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DBU
DBU
- CAS No.6674-22-2
- Chemical Name: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 n
20/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
- PH 12.8 (10g/l, H2O, 20℃)
- Odor Unpleasant
- PH Range 12.8 at 10 g/l at 20 °C
- explosive limit 1.1-6.5%(V)
- Viscosity 10.1mm2/s
- 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)
- FDA UNII H1ILJ6IBUX
- 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)
- UNSPSC Code 12352302
- NACRES NA.22
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
-
NFPA 704:
1 3 0
-
Symbol(GHS)
- Signal wordDanger
- Hazard statements H290-H301-H314-H412
- Precautionary statements P234-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
DBU Price
More Price(20)
- Brand: Sigma-Aldrich(India)
- Product number: 8.03282
- Product name : 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity: for synthesis
- Packaging: 25ML
- Price: ₹4829.99
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: 8.03282
- Product name : 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity: for synthesis
- Packaging: 100ML
- Price: ₹19030.01
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: 8.03282
- Product name : 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity: for synthesis
- Packaging: 2.5L
- Price: ₹22360
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: 8.03282
- Product name : 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity: for synthesis
- Packaging: 8032829050
- Price: ₹227660
- Updated: 2022/06/14
- Buy: Buy
- Brand: Sigma-Aldrich(India)
- Product number: 33482
- Product name : 1,8-Diazabicyclo[5.4.0]undec-7-ene
- Purity: puriss., ≥99.0% (GC)
- Packaging: 50ML
- Price: ₹6419.23
- Updated: 2022/06/14
- Buy: Buy
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 We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.
- 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.]
- Toxics Screening Level The Initial Threshold Screening Level (ITSL) for 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) is 25 μg/m3 with an annual averaging time.
DBU Preparation Products And Raw materials
Raw materials
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6674-22-2, DBURelated Search:
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- bc0001
- A clear, light yellow liquid of relatively low volatility. It has only a slight ammonia-like odor, is miscible with water and is soluble in most organic solvents.
- OLED materials,pharm chemical,electronic
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- Reagents for Oligosaccharide Synthesis
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- Organic Bases
- C9H16N2
- 1999-04-2
- 674-22-2
- 6647-22-2
- DBU对照品
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