| Identification | More | [Name]
1,5-Diazabicyclo[4.3.0]non-5-ene | [CAS]
3001-72-7 | [Synonyms]
1,5-DIAZABICYCLO[4.3.0]-5-NONENE
1,5-DIAZABICYCLO[4.3.0]NON-5-ENE
1,5-DIAZABICYCLO (4,3,0) NONENE-5
DBN
PYRROLIDINO[1,2:A]1,4,5,6-TETRAHYDRO-PYRIMIDINE
2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine
Pyrrolo[1,2-a]pyrimidine, 2,3,4,6,7,8-hexahydro-
1,5-diazobicyclo[4.3.0]non-5-ene
1,5-Diazabicyclonon-5-ene
1,5-Diazabicyclo[4.3.0]non-5-ene 97%
L-CYSTEINE HCL MONO/ANHY
1,5-Diazabicyclo4.3.0ünon-5-ene, 97%
1,5-Diazabicyclo[4.3.0]nonane-5-ene
Diazabicyclononene | [EINECS(EC#)]
221-087-3 | [Molecular Formula]
C7H12N2 | [MDL Number]
MFCD00005554 | [Molecular Weight]
124.18 | [MOL File]
3001-72-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellowish liquid | [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.)
| [Fp ]
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) | [Storage Precautions]
Moisture sensitive;Air sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [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 |
| Questions And Answer | Back Directory | [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.
|
| Hazard Information | Back Directory | [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. | [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.] |
|
|