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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
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

Preparation Products

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View Lastest Price from 1,5-Diazabicyclo[4.3.0]non-5-ene manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-25
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
Hebei Weibang Biotechnology Co., Ltd
Product
1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-06

3001-72-7, 1,5-Diazabicyclo[4.3.0]non-5-eneRelated Search:


  • 1,5-Diazabicyclo[4.3.0]non-5-ene,DBN
  • 1,5-DIAZABICYCLO[4.3.0]NON-5-ENE FOR SYN
  • 1,5-Diazabicyclo[4.3.0]non-5-ene purum, >=98.0% (GC)
  • DBN 1,5-Diazabicyclo[4.3.0]non-5-ene
  • 2H,3H,4H,6H,7H,8H-Pyrrolo[1,2-a]pyrimidine
  • 1,5-Diazabicyclo[4.3.0]non-5-ene≥ 99%(GC)
  • Diazabicyclononene (DBN)
  • 1,5-DiazabicycL
  • o[4.3.0]non-5-ene
  • 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine
  • Pyrrolo[1,2-a]pyrimidine, 2,3,4,6,7,8-hexahydro-
  • PYRROLIDINO[1,2:A]1,4,5,6-TETRAHYDRO-PYRIMIDINE
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  • 1,5-DIAZABICYCLO (4,3,0) NONENE-5
  • DBN
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  • 1,5-Diazabicyclo[4.3.0]non-5-ene 97%
  • 1,5-Diazabicyclo[4.3.0]nonane-5-ene
  • Diazabicyclononene
  • 1,5-Diazabicyclo[4.3.0]non-5-ene,98%
  • 1,5-Diazabicyclo[4.3.0]non-5-ene ,96%
  • L-CYSTEINE HCL MONO/ANHY
  • 1,5-Diazabicyclo4.3.0ünon-5-ene, 97%
  • 1,5-Diazabicyclo[4.3.0]-5-nonene &gt
  • 1,5-Diazobicyclo[4.3.0]non-5-en
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  • 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine(DBN)
  • Diazabicyclononene、1,5-Diazabicyclo[4.3.0]non-5-ene、DBN
  • 3001-72-7
  • C7H12N2
  • Synthetic Reagents
  • Organic Bases