2622-67-5

Basic information

• Product Name: 1,2-Diphenyl-1H-benzimidazole
• Synonyms: 1,2-diphenyl-1h-benzimidazole;1,2-Diphenylbenzimidazole;1,2-Diphenyl-1H-benzoimidazole;1,2-Diphenyl-1H-benz;1,2-Diphenyl-1H-benzo[d]iMidazole
• CAS NO: 2622-67-5
• Molecular Formula: C₁₉H₁₄N₂
• Molecular Weight: 270.33
• Mol File: 2622-67-5.mol

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 468.569 °C at 760 mmHg
• Flash Point: 237.182 °C
• Appearance: /
• Density: 1.127 g/cm³
• Vapor Pressure: 5.92E-09mmHg at 25°C
• Refractive Index: 1.644
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.16±0.10(Predicted)
• CAS DataBase Reference: 1,2-Diphenyl-1H-benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Diphenyl-1H-benzimidazole(2622-67-5)
• EPA Substance Registry System: 1,2-Diphenyl-1H-benzimidazole(2622-67-5)

Safety Data

• Hazardous Substances Data: 2622-67-5(Hazardous Substances Data)

Usage

Uses

Used in Fluorescent Probe Applications:
1,2-Diphenyl-1H-benzimidazole is utilized as a fluorescent probe in biological and chemical research due to its ability to emit fluorescence upon interaction with specific molecules or under certain conditions. This property makes it valuable for detecting and monitoring various processes in living organisms and chemical reactions.
Used in Fungicide Applications:
In the agricultural industry, 1,2-Diphenyl-1H-benzimidazole is employed as a fungicide to protect crops from fungal infections. Its antifungal properties help maintain crop health and yield, contributing to food security and agricultural productivity.
Used in Pharmaceutical Research:
1,2-Diphenyl-1H-benzimidazole is studied for its potential anti-inflammatory and anti-cancer properties. Its ability to modulate biological pathways and target specific cellular processes makes it a promising candidate for the development of new therapeutic agents in the pharmaceutical industry.
Used in Chemical Synthesis:
As a versatile chemical compound, 1,2-Diphenyl-1H-benzimidazole is also used in the synthesis of other organic compounds and materials. Its unique structure and reactivity make it a valuable building block in the creation of new molecules with specific functions and applications in various industries.

InChI:InChI=1/C19H14N2/c1-3-9-15(10-4-1)19-20-17-13-7-8-14-18(17)21(19)16-11-5-2-6-12-16/h1-14H

Upstream product

• 39823-24-0 N-[2-(phenylamino)phenyl]benzamide 
• 100-52-7 benzaldehyde 
• 534-85-0 N-phenyl-1,2-benzenediamine 
• 98-88-4 benzoyl chloride 
• 10050-86-9 (4-dimethylamino-phenylimino)-phenyl-acetonitrile 
• 67-56-1 methanol 
• 53170-30-2 N-Hydroxy-N,N'-diphenylbenzamidin 
• 70326-64-6 N-(2-nitrophenyl)-N-phenylbenzamide 
• 74002-26-9 N-(2-chlorophenyl)-N-(2-nitrophenyl)amine 
• 88828-27-7 N-(α-benzylsulfanyl-benzyl)-aniline 
• 117661-96-8 2,2-diphenyl-2H-benzimidazole 
• 81568-76-5 1-(2-chlorophenyl)-2-phenyl-1H-benzo[d]imidazole 
• 57492-46-3 2-(2-bromophenyl)-1-phenyl-4-phenylmethylene-Δ²-imidazoline-5-one 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 94928-86-6 tris[2-phenylpyridinato-C₂,N]iridium(III) 

Relevant articles and documents

Efficiency phosphorescent OLEDs with a low roll-off based on a hetero-triplet iridium complex

In order to explore the triplet-triplet annihilation in cyclometalated iridium complexes, a hetero-triplet iridium complex [Ir(ppy)2pbi] employing two 2-phenylpyridine (Hppy) ligands and one 1,2-diphenyl-1H-benzo[d]-imidazole (Hpbi) ligand with

Enhancing the luminescence properties and stability of cationic iridium(iii) complexes based on phenylbenzoimidazole ligand: A combined experimental and theoretical study

Herein we designed and synthesized a series of cationic iridium(iii) complexes with a phenylbenzoimidazole-based cyclometalated ligand, containing different numbers of carbazole moieties from zero to three (complexes 1-4). The photophysical and electroche

Access to 2-Arylquinazolin-4(3H)-ones through Intramolecular Oxidative C(sp3)?H/N?H Cross-Coupling Mediated by I2/DMSO

A novel approach for the synthesis of 2-arylquinazolin-4(3H)-ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I2/DMSO-mediated intramolecular oxidative cross-coupling of 2-(benzylamino)benzamides to form C=N double bonds. This method was applicable for gram-scale synthesis. A proposed reaction pathway based on some control experiments was also provided.

Method for preparing 2 -phenyl quinazolinone compound

The invention relates to a preparation method of 2 -phenyl quinazolinone compounds, in particular to II. To the method, 2 - (benzylamino) benzamide compound (I) is used as a raw material for reaction of the experiment model, a simple substance iodine cata

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

Transition-Metal-Free Synthesis of 1,2-diphenyl-1H-benzo[d] Imidazole Derivatives from N-phenylbenzimidamides and Cyclohexanones

A transition-metal-free strategy for the formation of 1,2-diphenyl-1H-benzo[d] imidazoles from N-phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2-diphenyl-1H-benzo[d] imidazoles from cyclohexanones and N-phenylbenzimidamides via iodine- promoted oxidative cyclization. Non-aromatic cyclohexanones were smoothly dehydrogenated, and acted as an aryl source using oxygen as a green oxidant. The catalytic use of iodine makes this method quite simple, more economical and convenient. Under optimized conditions, various substituted 1,2-diphenyl-1H-benzo[d] imidazoles were smoothly reacted, and the desired substituted imidazoles were generated with moderate to excellent yields. (Figure presented.).

SYNTHESIS METHOD OF IMIDAZOLES

PROBLEM TO BE SOLVED: To provide benzimidazoles with small number of processes at high selectivity and high purity. SOLUTION: A synthesis method of benzimidazoles synthesizes at least one of an imidazole derivative and a carboxy imidazole derivative by reacting a diamine derivative and at least one of a dicarboxylic acid derivative and a dicarboxylic acid anhydride derivative in subcritical water or in supercritical water. For example, in subcritical water or in supercritical water, by reacting o-phenylene diamine and at least one of phthalic acid and phthalic anhydride, 2-phenylbenzimidazole and 2-o-benzimidazole benzoate are synthesized. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).

Enhanced Catalytic Properties of Molybdenum Promoted Mesoporous Cobalt Oxide: Structure-Surface-Dependent Activity for Selective Synthesis of 2-Substituted Benzimidazoles

High-valent molybdenum ions were substituted into the cobalt oxide lattice through a one step, sol-gel method and investigated for selective synthesis of 2-substituted benzimidazoles. Catalyst synthesis involves surfactant assisted soft templating inverse micelle method, which forms mesopores by interconnected intraparticle voids. Substitutional doping of Mo6+ resulted in materials with modified structural, morphological, surface, and redox properties. The catalytic activity increased with Mo concentration until an optimum amount (3 % Mo incorporation). Modified material shows lattice expansion, increased surface oxygen vacancies, and high surface area, which are responsible for the higher catalytic activity in selective benzimidazole synthesis reaction. A strong correlation between surface properties of the catalyst and the product selectivity was observed and plausible mechanistic and kinetic data are proposed and collected, respectively.

CIRCULATION CONTINUOUS PROCESSING METHOD AND DEVICE CONTAINING REACTION, EXTRACTION, AND ISOLATION FOR SYNTHETIC REACTION IN HIGH TEMPERATURE AND HIGH PRESSURE WATER

PROBLEM TO BE SOLVED: To efficiently obtain a product having high purity by making it possible to continuously perform a reaction step, an extraction step and an isolation step in a flow method by suppressing precipitation of a solid phase during reduced pressure in a production method of an organic compound with high temperature and high pressure water as a reaction medium. SOLUTION: A circulation continuous processing method for synthetic reaction in high temperature and high pressure water includes: (I) a reacting step in which high temperature and high pressure water having a temperature of 100°C or higher and 500°C or lower and a pressure of exceeding normal pressure and 60 MPa or lower and a reaction substrate are reacted to generate a reaction product; (II) an extracting step in which an organic solvent that dissolves the reaction product is mixed with a mixed liquid that in the temperature and pressure range after the reaction to extract the reaction product in the organic solvent, and ; (III) a separating step in which the mixed liquid after the extracting is depressurized to form a mixed liquid in which an organic solvent solution and an aqueous solution are separated and dispersed with each other, followed by membrane separating the mixed solution to obtain the organic solvent solution and aqueous solution, these steps are continuously performed. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2018,JPOandINPIT