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BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)is a heterocyclic organic compound with the molecular formula C14H9FNS. It is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes due to its potential antitumor, antiviral, and antimicrobial activities. The presence of a fluorine substituent on the phenyl ring greatly influences its physicochemical and biological properties, making it a valuable building block for the development of new drugs and materials. Additionally, it has found application in the field of organic electronics, particularly in the fabrication of organic light-emitting diodes and organic photovoltaic devices.

1629-26-1

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1629-26-1 Usage

Uses

Used in Pharmaceutical Industry:
BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)is used as a key intermediate in the synthesis of various pharmaceuticals for its potential antitumor, antiviral, and antimicrobial properties. The presence of the fluorine substituent enhances its biological activity, making it a promising candidate for the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical industry, BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)is used as a building block for the development of new agrochemicals with improved efficacy and selectivity. Its potential antimicrobial and antiviral activities make it a valuable component in the creation of novel pesticides and fungicides.
Used in Dye Industry:
BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)is used as a component in the synthesis of various dyes due to its unique chemical properties. Its ability to absorb and emit light makes it suitable for use in the development of new dyes with specific color characteristics and applications.
Used in Organic Electronics:
In the field of organic electronics, BENZOTHIAZOLE, 2-(4-FLUOROPHENYL)is used as a component in the fabrication of organic light-emitting diodes (OLEDs) and organic photovoltaic (OPV) devices. Its unique electronic properties and compatibility with other organic materials make it a valuable building block for the development of efficient and versatile electronic devices.

Check Digit Verification of cas no

The CAS Registry Mumber 1629-26-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,2 and 9 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1629-26:
(6*1)+(5*6)+(4*2)+(3*9)+(2*2)+(1*6)=81
81 % 10 = 1
So 1629-26-1 is a valid CAS Registry Number.

1629-26-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-fluorophenyl)-1,3-benzothiazole

1.2 Other means of identification

Product number -
Other names Benzothiazole,2-(4-fluorophenyl)

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:1629-26-1 SDS

1629-26-1Relevant academic research and scientific papers

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

Jang, Jae-Ho,Park, Hea Jung,Park, Jeong Yong,Kim, Hee Un,Hwang, Do-Hoon

, p. 31 - 37 (2018)

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

Synthesis of benzimidazoles/benzothiazoles by using recyclable, magnetically separable nano-Fe2O3 in aqueous medium

Kommula, Dileep,Madugula, Sri Rama Murty

, p. 1665 - 1671 (2017)

An efficient, simple, ecofriendly and cost-effective method has been developed for the synthesis of benzimidazole/benzothiazole derivatives by a two-component reaction, involving 1,2-diamino benzene/2-amino thiophenol and substituted aromatic aldehydes us

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

Paul, Satya,Gupta, Mukta,Gupta, Rajive

, p. 3541 - 3547 (2002)

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.

An efficient palladium catalyzed synthesis of 2-arylbenzothiazoles

Majo, Vattoly J.,Prabhakaran, Jaya,Mann, J. John,Kumar, J. S. Dileep

, p. 8535 - 8537 (2003)

A novel and convergent palladium catalyzed synthesis of 2-arylbenzothiazoles has been investigated. The key step in the synthesis is a Suzuki biaryl coupling of 2-bromobenzothiazole with aryl boronic acids to provide a variety of 2-arylbenzothiazole derivatives in good yield. The synthetic utility of this methodology is demonstrated by the synthesis of 2-(4-aminophenyl)-6-methoxybenzothiazole, a PET probe precursor for the in vivo imaging of Alzheimer's disease.

Room temperature HFIP/Ag-promoted palladium-catalyzed C–H functionalization of benzothiazole with iodoarenes

Bhujbal, Yuvraj,Gharpure, Santosh J.,Kapdi, Anant R.,Kommyreddy, Saidurga Prasad,Kori, Santosh,Vadagaonkar, Kamlesh

supporting information, p. 847 - 850 (2022/02/01)

A versatile synthetic protocol involving the room temperature direct arylation of benzothiazole with a wide variety of iodoarenes under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented. A sequential HFIP-promoted sele

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

He, Haiping,Duan, Dehao,Li, Hong,Wei, Yifei,Nie, Liang,Tang, Bo,Wang, Hanyu,Han, Xiaowei,Huang, Panpan,Peng, Xiangjun

, (2022/01/13)

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.

Photocatalyst- And Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

Wang, Hao,Wu, Qi,Zhang, Jian-Dong,Li, Hai-Yan,Li, Hong-Xi

supporting information, p. 2078 - 2083 (2021/04/05)

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.

Preparation method of benzothiazole phosphate compound

-

Paragraph 0028-0030, (2021/06/13)

The invention discloses a preparation method of a benzothiazole phosphate compound. Under the irradiation of visible light, N-(2-bromophenyl) alkyl thioamide such as N-(2-bromophenyl) alkyl thioamide derivatives and the like are used as raw materials, sodium phosphate is used as alkali, a series of 2-substituted alkyl benzothiazole derivatives are smoothly synthesized, and further, under the irradiation of visible light, the benzothiazole phosphate compound is prepared through reaction with diethyl phosphate, and the benzothiazole phosphate compound has the calcium antagonist capability.

Method for preparing benzothiazole compound from visible light promoted N-(2-bromophenyl) thioamide

-

Paragraph 0067-0069, (2021/06/22)

The invention discloses a method for preparing a benzothiazole compound from N-(2-bromophenyl) thioamide under the promotion of visible light. Specifically, under the protection of inert gas, according to the molar ratio of N-(2-bromophenyl) thioamide to inorganic base being 1: 0.5, reactants are added into a reaction container provided with a stirring device, then dimethyl sulfoxide is added, and stirring reaction is carried out for 2-24 hours at room temperature under the irradiation of visible light to obtain the benzothiazole compound. Under the condition of not adding any photosensitizer or transition metal catalyst, sodium phosphate is used as alkali, and under the irradiation of a 45W household compact fluorescent lamp, a series of intramolecular cross-coupling reactions of N-(2-bromophenyl) thioamide are realized. In addition, the benzothiazole compound can be obtained with high yield. The whole process is green, efficient and easy to operate, and the method is a good method for synthesizing the benzothiazole compound.

Fast and high-efficiency synthesis of 2-substituted benzothiazoles via combining enzyme catalysis and photoredox catalysis in one-pot

Yang, Zeng-Jie,Gong, Qing-Tian,Yu, Yuan,Lu, Wei-Fan,Wu, Zhe-Ning,Wang, Na,Yu, Xiao-Qi

supporting information, (2021/01/14)

An efficient and green method, combining enzymatic and visible-light catalysis for synthesis of the widely applicable 2-substituted benzothiazoles, has been developed. This method features a relay catalysis protocol consisting of biocatalytic promiscuity

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