62871-28-7

Basic information

• Product Name: 2-(1H-BENZIMIDAZOL-2-YL)-4-BROMOPHENOL
• Synonyms: 2-(1H-BENZIMIDAZOL-2-YL)-4-BROMOPHENOL;UKRORGSYN-BB BBV-2081994;2-(1H-1,3-BENZODIAZOL-2-YL)-4-BROMOPHENOL;2-(1H-benzo[d]imidazol-2-yl)-4-bromophenol;2-(2-Benzimidazolyl)-4-bromophenol;2-(2'-Hydroxy-5'-bromophenyl)benzimidazole;2-(1H-Benzo[d]imidazol-2-yl)
• CAS NO: 62871-28-7
• Molecular Formula: C₁₃H₉BrN₂O
• Molecular Weight: 289.14
• Mol File: 62871-28-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 256-257℃
• Boiling Point: 486.6 °C at 760 mmHg
• Flash Point: 248.1 °C
• Appearance: /
• Density: 1.652
• Vapor Pressure: 4.31E-10mmHg at 25°C
• Refractive Index: 1.742
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-(1H-BENZIMIDAZOL-2-YL)-4-BROMOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-BENZIMIDAZOL-2-YL)-4-BROMOPHENOL(62871-28-7)
• EPA Substance Registry System: 2-(1H-BENZIMIDAZOL-2-YL)-4-BROMOPHENOL(62871-28-7)

Safety Data

• Hazardous Substances Data: 62871-28-7(Hazardous Substances Data)

Usage

General Description

2-(1H-Benzimidazol-2-yl)-4-bromophenol is a chemical compound that has been extensively used in organic synthesis and pharmaceuticals. It incorporates two primary structures – a benzimidazole group, which is a type of a heterocyclic aromatic organic compound known for its diverse range of applications in the pharmaceutical industry, and a bromophenol group. The bromine atom in this compound adds significant properties besides being a key component in the formation of carbon-carbon bonds in organic synthesis. The hydroxyl group (-OH) also makes it a phenol, which generally imparts antiseptic properties. Due to its complex structure and functional groups, this compound exhibits a wide range of properties and can be potentially used in chemical, medical, and pharmaceutical applications. It is typically synthesized through a series of reaction and purification steps.

InChI:InChI=1/C13H9BrN2O/c14-8-5-6-12(17)9(7-8)13-15-10-3-1-2-4-11(10)16-13/h1-7,17H,(H,15,16)

Upstream product

• 61131-72-4 2-(2-nitrovinyl)-4-bromophenol 
• 95-54-5 1,2-diamino-benzene 
• 2316-64-5 5-bromo-2-hydroxybenzyl alcohol 
• 1616869-69-2 C₁₅H₁₀BrNO₃ 
• 106-41-2 4-bromo-phenol 
• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 1761-61-1 5-bromosalicyclaldehyde 
• 29979-27-9 N¹,N²-bis(5-bromo-2-hydroxybenzylidene)-1,2-phenylenediimine 
• 87745-36-6 Methyl-carbamic acid 4-bromo-2-((E)-2-nitro-vinyl)-phenyl ester 
• 51800-88-5 2-[(2-amino-phenylimino)-methyl]-4-bromo-phenol 

Relevant articles and documents

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

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

The ninhydrin core as carbonyl source to access 2-(2′-hydroxyaryl)benzimidazoles exploiting the ortho selectivity of ninhydrin-phenol adducts

Although ninhydrin is an essential analytical tool in biochemical and forensic sciences, for the past several years, it has been employed as efficient building block for diverse organic scaffolds. In the present work, the ortho selectivity of ninhydrin-phenol adducts has been exploited to obtain 2-(2′-hydroxyaryl)benzimidazoles which are well known excited state intramolecular proton transfer (ESIPT) fluorophores. Under acidic condition, 3-(2-hydroxyaroyl)isoindolin-1-one intermediate generated in situ from ninhydrin-phenol adducts was treated with o-phenylenediamine resulting benzimidazole scaffolds via a two-step one pot strategy.

Green synthesis of benzimidazole derivatives under ultrasound irradiation using Cu-Schiff base complexes embedded over MCM-41 as efficient and reusable catalysts

We have synthesized two recoverable catalysts by covalently attaching complexes such as Cu-complex-phen and Cu-complex-bipy on MCM-41 through a greener synthetic route. FT-IR, EDX, SEM and TEM microscopy, XRD analysis, N2 adsorption and desorpt