![1,8-Diazabicyclo[5.4.0]undec-7-ene (CAS 6674-22-2) - chemical structure image](https://media.scbt.com/product/1-8-diazabicyclo5-4-0undec-7-ene-6674-22-2-structure_12_49_b_124961.jpg)
![1,8-Diazabicyclo[5.4.0]undec-7-ene (CAS 6674-22-2) - chemical structure image](https://media.scbt.com/product/1-8-diazabicyclo5-4-0undec-7-ene-6674-22-2-structure_12_49_t_124961.jpg "Molecular structure of 1,8-Diazabicyclo[5.4.0]undec-7-ene, CAS Number: 6674-22-2")
Molecular structure of 1,8-Diazabicyclo[5.4.0]undec-7-ene, CAS Number: 6674-22-2
1,8-Diazabicyclo[5.4.0]undec-7-ene (CAS 6674-22-2)
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Application:
1,8-Diazabicyclo[5.4.0]undec-7-ene is an amidine base used for dehydrohalogenation reactions to olefins
CAS Number:
6674-22-2
Molecular Weight:
152.24
Molecular Formula:
C9H16N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
1,8-Diazabicyclo[5.4.0]undec-7-ene is a bicyclic amidine compound that acts as a strong, non-nucleophilic base in various chemical reactions. It functions as a catalyst in organic synthesis, particularly in the formation of carbon-carbon and carbon-nitrogen bonds. 1,8-Diazabicyclo[5.4.0]Undec-7-Ene can deprotonate acidic compounds, facilitating the formation of new chemical bonds. Its mechanism of action involves the deprotonation of acidic hydrogen atoms, leading to the generation of carbanions or enolates, which then participate in a variety of organic transformations. 1,8-Diazabicyclo[5.4.0]undec-7-ene can act as a ligand in transition metal-catalyzed reactions, enhancing the reactivity and selectivity of the metal catalyst.
1,8-Diazabicyclo[5.4.0]undec-7-ene (CAS 6674-22-2) References
- Reactions of 1,3-Dibromo-1,1-difluoro Compounds with 1,8-Diazabicyclo[5.4.0]undec-7-ene. | Elsheimer, S., et al. 1996. J Org Chem. 61: 6252-6255. PMID: 11667463
- 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) and microwave-accelerated green chemistry in methylation of phenols, indoles, and benzimidazoles with dimethyl carbonate. | Shieh, WC., et al. 2001. Org Lett. 3: 4279-81. PMID: 11784197
- Preparation and in vitro synergistic anticancer effect of vitamin K3 and 1,8-diazabicyclo[5,4,0]undec-7-ene in poly(ethylene glycol)-diacyllipid micelles. | Wang, J., et al. 2004. Int J Pharm. 272: 129-35. PMID: 15019076
- The Dual Role of 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) in the Synthesis of Terminal Aryl- and Styryl-Acetylenes via Umpolung Reactivity. | Morri, AK., et al. 2015. Org Lett. 17: 4640-3. PMID: 26335721
- Transition-Metal-Free Poly(thiazolium) Iodide/1,8-Diazabicyclo[5.4.0]undec-7-ene/Phenazine-Catalyzed Esterification of Aldehydes with Alcohols. | Chun, S. and Chung, YK. 2017. Org Lett. 19: 3787-3790. PMID: 28696121
- Synthesis of Azobenzenes Using N-Chlorosuccinimide and 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU). | Antoine John, A. and Lin, Q. 2017. J Org Chem. 82: 9873-9876. PMID: 28846399
- Positive effect of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) on homogeneous photocatalytic reduction of CO2. | Pschenitza, M., et al. 2018. Chem Commun (Camb). 54: 3323-3326. PMID: 29419823
- Chemical Recycling of Poly(bisphenol A carbonate) by Glycolysis under 1,8-Diazabicyclo[5.4.0]undec-7-ene Catalysis. | Quaranta, E., et al. 2018. ACS Omega. 3: 7261-7268. PMID: 30087911
- Organocatalyzed preparation of 1,4,5-trisubstituted-glycosyl-1,2,3-triazole derivatives. | Kundu, M., et al. 2019. Glycoconj J. 36: 439-450. PMID: 31278614
- Hydrogen sulfide gas capture by organic superbase 1,8-diazabicyclo-[5.4.0]-undec-7-ene through salt formation: salt synthesis, characterization and application for CO2 capture. | Khokarale, SG. and Mikkola, JP. 2018. RSC Adv. 8: 18531-18541. PMID: 35541144
- Accelerated Multiphosphorylated Peptide Synthesis. | Grunhaus, D., et al. 2022. Org Process Res Dev. 26: 2492-2497. PMID: 36032360
- Synthesis of Misoprostol, and Intramolecular Isomerization of A-Type Misoprostol into B-Type Misoprostol using 1, 8-Diazabicyclo [5.4.0] undec- 7-ene (DBU). | Guttikonda, NR., et al. 2023. Curr Org Synth. 20: 484-490. PMID: 36045538
- Bifunctional 1,8-Diazabicyclo[5.4.0]undec-7-ene for Visible Light-Induced Heck-Type Perfluoroalkylation of Alkenes. | Tang, L., et al. 2022. J Org Chem. 87: 14763-14777. PMID: 36282052
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1,8-Diazabicyclo[5.4.0]undec-7-ene, 25 g | sc-251609 | 25 g | $27.00 | |||
1,8-Diazabicyclo[5.4.0]undec-7-ene, 100 g | sc-251609A | 100 g | $51.00 |