855282-75-6

Basic information

• Product Name: 2-Chloro-6-iodo-benzothiazole
• Synonyms: 2-Chloro-6-iodo-benzothiazole;Benzothiazole, 2-chloro-6-iodo-;2-Chloro-6-iodobenzo[d]thiazole
• CAS NO: 855282-75-6
• Molecular Formula: C7H3ClINS
• Molecular Weight: 296
• Mol File: 855282-75-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 137℃
• Boiling Point: 334℃
• Flash Point: 156℃
• Appearance: /
• Density: 2.106
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Chloro-6-iodo-benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-iodo-benzothiazole(855282-75-6)
• EPA Substance Registry System: 2-Chloro-6-iodo-benzothiazole(855282-75-6)

Safety Data

• Hazardous Substances Data: 855282-75-6(Hazardous Substances Data)

Usage

General Description

2-Chloro-6-iodo-benzothiazole is a chemical compound that belongs to the benzothiazole class. It is a halogenated organic compound with the molecular formula C7H3ClIN and a molecular weight of 269.46 g/mol. 2-Chloro-6-iodo-benzothiazole is used in the synthesis of various pharmaceuticals, agrochemicals, and dyes. It is known for its antimicrobial and antifungal properties, making it a valuable ingredient in the development of new drugs and treatments. Additionally, it is used in the production of fluorescent dyes and optical brighteners. 2-Chloro-6-iodo-benzothiazole is a versatile compound with applications in multiple industries, making it an important chemical in the field of organic synthesis.

Upstream product

• 934-34-9 2(3H)-Benzothiazolone 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 54420-94-9 6-iodobenzo[d]thiazole-2-thiol 
• 18879-80-6 1-(4-iodophenyl)thiourea 
• 16582-58-4 6-iodobenzo[d]thiazol-2-amine 
• 95-24-9 6-chloro-2-aminobenzothiazole 

Downstream Products

• 654070-00-5 6-iodo-1,3-benzothiazole 
• 1338574-32-5 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole 

Relevant articles and documents

Direct iodination of electron-deficient benzothiazoles: Rapid access to two-photon absorbing fluorophores with quadrupolar D-π-A-π-D architecture and tunable heteroaromatic core

Direct iodination of benzothiazoles under strong oxidative/acidic conditions leads to a mixture of iodinated heteroarenes with 1-2 major components, which are easily separable and which structures depend on the I2 equivalents used. Among the unexpected bu

Benzothiazole-based fluorophores of donor-π-acceptor-π-donor type displaying high two-photon absorption

A series of novel heterocycle-based dyes with donor-π-bridge-acceptor- π-bridge-donor (D-π-A-π-D) structural motif, where benzothiazole serves as an electron-withdrawing core, have been designed and synthesized via palladium-catalyzed Sonogashira and Suzuki-type cross-coupling reactions. All the target chromophores show strong one-photon and two-photon excited emission. The maximum two-photon absorption (TPA) cross sections ΔTPA of the prepared derivatives bearing diphenylamino functionalities occur at wavelengths ranging from 760 to 800 nm and are as large as ～900-1100 GM. One- and two-photon absorption characteristics of the title dyes have also been investigated by using density functional theory (DFT) and the structure-property relationships are discussed. The TPA cross sections calculated by means of quadratic response time-dependent DFT using the Coulomb-attenuated CAM-B3LYP functional support the experimentally observed trends within the series, as well as higher ΔTPA values of the title compounds compared to those of analogous fluorene or carbazole-derived dyes. In contrast, the traditional B3LYP functional was not successful in predicting the observed trend of TPA cross sections for systems with different central cores. In general, structural modification of the π-bridge composition by replacement of ethynylene (alkyne) with E-ethenylene (alkene) linkages and/or replacement of dialkylamino electron-donating edge substituents by diarylamino ones results in an increase of ΔTPA values. The combination of large TPA cross sections and high emission quantum yields makes the title benzothiazole-based dyes attractive for applications involving two-photon excited fluorescence (TPEF).