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1-Benzyl-2-phenylbenzimidazole is a complex organic compound with the molecular formula C24H19N2. It is a derivative of benzimidazole, a heterocyclic aromatic organic compound consisting of a benzene ring fused to an imidazole ring. The compound features a benzyl group (C6H5CH2-) attached to the nitrogen atom at position 1 and a phenyl group (C6H5-) attached to the carbon atom at position 2. This chemical is known for its potential applications in pharmaceuticals and materials science, particularly as a building block for the synthesis of various biologically active molecules and as a ligand in coordination chemistry. Its unique structure endows it with interesting electronic and steric properties, making it a subject of interest for researchers in organic synthesis and medicinal chemistry.

739-88-8

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739-88-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 739-88-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,3 and 9 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 739-88:
(5*7)+(4*3)+(3*9)+(2*8)+(1*8)=98
98 % 10 = 8
So 739-88-8 is a valid CAS Registry Number.

739-88-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-benzyl-2-phenylbenzimidazole

1.2 Other means of identification

Product number -
Other names F0852-0127

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:739-88-8 SDS

739-88-8Relevant academic research and scientific papers

Three new mononuclear group 12 complexes with benzimidazole

Amaral, Thaeny C.,De Carvalho, Gustavo S.G.,Da Silva, Adilson D.,Corbi, Pedro P.,Masciocchi, Norberto,Castellano, Eduardo E.,Cuin, Alexandre

, p. 1380 - 1391 (2014)

Three iso-structural Zn(II), Cd(II), and Hg(II) complexes with 1-benzyl-2-phenyl-1H-benzimidazole (BPB), ZnBPB, CdBPB, and HgBPB, respectively, were synthesized by reaction of the ligand with the corresponding metal chlorides in methanolic solutions. The

Photoinduced electron-transfer from benzimidazole to nanocrystals

Karunakaran,Jayabharathi,Jayamoorthy,Vinayagamoorthy

, p. 295 - 300 (2013)

The dynamics of photoinduced electron injection and energy transfer from benzimidazole to CuO, Fe2O3, WO3 and Al 2O3 nanoparticles has been studied by FT-IR, absorption and fluorescence spectroscopic

ATP Induced Modulation in π-π Stacking Interactions in Pyrene Based Zinc Complexes: Chemosensor Study and Quantitative Investigation of Apyrase Activity

Singh, Amanpreet,Raj, Pushap,Dubowski, Jan J.,Singh, Narinder

, p. 4320 - 4333 (2018)

Fluorescent zinc complexes of 1,2-disubstituted benzimidazole (R1-R3) have been synthesized and characterized using single crystal X-ray diffraction. The ligands L1-3 were found to be less emissive due to photoinduced electron transfer (PET) mechanism ori

Synthesis, structure, and optical properties of iridium(III) complex with 1-benzyl-2-phenylbenzimidazole and 4,4'-dicarboxy-2,2'-bipyridyne

Bezzubov,Bilyalova,Kuznetsova,Pavlov,Kiselev, Yu. M.,Dolzhenko

, p. 1085 - 1089 (2017)

A new cyclometalated iridium(III) complex [Ir(L)2(Hdcbpy)] (1) has been synthesized, where L is 1-benzyl-2-phenylbenzimidazole and Hdcbpy is monoprotonated 4,4′-dicarboxy-2,2′-bipyridine. The structure of complex 1 has been determined by X-ray

Electrochemical Synthesis of Benzo[ d]imidazole via Intramolecular C(sp3)-H Amination

Li, An,Li, Caohui,Li, Lijun,Liu, Yu,Tang, Kewen,Yang, Tao,Yang, Zan,Zhou, Congshan

, (2022/01/03)

An electrochemical dehydrogenative amination for the synthesis of benzimidazoles was developed. This electrosynthesis method could address the limitations of the C(sp3)-H intramolecular amination synthesis reaction and provide novel access to obtain 1,2-disubstituted benzimidazoles without transition metals and oxidants. Under undivided electrolytic conditions, various benzimidazole derivatives could be synthesized, exhibiting functional group tolerance.

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

Rodríguez-Huerto, Paula A.,Pe?a-Solórzano, Diana,Ochoa-Puentes, Cristian

, p. 6275 - 6283 (2021/07/29)

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

A heterogeneous catalytic strategy for facile production of benzimidazoles and quinoxalines from primary amines using the Al-MCM-41 catalyst

Vasu, Amrutham,Naresh, Mameda,Krishna Sai, Gajula,Divya Rohini, Yennamaneni,Murali, Boosa,Ramulamma, Madasu,Ramunaidu, Addipilli,Narender, Nama

, p. 9439 - 9446 (2021/12/09)

This study reports a straightforward heterogeneous catalytic (Al-MCM-41) approach to synthesize nitrogen heterocycle moieties from primary amines under solvent-free conditions. The Al-MCM-41 catalyst was prepared using a hydrothermal method and characterized by various analytical techniques. The probability and limitations of the catalytic methodology were presented with various substrates. The catalytic method grants an attractive route to a wide variety of benzimidazole and quinoxaline moieties with good to excellent yields. The gram scale reaction and reusability (up to five cycles) of the Al-MCM-41 catalyst would greatly benefit industrial applications. This journal is

Nickel catalyzed sustainable synthesis of benzazoles and purines: Via acceptorless dehydrogenative coupling and borrowing hydrogen approach

Chakraborty, Gargi,Guin, Amit Kumar,Mondal, Rakesh,Paul, Nanda

, p. 7217 - 7233 (2021/08/30)

Herein we report nickel-catalyzed sustainable synthesis of a few chosen five-membered fused nitrogen heterocycles such as benzimidazole, purine, benzothiazole, and benzoxazole via acceptorless dehydrogenative functionalization of alcohols. Using a bench stable, easy to prepare, and inexpensive Ni(ii)-catalyst, [Ni(MeTAA)] (1a), featuring a tetraaza macrocyclic ligand (tetramethyltetraaza[14]annulene (MeTAA)), a wide variety of polysubstituted benzimidazole, purine, benzothiazole, and benzoxazole derivatives were prepared via dehydrogenative coupling of alcohols with 1,2-diaminobenzene, 4,5-diaminopyrimidine, 2-aminothiphenol, and 2-aminophenol, respectively. A wide array of benzimidazoles were also prepared via a borrowing hydrogen approach involving alcohols as hydrogen donors and 2-nitroanilines as hydrogen acceptors. A few control experiments were performed to understand the reaction mechanism.

The synthesis and structure of an amazing and stable carbonized material Cu-PC@OFM and its catalytic applications in water with mechanism explorations

Tian, An-Qi,Luo, Xiang-Hao,Ren, Zhi-Lin,Zhao, Jun,Wang, Long

supporting information, p. 9614 - 9620 (2021/06/12)

An amazing and stable carbonized octahedral frame material Cu-PC@OFM was synthesized and characterized through HRTEM, SEM, XRD, XPS, and Raman spectroscopy and nitrogen adsorption/desorption analysis. In particular, the carbon matrix carrier loaded with nano-copper not only maintains the original structure, but also the nano copper particles generatedin situsignificantly improve the catalytic performance and stability. It was disclosed that the copper-based catalyst material Cu-PC@OFM showed high catalytic activity in the borrowing hydrogen reaction and the synthesis of 1-benzyl-2-aryl-1H-benzo[d]imidazole derivatives with high yields in water. This copper catalytic system provided a much greener and efficient catalyst for the synthesis of functionalized amines and 1-benzyl-2-aryl-1H-benzo[d]imidazoles with good recovery performance in water, which was the first example for the Cu-PC@OFM material-catalyzed synthesis of 1-benzyl-2-aryl-1H-benzo[d]imidazoles. In addition, a plausible reaction mechanism was proposed through some condition control experiments, deuterium labeling experiments and separation of intermediates experiments.

Heterogenizing a Homogeneous Nickel Catalyst Using Nanoconfined Strategy for Selective Synthesis of Mono- And 1,2-Disubstituted Benzimidazoles

Shadab,Dey, Gargi,Sk, Motahar,Banerjee, Debasis,Aijaz, Arshad

supporting information, p. 16042 - 16047 (2021/11/04)

A homogeneous Ni-phenanthroline catalyst was successfully immobilized into the cavities of a metal-organic framework, ZIF-8. The as-synthesized heterogeneous catalyst, Ni-Phen@ZIF, represents the first MOF based catalyst that enables dehydrogenative coupling of alcohols with aromatic diamines for selective synthesis of both mono- and 1,2-disubstituted benzimidazoles. The catalyst survived under harsh basic conditions, characterized by SEM, TEM, BET, PXRD, and EDX elemental mappings. The presence of the nanoconfined Ni-phenanthroline complex and the formation of extra Lewis acid sites during catalysis in the Ni-Phen@ZIF structure, confirmed by TPD analysis and kinetic experiments, might be responsible for higher activity and selectivity.

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