1629-26-1

Basic information

• Product Name: BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)-
• Synonyms: BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)-;2-(4-Fluoro-phenyl)-benzothiazole;2-(4-fluorophenyl)-1,3-benzothiazole
• CAS NO: 1629-26-1
• Molecular Formula: C₁₃H₈FNS
• Molecular Weight: 229.2727232
• Mol File: 1629-26-1.mol
• Article Data: 172

Chemical Properties

• Boiling Point: 352.1 °C at 760mmHg
• Flash Point: 166.7 °C
• Appearance: /
• Density: 1.304 g/cm³
• CAS DataBase Reference: BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)-(1629-26-1)
• EPA Substance Registry System: BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)-(1629-26-1)

Safety Data

• Hazardous Substances Data: 1629-26-1(Hazardous Substances Data)

Usage

General Description

Benzothiazole, 2-(4-fluorophenyl)- is a chemical compound with the molecular formula C14H9FNS. It is a heterocyclic organic compound that is commonly used in the synthesis of various pharmaceuticals, agrochemicals, and dyes. Benzothiazole derivatives have been studied for their potential antitumor, antiviral, and antimicrobial activities. The presence of a fluorine substituent on the phenyl ring of benzothiazole can greatly influence its physicochemical and biological properties, making it a valuable building block for the development of new drugs and materials. Furthermore, 2-(4-fluorophenyl)benzothiazole has also found application in the field of organic electronics as a component in the fabrication of organic light-emitting diodes and organic photovoltaic devices.

Upstream product

• 403-43-0 4-fluorobenzoyl chloride 
• 137-07-5 2-amino-benzenethiol 
• 1194-02-1 4-fluorobenzonitrile 
• 161891-29-8 (Z)-3-chloro-3-(4-fluorophenyl)acrylaldehyde 
• 2516-40-7 2-bromo-1,3-benzothiazole 
• 1765-93-1 4-fluoroboronic acid 
• 95-16-9 1,3-Benzothiazole 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 1629-19-2 N-(4-Fluor-thiobenzoyl)-anilin 
• 459-57-4 4-fluorobenzaldehyde 
• 4640-67-9 3-(4-fluorophenyl)-3-oxopropionitrile 
• 456-22-4 4-Fluorobenzoic acid 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 1141-88-4 2-Aminophenyl disulfide 

Downstream Products

• 940287-58-1 2-(4-fluoro-2-nitrophenyl)benzo[d]thiazole 

Relevant articles and documents

Orange phosphorescent Ir(III) complexes consisting of substituted 2-phenylbenzothiazole for solution-processed organic light-emitting diodes

Orange phosphorescent iridium(III) complexes, (DMBT)2Ir(acac) and (TBT)2Ir(acac), based on either 2-(3,4-dimethylphenyl)benzo[d]thiazole (DMBT) or 2-(4-(trimethylsilyl)phenyl)benzo[d]thiazole (TBT) as the cyclometalated main ligands

Microwave-induced solvent-free synthesis of 2-arylbenzothiazoles using p-TsOH

A simple and efficient procedure has been developed for the synthesis of 2-arylbenzothiazoles by a one-pot reaction of o-aminothiophenol with β-chlorocinnamaldehydes using p-TsOH under microwave irradiation.

Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford various optically property benzothiazoles. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole 4a showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in tetrahydrofuran.

ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles

The synthesis of 2-substituted benzothiazoles has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process.

Sulfur-Promoted Redox Cyclization of 2,2′-Dinitrodiphenyl Disulfides and Benzylamines

This study aims to develop green and sustainable advanced synthetic methods based on redox cyclization. Elemental sulfur is shown to promote the efficient synthesis of 2-substituted benzothiazoles from 2,2′-dinitrodiphenyl disulfides and benzylamines via redox cyclization in the absence of transition-metal catalysts and solvents. The 2-substituted benzothiazoles are obtained in good to excellent yields. This synthetic methodology is highly atom-economical and does not require any external oxidizing and/or reducing agents.