133389-19-2

Basic information

• Product Name: 2-(3-Trifluoromethyl-phenyl)-benzothiazole
• Synonyms: 2-(3-Trifluoromethyl-phenyl)-benzothiazole
• CAS NO: 133389-19-2
• Molecular Formula: C₁₄H₈F₃NS
• Molecular Weight: 0
• Mol File: 133389-19-2.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3-Trifluoromethyl-phenyl)-benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Trifluoromethyl-phenyl)-benzothiazole(133389-19-2)
• EPA Substance Registry System: 2-(3-Trifluoromethyl-phenyl)-benzothiazole(133389-19-2)

Safety Data

• Hazardous Substances Data: 133389-19-2(Hazardous Substances Data)

Usage

Structure

Benzothiazole derivative with a trifluoromethyl-phenyl group attached to the benzene ring

Potential use

Fluorescent dye

Promising results

In chemical and biological applications

Trifluoromethyl group

Enhances chemical and biological properties of molecules

Interest for further research

Due to its potential industrial applications

Upstream product

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• 401-81-0 m-trifluoromethylphenyl iodide 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 349-76-8 3'-(trifluoromethyl)acetophenone 
• 454-89-7 3-Trifluoromethylbenzaldehyde 
• 2740-83-2 3-(TRIFLUOROMETHYL)BENZYLAMINE 
• 615-43-0 2-iodophenylamine 
• 126507-54-8 benzothiazole-2-ylmagnesium chloride 
• 88-73-3 2-Chloronitrobenzene 
• 705-29-3 3-Trifluoromethylbenzyl chloride 
• 351-35-9 3-(trifluoromethyl)phenylacetic acid 

Relevant articles and documents

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.

Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst

Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.

Cuprous cluster as effective single-molecule metallaphotocatalyst in white light-driven C[sbnd]H arylation

This study investigated a series of ferrocenyltelluroether based cuprous halide clusters as effective single-molecule metallaphotocatalysts (SMP) in white light-driven C[sbnd]H arylation at room temperature and air. A systematic mechanistic study reveals that Cu(I) cluster can be irradiated by visible light to promote proton-coupled electron transfer (PCET), during which the electron from Cu(I)* leaves together with the proton from benzothiazole C[sbnd]H, leading to the formation of benzothiazolate-coordinated Cu(II) intermediate and aryl radical. Subsequently, the electron transfer (ET) from the ferrocene unit to the Cu(II) center releases the reactive benzothiazolate to form the target product with aryl radical. The advantages of these copper(I) halide clusters as SMP include high photocatalytic efficiency, structure adjustability, mild reaction conditions and good functional group tolerance.