29914-81-6

Basic information

• Product Name: 1，3-bits（2-benzimidazolyl)benzene
• Synonyms: 1，3-bits（2-benzimidazolyl)benzene;1,3-Bis(2-benzimidazolyl)benzene;1,3-Di(1H-benzo[d]imidazol-2-yl)benzene;1,3-Bis(1H-benzo[d]iMidazol-2-yl)benzene;2,2'-(1,3-phenylene)bis-1H-Benzimidazole;1,3-Bis(1H-benzo[d]imidazol-2-yl)
• CAS NO: 29914-81-6
• Molecular Formula: C₂₀H₁₄N₄
• Molecular Weight: 310.359
• Mol File: 29914-81-6.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 633.3 °C at 760 mmHg
• Flash Point: 295.1 °C
• Appearance: /
• Density: 1.341 g/cm³
• Vapor Pressure: 6.05E-16mmHg at 25°C
• Refractive Index: 1.77
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1，3-bits（2-benzimidazolyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1，3-bits（2-benzimidazolyl)benzene(29914-81-6)
• EPA Substance Registry System: 1，3-bits（2-benzimidazolyl)benzene(29914-81-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 29914-81-6(Hazardous Substances Data)

Usage

General Description

1,3-bis(2-benzimidazolyl)benzene is a chemical compound known for its role in numerous chemical applications. It belongs to the class of organic compounds known as benzimidazoles, which are organic compounds containing a benzene ring fused to an imidazole ring. This chemical structure, with its aromatic nature and planar geometry, makes it a suitable candidate for host materials in organic light-emitting diodes (OLEDs). Potential uses of this compound extend to other areas in the realm of organic electronics, chemical sensors, pigments, and nanomaterials due to their unique photophysical and photochemical properties.

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

Upstream product

• 626-19-7 Isophthalaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 36323-28-1 α,α,α',α'-tetrabromo-m-xylene 
• 626-18-6 1,3-dimethanol benzene 
• 121-91-5 isophthalic acid 

Downstream Products

• 141045-28-5 1,3-bis<1-(3,5-dimethoxybenzyl)benzimidazolo-2-yl>benzene 
• 1030378-87-0 poly[[[μ(2)-1,3-bis(1H-benzimidazol-2-yl)benzene-κ(2)N(3):N(3')](μ2-terephthalato-κ(2)O:O')zinc(II)] ethanol solvate] 
• 141045-26-3 1,3-bis(1-methyl-1H-benzimidazol-2-yl)benzene 

Relevant articles and documents

Synthesis and characterization of n-substituted polybenzimidazoles

Soluble N-substituted polybenzimidazoles have been prepared by aromatic nucleophilic displacement reaction of N-H sites in 1,3-bis(2- benzimidazolyl)benzene (mBBIB) with activated aromatic difluorides containing sulfonyl and carbonyl groups in sulfolane at 210 °C in the presence of anhydrous potassium carbonate. 1,3-Bis(2-benzimidazolyl)benzene was synthesized from isophthalic acid and 1,2- phenylenediamine in polyphosphoric acid. The structure of 1,3-bis(2-benzimidazolyl)benzene was confirmed by FT-IR, HRMS, 1H and 13C NMR. The characterizations of the resulting polymers were performed with FT-IR, 1H NMR, elemental analysis, GPC, DSC, TGA and solubility tests. DSC and TG measurements showed that polymers had high glass transition temperatures (Tg > 210 °C) and good thermal stability with high decomposition temperatures (TD > 430 °C). These novel polymers also showed good solubility.

Broadband optical limiting of a novel twisted tetrathiafulvalene incorporated donor-acceptor material and its Ormosil gel glasses

To accomplish broadband optical limiting with high visible-light region (ca. 400-700 nm) transmittance, as well as to satisfy the requirement of practical applications, a novel molecule, TTF-Pt(bzimb), has been rationally designed and synthesized by connecting an excellent electron donating tetrathiafulvalene and a Pt(ii)-incorporated electron withdrawing Pt(bzimb) with a C-C triple bond. Chlorine substituted Cl-Pt(bzimb) was presented for comparison. As expected, the theoretical calculation results clearly demonstrate that TTF-Pt(bzimb) exhibits a twisted conformation with a dihedral angle of 50° at the C-C triple bond. The intramolecular charge transfer existing between the donor and the acceptor is well evidenced by a series of experimental results such as UV-vis spectra, fluorescence spectra, and CV. Benefiting from a unique conformation, TTF-Pt(bzimb) and its doped Ormosil gel glasses in a methyltriethoxysilane matrix exhibit broadband (532 and 1064 nm) optical limiting behaviour with high visible-light transmittance. Furthermore, TTF-Pt(bzimb) shows more remarkable optical limiting behaviour than the state-of-the-art optical limiting material, C60, under 532 nm. Thus, our results disclose a rational molecular design strategy for the accomplishment of remarkable optical limiting. TTF-Pt(bzimb) and its gel glasses can be considered as promising candidates for the applications of optical limiting and for use in nonlinear optical devices.

Crystal structures and study of interaction mode of bis-benzimidazole-benzene derivatives with DNA

Three derivatives of the scaffold, 1,3-bis(benzimidazol-2-yl)benzene 1–3, were synthesized and structurally characterized by single X-ray diffraction. Spectroscopic studies by fluorescence competitive displacement assays, UV–Vis, circular dichroism, and docking simulations revealed that the interaction of these derivatives with ds-DNA at pH= 7.4 is through groove binding mode with pronounced affinity to derivative 1 which contains hydrogen bond donor groups (NH), 1 (KA= 4.48 × 104 M?1), over the other derivatives lacking hydrogen bond donors, 2–3 (KA= 6.6 × 103 - 2.1 × 103 M?1). Melting DNA studies and Stern-Volmer constants at different temperatures of 1 with DNA are consistent with a static quenching mechanism by a groove binding mode. Based on experimentally estimated enthalpic (ΔH= -55.33 kJmol?1) and entropic (ΔS= -98.77 Jmol?1K?1) parameters, and theoretical calculations for the complex 1-DNA, the proposed interaction model is predominantly enthalpically driven through hydrogen bonds and Van der Waals. Finally, bisbenzimidazole derivatives 1 and 2 exhibit potential anti-proliferative activity toward human colorectal adenocarcinoma and human lung adenocarcinoma, respectively.

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

Ureido-containing platinum pyridyl complex with anion recognition function and preparation method thereof

The invention provides a ureido-containing platinum pyridyl complex with an anion recognition function and a preparation method thereof. The structure of the ureido-containing platinum pyridyl complexis shown by a formula (1) as shown in the specification