Home Other Heterocycles 6674-22-2
6674-22-2,MFCD00006930
Catalog No.:AA0032KQ

6674-22-2 | 1,8-Diazabicyclo[5.4.0]undec-7-ene

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  • Technical Information
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Technical Information
Catalog Number:
AA0032KQ
Chemical Name:
1,8-Diazabicyclo[5.4.0]undec-7-ene
CAS Number:
6674-22-2
Molecular Formula:
C9H16N2
Molecular Weight:
152.2367
MDL Number:
MFCD00006930
SMILES:
C1CCN2C(=NCCC2)CC1
NSC Number:
111184
Properties
Properties
 
BP:
274.6°C at 760 mmHg  
Form:
Liquid  
MP:
-70 °C  
Refractive Index:
n20/D 1.523  
Solubility:
soluble  
Stability:
Air Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
163  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
XLogP3:
1.4  

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Title: 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.

Journal: International journal of pharmaceutics 20040319

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Journal: Chemistry and physics of lipids 20021001

Title: Natural abundance nitrogen-15 nuclear magnetic resonance spectral studies on selected donors.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20021001

Title: Nucleophilic catalysis with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) for the esterification of carboxylic acids with dimethyl carbonate.

Journal: The Journal of organic chemistry 20020405

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Title: Efficient solid-phase synthesis of 1,3,5-trisubstituted 1,3,5-triazine-2,4,6-triones.

Journal: Journal of combinatorial chemistry 20020101

Title: 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.

Journal: Organic letters 20011227

Title: Synthesis, structure, spectroscopic properties, and electrochemistry of rare earth sandwich compounds with mixed 2,3-naphthalocyaninato and octaethylporphyrinato ligands.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20011203

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Journal: Journal of peptide science : an official publication of the European Peptide Society 20010501

Title: A solid phase reagent for the capture phosphorylation of carbohydrates and nucleosides.

Journal: Organic letters 20010125

Application
1,8-Diazabicyclo[5.4.0]undec-7-ene (6674-22-2) finds widespread application in chemical synthesis as a highly efficient and versatile organic base. Its strong basicity and steric hindrance make it particularly suitable for a variety of transformations, including deprotonation reactions, condensations, and cyclizations. It is commonly utilized as a catalyst in organic synthesis, facilitating reactions such as Michael additions, aldol condensations, and amidations. Additionally, 1,8-Diazabicyclo[5.4.0]undec-7-ene serves as a nucleophilic catalyst in various transformations, including the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. Its utility extends to the preparation of polymers, where it functions as a chain transfer agent or a catalyst for polymerization reactions. Furthermore, it is employed in the synthesis of natural products, heterocyclic compounds, and functional materials due to its ability to promote diverse chemical transformations efficiently.
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SDS
Tags:6674-22-2 Molecular Formula|6674-22-2 MDL|6674-22-2 SMILES|6674-22-2 1,8-Diazabicyclo[5.4.0]undec-7-ene