Synonym: 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine; DBU
Empirical Formula (Hill Notation): C9H16N2
Molecular Weight: 152.24
EC Number: 229-713-7
MDL Number: MFCD00006930
Linear Formula: C9H16N2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 139009-100G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 139009-500G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 139009-25G
12 Principles of Green Chemistry: Principle 9—Catalytic reagents (as selective as possible) are superior to stoichiometric reagents.
| assay |
98% |
| bp |
80-83 °C/0.6 mmHg (lit.) |
| density |
1.018 g/mL at 25 °C (lit.) |
| form |
liquid |
| greener alternative category |
 , Aligned |
| greener alternative product characteristics |
Catalysis
Learn more about the Principles of Green Chemistry . |
| InChI |
1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2 |
| InChI key |
GQHTUMJGOHRCHB-UHFFFAOYSA-N |
| Quality Level |
200 |
| refractive index |
n20/D 1.522-1.524 (lit.) |
| SMILES string |
C1CCN2CCCN=C2CC1 |
| sustainability |
Greener Alternative Product |
| vapor pressure |
5.3 mmHg ( 37.7 °C) |
| Application: |
1,8-Diazabicyclo[5.4.0]undec-7-ene (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
|
| Application: |
1,8-Diazabicyclo[5.4.0]undec-7-ene 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. |
| Application: |
Used in a new synthesis of the ABCD ring system of Camptothecin. |
| Citation: |
An application review. |
| Features and Benefits: |
Strong hindered amine base. |
| General description: |
1,8-Diazabicyclo[5.4.0]undec-7-ene 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. |
| 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. |
| Packaging: |
2.5 kg in glass bottle |
| Packaging: |
25, 100, 500 g in glass bottle |
| Purity |
98% |
| bp |
80-83 °C/0.6 mmHg (lit.) |
| Density |
1.018 g/mL at 25 °C (lit.) |
| Refractive Index |
n20/D 1.522-1.524 (lit.) |
| UNSPSC |
12352302 |
