Diazabicyclo [4.3.0]non-5-ene is a amidine base used in organic synthesis. It is employed for dehydrohalogenation reactions as well as base-catalyzed rearrangements. It can also be used as the nucleophilic catalyst for the Friedel-Crafts acylation of pyrroles and indoles2. Further, it is used as a resin curing agent and polyurethane catalyst.
Reference
Taylor, James E., et al. "Friedel−Crafts Acylation of Pyrroles and Indoles using 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) as a Nucleophilic Catalyst." Cheminform 42.13(2015):5740.
Chemical Properties
clear colorless to yellowish liquid
Uses
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.
Uses
- 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.]
1,5-Diazabicyclo[4.3.0]non-5-ene Preparation Products And Raw materials
Raw materials
Sodium azide
3-Chloro-1-propanol
2-Pyrrolidinone
Anisole
Tosyl chloride
1,2-Dichloroethane
Oxalyl chloride
Preparation Products
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View Lastest Price from 1,5-Diazabicyclo[4.3.0]non-5-ene manufacturers
Jinan Finer Chemical Co., Ltd
- Product
- 1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- ≥98%
- Supply Ability
- 100mt/year
- Release date
- 2021-11-09
Henan Fengda Chemical Co., Ltd
- Product
- 1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
- Price
- US $6.00-0.20/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-28
Shaanxi Dideu Medichem Co. Ltd
- Product
- 1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 2000tons
- Release date
- 2019-12-31
3001-72-7, 1,5-Diazabicyclo[4.3.0]non-5-eneRelated Search:
DBU
1-NONENE
Dicyclopentadiene
1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine
N-METHYL-1,3-PROPANEDIAMINE
Methyl hexanoate
1-(3-Aminopropyl)pyrrolidine
Propionamidine hydrochloride
1-Methylpyrrolidine
3-Dimethylaminopropylamine
N-Ethyl-1,3-propanediamine
N-PROPYL-1,3-PROPANEDIAMINE
N,N'-Diethyl-1,3-propanediamine
BUTYRAMIDINE
1,3-Diaminopropane
N-PROPYLETHYLIDENEAMINE
1,4,5,6-TETRAHYDROPYRIMIDINE
1,5-Diazabicyclo[4.3.0]non-5-ene