6143-80-2

Basic information

• Product Name: 2,2'-BIS(2-CHLOROPHENYL)-4,4',5,5'-TETRAPHENYL-1,2'-BIIMIDAZOLE
• Synonyms: 2-(2-CHLOROPHENYL)-4,5-DIPHENYL-1H-IMIDAZOLE-DIMER;2,2'-Di(2-chlorophenyl)-4,4',5,5'-tetraphenylbisimidazole
• CAS NO: 6143-80-2
• Molecular Formula: C42H28Cl2N4
• Molecular Weight: 659.6
• Mol File: 6143-80-2.mol
• Article Data: 103

Chemical Properties

• Boiling Point: 810.3 °C at 760 mmHg
• Flash Point: 443.9 °C
• Appearance: /
• Density: 1.24 g/cm³
• CAS DataBase Reference: 2,2'-BIS(2-CHLOROPHENYL)-4,4',5,5'-TETRAPHENYL-1,2'-BIIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIS(2-CHLOROPHENYL)-4,4',5,5'-TETRAPHENYL-1,2'-BIIMIDAZOLE(6143-80-2)
• EPA Substance Registry System: 2,2'-BIS(2-CHLOROPHENYL)-4,4',5,5'-TETRAPHENYL-1,2'-BIIMIDAZOLE(6143-80-2)

Safety Data

• Hazardous Substances Data: 6143-80-2(Hazardous Substances Data)

Usage

General Description

2,2'-BIS(2-CHLOROPHENYL)-4,4',5,5'-TETRAPHENYL-1,2'-BIIMIDAZOLE, also known as CCIV, is a chemical compound that belongs to the family of biimidazole derivatives. It is a highly aromatic, crystalline solid that is sparingly soluble in most organic solvents. CCIV has been studied for its potential application in organic electronics and optoelectronic devices due to its unique electronic and optical properties. It has also been investigated for its potential as a host material in phosphorescent organic light-emitting diodes (OLEDs) and as a charge transport material in photovoltaic cells. Furthermore, CCIV has shown promise as a potential therapeutic agent for the treatment of various diseases, including cancer and microbial infections, due to its ability to act as a DNA intercalator and disrupt nucleic acid function. Overall, 2,2'-BIS(2-CHLOROPHENYL)-4,4',5,5'-TETRAPHENYL-1,2'-BIIMIDAZOLE is a versatile chemical with a range of potential applications in different fields.

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 134-81-6 benzil 
• 57-13-6 urea 
• 3179-31-5 3-mercapto-1,2,4-triazole 
• 7189-82-4 2,2'-di(ortho-chlorophenyl)-4,4',5,5'-tetraphenyl-2'H-1,2'-biimidazole 
• 631-61-8 ammonium acetate 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 100-52-7 benzaldehyde 
• 10421-85-9 2-chloromandelic acid 
• 501-65-5 diphenyl acetylene 

Relevant articles and documents

One-pot synthesis of 2,4,5-triarylimidazoles catalyzed by copper (II) trifluoroacetate under solvent-free conditions

A simple, efficient and eco-friendly procedure has been developed using copper(II) trifluoroacetate as catalyst for the synthesis of 2,4,5-triarylimidazoles by one-pot condensation of benzil, aldehydes and ammonium acetate under solvent-free conditions. Compared with traditional methods, the present methodology offers several advantages such as excellent yields, and environmentally benign milder reaction conditions. Moreover, the catalyst exhibits reusable activity.

Synthesis and characterization of a new polymeric catalyst and used for the synthesis of imidazole derivatives

Cross-linked poly (4-vinylpyridine) supported TiCl4 abbreviated as [P4-VP]-Ti(IV) as a new polymeric catalyst was easily prepared and characterized by using the X-ray spectroscopy, EDS, mapping, TGA/DTG and FTIR techniques. This catalyst was used for synthesis of imidazole derivatives via one-pot three-component condensation reaction of benzil, ammonium acetate and aldehydes. This protocol offers advantages such as short reaction time, simple reaction work-up with reusability of catalyst. Graphic abstract: [Figure not available: see fulltext.].

TMSOTf-catalyzed synthesis of trisubstituted imidazoles using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions

In the process of drug discovery and development, an efficient and expedient synthetic method for imidazole-based small molecules from commercially available and cheap starting materials has great significance. Herein, we developed a TMSOTf-catalyzed synthesis of trisubstituted imidazoles through the reaction of 1,2-diketones and aldehydes using hexamethyldisilazane as a nitrogen source under microwave heating and solvent-free conditions. The chemical structures of representative trisubstituted imidazoles were confirmed using X-ray single-crystal diffraction analysis. This synthetic method has several advantages including the involvement of mild Lewis acid, being metal- and additive-free, wide substrate scope with good to excellent yields and short reaction time. Furthermore, we demonstrate the application of the methodology in the synthesis of biologically active imidazole-based drugs.