ChemicalBook >> CAS DataBase List >>1,5-Diazabicyclo[4.3.0]non-5-ene

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;L-CYSTEINE HCL MONO/ANHY;Diazabicyclononene (DBN)
CBNumber:
CB6322458
Molecular Formula:
C7H12N2
Molecular Weight:
124.18
MDL Number:
MFCD00005554
MOL File:
3001-72-7.mol
MSDS File:
SDS
Last updated:2024-12-06 22:41:32

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

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)
FDA UNII 978M4OL12Q
NIST Chemistry Reference 1,5-diazabicyclo[4.3.0]non-5-ene(3001-72-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
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
NFPA 704
1
3 1

1,5-Diazabicyclo[4.3.0]non-5-ene price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.03603 1,5-Diazabicyclo[4.3.0]non-5-ene for synthesis 3001-72-7 25mL $74.1 2024-03-01 Buy
Sigma-Aldrich 8.03603 1,5-Diazabicyclo[4.3.0]non-5-ene for synthesis 3001-72-7 100mL $255 2024-03-01 Buy
Sigma-Aldrich 136581 1,5-Diazabicyclo[4.3.0]non-5-ene 98% 3001-72-7 5g $36.4 2024-03-01 Buy
Sigma-Aldrich 136581 1,5-Diazabicyclo[4.3.0]non-5-ene 98% 3001-72-7 25g $92.8 2024-03-01 Buy
TCI Chemical D1313 1,5-Diazabicyclo[4.3.0]-5-nonene >98.0%(GC) 3001-72-7 10mL $18 2024-03-01 Buy
Product number Packaging Price Buy
8.03603 25mL $74.1 Buy
8.03603 100mL $255 Buy
136581 5g $36.4 Buy
136581 25g $92.8 Buy
D1313 10mL $18 Buy

1,5-Diazabicyclo[4.3.0]non-5-ene Chemical Properties,Uses,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 (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.

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.

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

Global( 288)Suppliers
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Hebei Weibang Biotechnology Co., Ltd
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View Lastest Price from 1,5-Diazabicyclo[4.3.0]non-5-ene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,5-Diazabicyclo[4.3.0]non-5-ene pictures 2024-12-18 1,5-Diazabicyclo[4.3.0]non-5-ene
3001-72-7
US $0.00 / KG 1KG ≥98% 100mt/year Jinan Finer Chemical Co., Ltd
1,5-Diazabicyclo[4.3.0]non-5-ene  pictures 2024-12-18 1,5-Diazabicyclo[4.3.0]non-5-ene
3001-72-7
US $10.00 / kg 1kg 99% 20 ton Hebei Zhuanglai Chemical Trading Co Ltd
1,5-Diazabicyclo[4.3.0]non-5-ene pictures 2024-12-06 1,5-Diazabicyclo[4.3.0]non-5-ene
3001-72-7
US $10.00 / KG 1KG 99% 5tons Hebei Weibang Biotechnology Co., Ltd
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) Pyrrolo[1,2-a]pyrimidine, 2,3,4,6,7,8-hexahydro- PYRROLIDINO[1,2:A]1,4,5,6-TETRAHYDRO-PYRIMIDINE 1,5-DIAZABICYCLO[4.3.0]NON-5-ENE 1,5-DIAZABICYCLO (4,3,0) NONENE-5 1,5-diazobicyclo[4.3.0]non-5-ene 1,5-Diazabicyclo[4.3.0]non-5-ene 97% 1,5-Diazabicyclo[4.3.0]nonane-5-ene 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% Diazabicyclononene (DBN) 1,5-DiazabicycL o[4.3.0]non-5-ene 1,5-Diazabicyclo[4.3.0]-5-nonene > 1,5-Diazobicyclo[4.3.0]non-5-en 1,5-Diazabicyclo[4,3,] non-5-ene 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine(DBN) 1,5-Diazabicyclo[4.3.0]non-5-ene,DBN 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine DBN 1,5-Diazabicyclonon-5-ene Diazabicyclononene 1,5-DIAZABICYCLO[4.3.0]-5-NONENE Diazabicyclononene、1,5-Diazabicyclo[4.3.0]non-5-ene、DBN 3001-72-7 C7H12N2 Synthetic Reagents Organic Bases