DBU
- Product Name
- DBU
- CAS No.
- 6674-22-2
- Chemical Name
- DBU
- Synonyms
- DBU;2,3,4,6,7,8,9,10-OCTAHYDROPYRIMIDO[1,2-A]AZEPINE;Diazabicycloundecene;1,8-DIAZABICYCLO[5,4,0]-7-UNDECENE;1,5-DIAZABICYCLO(5,4,0)UNDEC-5-ENE;Polycat DBU;1,8-DiazabicycL;1,8-DIAZABICYCLO(5,4,0)UNDECENE-7;1,8-Diazabicyclo(5.4.0)undec-7-en;1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE (DBU)
- CBNumber
- CB6368038
- Molecular Formula
- C9H16N2
- Formula Weight
- 152.24
- MOL File
- 6674-22-2.mol
DBU Property
- Melting point:
- -70 °C
- Boiling point:
- 80-83 °C0.6 mm Hg(lit.)
- Density
- 1.019 g/mL at 20 °C(lit.)
- vapor pressure
- 5.3 mm Hg ( 37.7 °C)
- refractive index
- n20/D 1.523
- Flash point:
- >230 °F
- storage temp.
- Store below +30°C.
- solubility
- soluble
- form
- Liquid
- pka
- 13.28±0.20(Predicted)
- color
- Clear colorless to light yellow
- Odor
- Unpleasant
- PH Range
- 12.8 at 10 g/l at 20 °C
- PH
- 12.8 (10g/l, H2O, 20℃)
- explosive limit
- 1.1-6.5%(V)
- Water Solubility
- soluble
- Sensitive
- Air Sensitive
- BRN
- 508906
- Stability:
- Stable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides.
- InChIKey
- GQHTUMJGOHRCHB-UHFFFAOYSA-N
- CAS DataBase Reference
- 6674-22-2(CAS DataBase Reference)
- NIST Chemistry Reference
- 1,8-diazabicyclo [5.4.0]undec-7-ene(6674-22-2)
- EPA Substance Registry System
- Pyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro- (6674-22-2)
Safety
- Hazard Codes
- C,F
- Risk Statements
- 22-34-52/53-35-40-37-19-11-67
- Safety Statements
- 26-36/37/39-45-61-27-16
- RIDADR
- UN 3267 8/PG 2
- WGK Germany
- 2
- F
- 34
- Autoignition Temperature
- 260 °C
- TSCA
- Yes
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29339930
- Toxicity
- LD50 orally in Rabbit: 215 - 681 mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H290May be corrosive to metals
H301Toxic if swalloed
H314Causes severe skin burns and eye damage
H412Harmful to aquatic life with long lasting effects
- Precautionary statements
-
P234Keep only in original container.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
N-Bromosuccinimide Price
- Product number
- 8.03282
- Product name
- 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity
- for synthesis
- Packaging
- 25mL
- Price
- $35.9
- Updated
- 2024/03/01
- Product number
- 8.03282
- Product name
- 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity
- for synthesis
- Packaging
- 100mL
- Price
- $102
- Updated
- 2024/03/01
- Product number
- 8.03282
- Product name
- 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity
- for synthesis
- Packaging
- 2.5L
- Price
- $300
- Updated
- 2024/03/01
- Product number
- 33482
- Product name
- 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity
- puriss., ≥99.0% (GC)
- Packaging
- 50mL
- Price
- $71.7
- Updated
- 2024/03/01
- Product number
- 33482
- Product name
- 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity
- puriss., ≥99.0% (GC)
- Packaging
- 250ML
- Price
- $208
- Updated
- 2024/03/01
DBU Chemical Properties,Usage,Production
Description
DBU is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction.It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.
Chemical Properties
Colorless to yellow liquid
Occurrence
Although all commercially available DBU is produced synthetically, it may also be isolated from the sea sponge Niphates digitalis.The biosynthesis of DBU has been proposed to begin with 1,6-hexanedial and 1,3-diaminopropane.
Uses
DBU may be used:
- as catalyst for carboxylic acid esterification with dimethyl carbonate
- in the synthesis of duocarmycin and CC-1065 analogs
- as catalyst in aza-Michael addition and Knovenegal condensation reaction
- as base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto′s reagent (CH3Cu · BF3)
- in a new synthesis of the ABCD ring system of Camptothecin
- DBU may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.
- Used in a new synthesis of the ABCD ring system of Camptothecin.
Uses
DBU is used in organic synthesis as a catalyst, a complexing ligand, and a non-nucleophilic base. It is used as a protecting agent for the synthesis of cephalosporin and as a catalyst for polyurethane.
General Description
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Flammability and Explosibility
Non flammable
Synthesis
The synthesis of DBU is as follows:As a base, sodium hydroxide was used at a concentration of 25% by weight and 2.3 times molar equivalent. A stirrer was placed in a 100 mL screw tube, and 11.5 g (50 mmol) of DBU hydrochloride, 8.5 g of toluene and 18.5 g (116 mmol) of 25% sodium hydroxide aqueous solution were charged at room temperature. It was placed on a magnetic stirrer and mixed for 1 hour with stirring. The mixture was separated with a 100 mL separatory funnel to obtain 18.8 g of the upper layer containing DBU and 18.4 g of the lower layer of the aqueous layer. The upper layer portion was analyzed by gas chromatography and contained 31.9% by weight of DBU, and the yield was 6.0 g (39.4 mmol) in a yield of 78.8%.
Purification Methods
Fractionally distil DBU under vacuum. Also purify it by chromatography on Kieselgel and eluting with CHCl3/EtOH/25% aqueous NH3 (15:5:2) and checking by IR and MS. [Oediger et al. Chem Ber 99 2012 1962, Angew Chem, Int Ed Engl 6 76 1967, Guggisberg et al. Helv Chim Acta 61 1057 1978, Beilstein 23/5 V 271.]
DBU Preparation Products And Raw materials
Raw materials
Preparation Products
DBU Suppliers
- Tel
- --
- Fax
- --
- sales@vestachem.com
- Country
- New Zealand
- ProdList
- 75
- Advantage
- 55
View Lastest Price from DBU manufacturers
- Product
- 1,8-Diazabicyclo[5.4.0]undec-7-ene 6674-22-2
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500mt
- Release date
- 2022-01-25
- Product
- DBU 6674-22-2
- Price
- US $40.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000kg/Week
- Release date
- 2024-05-08
- Product
- DBU 6674-22-2
- Price
- US $0.00/KG
- Min. Order
- 25KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-31