3878-21-5

Basic information

• Product Name: 1H-Benzimidazole,2-(3-thienyl)-(9CI)
• Synonyms: 1H-Benzimidazole,2-(3-thienyl)-(9CI);2-(3-thienyl)-1H-benzimidazole;2-thiophen-3-yl-1H-benzimidazole;2-(2-Thienyl)benziMidazole, 97%
• CAS NO: 3878-21-5
• Molecular Formula: C11H8N2S
• Molecular Weight: 200.25962
• Product Categories: BENZIMIDAZOLE
• Mol File: 3878-21-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 413.8°Cat760mmHg
• Flash Point: 204.3°C
• Appearance: /
• Density: 1.336g/cm³
• Vapor Pressure: 4.67E-07mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: 1H-Benzimidazole,2-(3-thienyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-(3-thienyl)-(9CI)(3878-21-5)
• EPA Substance Registry System: 1H-Benzimidazole,2-(3-thienyl)-(9CI)(3878-21-5)

Safety Data

• Hazardous Substances Data: 3878-21-5(Hazardous Substances Data)

Usage

Molecular Structure

A chemical compound that contains a benzene ring fused to an imidazole ring, with a thienyl group attached to the second position of the imidazole ring.

Thienyl Group

A heterocyclic aromatic compound containing a five-membered ring with sulfur.

Biological Activities

Known for its diverse range of biological activities, including potential as an antifungal and antiviral agent.

Potential Uses

Being investigated for its potential use in organic synthesis and material science.

Chemical Family

Belongs to the benzimidazole family.

InChI:InChI=1/C11H8N2S/c1-2-4-10-9(3-1)12-11(13-10)8-5-6-14-7-8/h1-7H,(H,12,13)

Upstream product

• 1468-83-3 1-(thiophen-3-yl)-ethanone 
• 95-54-5 1,2-diamino-benzene 
• 88-13-1 3-Thiophene carboxylic acid 
• 6165-69-1 Thien-3-ylboronic acid 
• 4857-06-1 2-chloro-1H-benzoimidazole 
• 498-62-4 3-thiophene carboxaldehyde 
• 872-31-1 3-Bromothiophene 
• 51-17-2 benzoimidazole 
• 88-74-4 2-nitro-aniline 
• 54610-58-1 ethyl thiophene-3-carbimidate hydrocloride 
• 59918-72-8 N-phenyl-thiophene-3-carboximidic acid amide; hydriodide 

Relevant articles and documents

Synthesis and some transformations of 1-methyl-2-(thiophen-3-yl)-1H-benzimidazole

1-Methyl-2-(thiophen-3-yl)-1H-benzimidazole was synthesized by the Weidenhagen reaction, followed by N-methylation. Electrophilic substitution reactions of the title compound, in particular nitration, bromination, sulfonation, formylation, and acylation,

Benzotrithiophene and triphenylamine based covalent organic frameworks as heterogeneous photocatalysts for benzimidazole synthesis

Metal-free covalent organic frameworks (COFs) as visible-light active and recyclable photocatalysts afford an eco-friendly and sustainable option to classical photosensitizers, which usually require noble metals (iridium, ruthenium, rhodium, etc.) to produce photocatalytic activity. Most classical small molecule photosensitizers have poor recyclability with certain limitations. As a result, it is of great significance to develop a metal-free and easily recyclable COF photocatalyst. In this study, we designed and synthesized a new type of COF photocatalyst (BTT-TPA-COF) in which benzotrithiophene and triphenylamine units are alternately connected. It has high specific surface area, permanent porosity and good stability. In addition, this design strategy can effectively adjust the band gap, energy level and photoelectric performance of BTT-TPA-COF. As a metal-free photocatalyst, BTT-TPA-COF exhibits high-efficiency photocatalytic activity, excellent substrate tolerance and excellent recyclability for the synthesis of 2-arylbenzimidazole compounds. This research not only puts forward a design strategy for high-efficiency photocatalysts, but also broadens the application range of COF materials in photocatalytic organic reactions.

"Metal-Free" Nanoassemblies of AIEE-ICT-Active Pyrazine Derivative: Efficient Photoredox System for the Synthesis of Benzimidazoles

Supramolecular nanoassemblies of an AIEE-ICT-active pyrazine derivative (TETPY) having strong absorption in the visible region and excellent transportability have been utilized as an efficient photoredox catalytic system for the synthesis of a variety of benzimidazoles having electron-withdrawing/electron-releasing/aliphatic groups under "metal-free"conditions. The reaction protocol involves the successful harvesting of visible light by TETPY assemblies to catalyze the coupling of o-phenylenediamine/substituted diamines and substituted aromatic/heterocyclic/aliphatic aldehydes under aerial conditions using mixed aqueous media as the reaction solvent. TETPY assemblies could activate aerial oxygen to generate superoxide for completing the vital proton abstraction step without the need for any external metal/base/oxidant. Moreover, all the products are purified by recrystallization from organic solvents. The TETPY assemblies also exhibited high efficiency in catalyzing the synthesis of 2-substituted benzothiazoles and quinazolines in excellent yields.