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2-(4-Methoxyphenyl)-1H-benzimidazole is an organic compound with the chemical formula C14H12N2O. It is a white crystalline solid that is soluble in organic solvents. 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE is a derivative of benzimidazole, which is a heterocyclic aromatic organic compound with a central benzene ring fused to an imidazole ring. The presence of a methoxy group (-OCH3) attached to the para position of the phenyl ring gives 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE unique chemical properties. It is used as a building block in the synthesis of various pharmaceuticals and agrochemicals, particularly those with biological activity. Due to its potential applications in drug development, it is an important intermediate in the chemical industry.

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  • Basic information

    1. Product Name: 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE
    2. Synonyms: 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE;TIMTEC-BB SBB000638;2-(4-METHOXYPHENYL)-1H-BENZO[D]IMIDAZOLE;OTAVA-BB 1056467;1H-BenziMidazole, 2-(4-Methoxyphenyl)-BenziMidazole, 2-(p-Methoxyphenyl)- (6CI,7CI,8CI);2-(4-Methoxyphenyl)benziMidazole, 95%;2-(4-Methoxyphenyl)-1H-benzoimidazole
    3. CAS NO:2620-81-7
    4. Molecular Formula: C14H12N2O
    5. Molecular Weight: 224.26
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2620-81-7.mol
  • Chemical Properties

    1. Melting Point: 228-230 °C
    2. Boiling Point: 428.2°C at 760 mmHg
    3. Flash Point: 154.4°C
    4. Appearance: /
    5. Density: 1.216g/cm3
    6. Vapor Pressure: 1.55E-07mmHg at 25°C
    7. Refractive Index: 1.657
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 11.49±0.10(Predicted)
    11. CAS DataBase Reference: 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE(2620-81-7)
    13. EPA Substance Registry System: 2-(4-METHOXYPHENYL)-1H-BENZIMIDAZOLE(2620-81-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2620-81-7(Hazardous Substances Data)

2620-81-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2620-81-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,2 and 0 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 2620-81:
(6*2)+(5*6)+(4*2)+(3*0)+(2*8)+(1*1)=67
67 % 10 = 7
So 2620-81-7 is a valid CAS Registry Number.
InChI:InChI=1/C14H12N2O/c1-17-11-8-6-10(7-9-11)14-15-12-4-2-3-5-13(12)16-14/h2-9H,1H3,(H,15,16)

2620-81-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-methoxyphenyl)-1H-benzimidazole

1.2 Other means of identification

Product number -
Other names F0852-0174

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:2620-81-7 SDS

2620-81-7Relevant articles and documents

Vibrational spectrum and assignments of 2-(4-methoxyphenyl)-1H-benzo[d]imidazole by ab initio Hartree-Fock and density functional methods

Arslan, Hakan,Alguel, Oeztekin

, p. 109 - 116 (2008)

The room temperature attenuated total reflection Fourier transform infrared spectrum of the 2-(4-methoxyphenyl)-1H-benzo[d]imidazole has been recorded with diamond/ZnSe prism. The conformational behaviour, structural stability of optimized geometry, frequ

Mechanistic study of copper-catalyzed intramolecular ortho-C-H activation/carbon-nitrogen and carbon-oxygen cyclizations

Tang, Shiya,Gong, Tianjun,Fu, Yao

, p. 619 - 632 (2013)

Intramolecular ortho-C-H activation and C-N/C-O cyclizations of phenyl amidines and amides have recently been achieved under Cu catalysis. These reactions provide important examples of Cu-catalyzed functionalization of inert C-H bonds, but their mechanism

[Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)]: Synthesis, crystal structure, catalytic activity and DFT study

Brahman, Dhiraj,Chhetri, Sailesh,Kamath, Amarjit,McArdle, Patrick,Sinha, Biswajit

, (2021/09/04)

Metal-organic hybrid complexes often exhibit large surface area, pore volume, fascinating structures and potential applications including catalytic applications. Hence a new metal-organic hybrid complex [Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)] was synthesized using conventional method. Physico-chemical characterization of the complex was performed with FTIR spectroscopy, single crystal X-ray diffraction, TGA, EPR and FESEM. Single crystal X-ray diffraction study suggests it to be three dimensional with space group P212121 (orthorhombic). The crystal achieves its three-dimensional structure and stability through extensive intermolecular hydrogen bonding. Hirshfeld surface analysis, catalytic activity and DFT study of the complex was also performed. The synthesized complex acts as good catalyst in benzimidazole synthesis with good recyclability as catalyst up to 5th run.

One-Pot Transformation of Lignin and Lignin Model Compounds into Benzimidazoles

Guo, Tao,He, Jianghua,Liu, Tianwei,Zhang, Yuetao

supporting information, (2022/02/07)

It is a challenging task to simultaneously achieve selective depolymerization and valorization of lignin due to their complex structure and relatively stable bonds. We herein report an efficient depolymerization strategy that employs 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as oxidant/catalyst to selectively convert different oxidized lignin models to a wide variety of 2-phenylbenzimidazole-based compounds in up to 94 % yields, by reacting with o-phenylenediamines with varied substituents. This method could take full advantage of both Cβ and/or Cγ atom in lignin structure to furnish the desirable products instead of forming byproducts, thus exhibiting high atom economy. Furthermore, this strategy can effectively transform both the oxidized hardwood (birch) and softwood (pine) lignin into the corresponding degradation products in up to 45 wt% and 30 wt%, respectively. Through a “one-pot” process, we have successfully realized the oxidation/depolymerization/valorization of natural birch lignin at the same time and produced the benzimidazole derivatives in up to 67 wt% total yields.

Preparation method of 2-substituted benzimidazole compound

-

Paragraph 0035-0078, (2021/02/20)

The invention discloses a preparation method of a 2-substituted benzimidazole compound, and belongs to the field of synthesis of benzimidazole compounds. The 2-substituted benzimidazole compound is synthesized in an organic solvent by taking an o-nitroaniline compound, aromatic aldehyde, o-dinitrobenzene and aromatic aldehyde as raw materials and taking Co particles wrapped by a nitrogen-doped carbon material as a catalyst. According to the method, the 2-substituted benzimidazole compound can be prepared at room temperature, the reaction conditions are mild, the yield is as high as 95%, the selectivity is as high as 99%, and the method is economical, environmentally friendly and wide in substrate applicability. The used catalyst is easy to prepare, low in cost and good in reusability, canbe separated by utilizing magnetism, and is convenient to recover, so that the method has a relatively strong industrial application prospect.

Visible-Light Photoredox Catalyzed Double C-H Functionalization: Radical Cascade Cyclization of Ethers with Benzimidazole-Based Cyanamides

Jiang, Si,Tian, Xiao-Jing,Feng, Shu-Yao,Li, Jiang-Sheng,Li, Zhi-Wei,Lu, Cui-Hong,Li, Chao-Jun,Liu, Wei-Dong

supporting information, p. 692 - 696 (2021/02/01)

A visible-light photoredox catalyzed radical cascade cyclization of simple ethers with cyanamides is developed at room temperature. This strategy involves sequential inert Csp3-H/Csp2-H functionalizations through intermolecular addition reaction of oxyalkyl radicals to N-cyano groups followed by radical cyclization of iminyl radicals in situ generated with C-2 aryl rings. This method allows for efficient synthesis of tetracyclic benzo[4,5]imidazo[1,2-c]quinazolines. Importantly, this is the first example of an intermolecular-intramolecular radical cascade cyclization reaction of cyanamides.

Preparation method 2 -substituted benzimidazole derivative

-

Paragraph 0065-0070, (2021/11/10)

The invention belongs to the field of fine chemical product production, and particularly relates to 2 -substituted benzimidazole derivative preparation method which comprises the following steps: (1) taking O-phenylenediamine and aldehyde as raw materials, carrying out catalytic condensation, cyclization and oxidation reaction in a eutectic solvent. (2) Water is added to the reaction system, the separated product is filtered, and the eutectic solvent is recycled. (3) After recrystallization, a target product is obtained. The method has the advantages of simple operation process, easily available raw materials, low cost, high purity of the target product and no catalyst participation, can effectively prevent isomer formation, and is beneficial to large-scale production.

1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles

Kalhor, Mehdi,Zarnegar, Zohre

, (2021/12/03)

In the present study, 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride-supported Ni@zeolite-Y-based nanoporous materials (Ni@zeolite-Im-IL) were synthesized and their structures were confirmed using different characterization techniques such as FT-IR, FE-SEM, EDX, XRD, BET and TGA-DTG analyses. In order to synthesize this multi-functional nano-system, zeolite-NaY was modified first, with exchanged Ni2+ ions and 3-chloropropyltriethoxysilane (CPTES) as a coupling reagent and then functionalized to imidazolium chloride ionic liquid by N-methylimidazole. New multi-functional nano-material of Ni@zeolite-Im-IL demonstrated high activity in the catalytic synthesis of 2-aminothiazoles 3a–l by one-pot reaction of methylcarbonyls, thiourea and iodine at 80?°C in DMSO with good to excellent yields (85–98%). Also, the catalytic synthesis of 2-aryl benzimidazoles, 6a–m was performed by the condensational reaction of o-arylendiamine and aromatic aldehydes in EtOH at room temperature with excellent yields (90–98%). Advantages of this efficient synthetic strategy include higher purity and shorter reaction time, excellent yield, easy isolation of products, the good stability, activity and feasible reusability of the metallic ionic liquid nanocatalyst. These benefits have made this method more compatible with the principles of green chemistry. Graphical abstract: [Figure not available: see fulltext.]

Reusable nano-zirconia-catalyzed synthesis of benzimidazoles and their antibacterial and antifungal activities

Ahmad, Naushad,Ahmed, Faheem,Albalawi, Fadwa,Alomar, Suliman Yousef,Basaveswara Rao, M. V.,Cheedarala, Ravi Kumar,Naidu, Tentu Manohra,Rao, Nalla Krishna,Rao, Tentu Nageswara,Reddy, G. Rajasekhar

, (2021/07/26)

In this article, a zirconia-based nano-catalyst (Nano-ZrO2 ), with intermolecular C-N bond formation for the synthesis of various benzimidazole-fused heterocycles in a concise method is reported. The robustness of this reaction is demonstrated

TEMPO supported amine functionalized magnetic titania: a magnetically recyclable catalyst for the aerobic oxidative synthesis of heterocyclic compounds

Sharma, Sukanya,Choudhary, Anu,Sharma, Shally,Shamim, Tahira,Paul, Satya

, p. 83 - 94 (2021/01/04)

Abstract: The present protocol uncover a new strategy to synthesize highly efficient solid TEMPO based catalyst in which 4-oxo-TEMPO was covalently tethered to the surface of amine functionalized magnetic titania. The chemical nature and structure of the

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