1047-63-8

Basic information

• Product Name: 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE
• Synonyms: 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE;1,4-di(1H-benzo[d]imidazol-2-yl)benzene;1,4-Bis(1H-benzo[d]iMidazol-2-yl)benzene;2,2'-(1,4-phenylene)bis-1H-Benzimidazole
• CAS NO: 1047-63-8
• Molecular Formula: C₂₀H₁₄N₄
• Molecular Weight: 310.36
• Mol File: 1047-63-8.mol
• Article Data: 33

Chemical Properties

• Melting Point: >300 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 609.483 °C at 760 mmHg
• Flash Point: 283.087 °C
• Appearance: /
• Density: 1.342 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.77
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO
• PKA: 11.01±0.10(Predicted)
• CAS DataBase Reference: 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE(1047-63-8)
• EPA Substance Registry System: 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE(1047-63-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1047-63-8(Hazardous Substances Data)

Usage

Description

2-(4-(1H-Benzo[d]imidazol-2-yl)phenyl)-1H-benzo[d]imidazole is a chemical compound characterized by its unique molecular structure, which consists of a benzene ring fused to an imidazole ring. 2-(4-(1H-BENZO[D]IMIDAZOL-2-YL)PHENYL)-1H-BENZO[D]IMIDAZOLE is known for its ability to absorb UVA rays, making it a valuable component in various applications.

Uses

Used in Cosmetics Industry:
2-(4-(1H-Benzo[d]imidazol-2-yl)phenyl)-1H-benzo[d]imidazole is used as an additive in the cosmetics industry, specifically for the formulation of sunscreens. The compound serves as a UVA absorber, providing protection against the harmful effects of ultraviolet A radiation, which can cause skin aging and increase the risk of skin cancer.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(4-(1H-Benzo[d]imidazol-2-yl)phenyl)-1H-benzo[d]imidazole may be utilized as an intermediate in the synthesis of water-soluble organic compounds with potential applications in drug development. These compounds could be used to enhance the solubility, stability, or bioavailability of active pharmaceutical ingredients, ultimately improving the efficacy and safety of medications.
Used in Chemical Synthesis:
2-(4-(1H-Benzo[d]imidazol-2-yl)phenyl)-1H-benzo[d]imidazole can also be employed as a key intermediate in the synthesis of various organic compounds with diverse applications. Its unique structure allows for further functionalization and modification, enabling the development of new materials with specific properties and uses in different industries, such as electronics, materials science, and environmental protection.

InChI:InChI=1/C20H14N4/c1-2-6-16-15(5-1)21-19(22-16)13-9-11-14(12-10-13)20-23-17-7-3-4-8-18(17)24-20/h1-12H,(H,21,22)(H,23,24)

Upstream product

• 623-27-8 terephthalaldehyde, 
• 95-54-5 1,2-diamino-benzene 
• 589-29-7 p-xylylene glycol 
• 16524-60-0 terephthalaldehyde bis-(2-aminophenylimine) 
• 874-89-5 4-Cyanobenzyl alcohol 
• 619-65-8 4-cyanobenzoic Acid 
• 100-20-9 terephthaloyl chloride 
• 88-74-4 2-nitro-aniline 
• 750-11-8 N,N'-di(o-nitrophenyl)terephthalamide 
• 13533-12-5 N,N-dihydroxybenzene-1,4-dicarboximidoyl dichloride 
• 100-21-0 terephthalic acid 
• 109702-84-3 N¹,N⁴-bis(2-aminophenyl)terephthalamide 

Downstream Products

• 109702-85-4 1,4-bis(5-nitrobenzimidazolyl)benzene 

Relevant articles and documents

H2O2/Fe(NO3)3-promoted synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles

A new, convenient synthesis of 2-substituted benzimidazoles and benzothiazoles is described. Short reaction time, easy and quick isolation of the products, environmentally friendly procedure, excellent chemoselectivity and excellent yields are main advantages of this procedure. Georg Thieme Verlag Stuttgart.

FeCl3-doped polyaniline nanoparticles as reusable heterogeneous catalyst for the synthesis of 2-substituted benzimidazoles

FeCl3-doped polyaniline nanoparticles efficiently catalyze the synthesis of 2-substituted benzimidazoles by the reaction of aldehydes with o-phenylenediamine. Synthesis and characterization of the catalyst are described, and the obtained results confirms good dispersion of the FeCl3 on the polyaniline. Simple workup, mild reaction conditions, low cost, easy separation, and reusability of the catalyst are some advantages of this method.

Highly efficient anion transport mediated by 1,3-bis(benzimidazol-2-yl)benzene derivatives bearing electron-withdrawing substituents

1,3-Bis(benzimidazol-2-yl)benzene exhibits potent anionophoric activity through a process of anion exchange with a minor level of proton/anion symport. Modification of 1,3-bis(benzimidazol-2-yl)benzene with strong electron-withdrawing substituents, such as trifluoromethyl and nitro groups, leads to up to 789-fold increase in the activity. The benzimidazolyl-NH fragments, the relative position and the number of the benzimidazolyl groups on the central phenyl scaffold play an essential role in the transport.

Facile and efficient aerobic one-pot synthesis of benzimidazoles using Ce(NO3)3·6H2O as promoter

A series of 2-substituted benzimidazoles was synthesized under aerobic conditions, by simply heating 1,2-diaminobenzene and aldehydes in DMF at 80 °C, employing Ce(NO3)3·6H2O as promoter and atmospheric air as an efficient oxidant. The procedure afforded the products from good to excellent yields. Furthermore, this new economic and eco-friendly protocol avoids the use of toxic metal catalysts, as well as additional bases and oxidants.

1,4-Bis(2-benzimidazolyl)benzene

The title compound, C20H14N4, lies about an inversion centre and the benzimidazole moiety and the phenyl ring are twisted by 30.9(1)°. The benzimidazole moiety is completely planar, with a maximum deviation of 0.009 (2) angstroms. Intermolecular N-H···N hydrogen bonds give rise to a layered structure, with the layers stacked by van der Waals interactions.

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Regulation of conjugate rigid plane structures for achieving transformation of fluorescence recognition properties

Bisbenzimidazole is an important class of fluorescence molecular probe materials with applications in environmental, clinical, and biological systems. Moreover, different bisbenzimidazole derivatives, due to excellent coordination properties and fluorescence characteristics, were widely studied for cation recognition. In this study, the relationship between three bisbenzimidazole derivatives (B1, B2 and B3) with respect to the increase of the phenyl group conjugate systems and fluorescence sensing properties for the detection of toxic heavy metal ions such as Hg2+ is explored and analyzed. B1 contains a bisbenzimidazole unit without an appendage, while B2 and B3 have different phenyl appendages between two benzimidazole rings; with the extension of the conjugated system, the selectivity of cation recognition increases but the stability decreases significantly. Simultaneously, their limits of detections (LODs) and recognition mechanism for Hg2+ were investigated via various methods such as fluorescence spectroscopy, 1H NMR spectroscopy, ICP analysis, and DFT calculations. Inspiringly, B2 shows high adsorption and separation efficiency, which provides a reference for the development of mercury ion absorption/removal materials. This journal is

Solid Phase Synthesis of Biologically active Benzimidazole Derivatives Catalysed by CH3S03H-Si02 under Solvent free Condition

A simple an expeditious method was established for the synthesis of 2-Substituted-1H-Benzimidazole derivatives at 90°C using o-phenylenediamine and different aldehydes. It has been found that a mixture of Methanesulphonic acid-Si02to be an effective catal

Nickel catalysed construction of benzazoles: Via hydrogen atom transfer reactions

Herein we report a homogeneous, phosphine free, inexpensive nickel catalyst that forms a wide variety of benzazoles from alcohol and diamines by a reaction sequence of alcohol oxidation, imine formation, ring cyclization and dehydrogenative aromatization. A reversible azo/hydrazo couple, that is part of the ligand architecture steers both the alcohol oxidation and dehydrogenation of the annulated amine under fairly mild reaction conditions. Interestingly, both the alcohol oxidation and amine dehydrogenation steps are directly mediated by hydrogen atom transfer (HAT), which is greatly facilitated by the reduced ligand backbone. The kH/kD for the amine dehydrogenation step, measured at 60 °C is 5.9, fully consistent with HAT as the rate determining factor during this step. This is a unique scenario where two consecutive oxidation steps towards benzazole formation undergo HAT, which has been substantiated via kinetic studies, KIE determination and intermediate isolation. This journal is