7342-85-0

Basic information

• Product Name: 2-CHLOROBENZO[B]THIOPHENE
• Synonyms: 2-CHLOROBENZO[B]THIOPHENE
• CAS NO: 7342-85-0
• Molecular Formula: C₈H₅ClS
• Molecular Weight: 0
• Mol File: 7342-85-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-CHLOROBENZO[B]THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROBENZO[B]THIOPHENE(7342-85-0)
• EPA Substance Registry System: 2-CHLOROBENZO[B]THIOPHENE(7342-85-0)

Safety Data

• Hazardous Substances Data: 7342-85-0(Hazardous Substances Data)

Upstream product

• 95-15-8 Benzo[b]thiophene 
• 1191415-40-3 2-(2,2-dichlorovinyl)benzenethiol 

Downstream Products

• 6314-28-9 benzo[b]thiophene-2-carboxylic acid 
• 22913-24-2 methyl benzo[b]thiophene-2-carboxylate 
• 1207426-96-7 2-chloro-3-(4-methoxyphenyl)benzothiophene 
• 1207426-95-6 ethyl 4-(2-chlorobenzothiophen-3-yl)benzoate 
• 1207-95-0 2-phenylbenzo[b]thiophene 

Relevant articles and documents

METHOD FOR SYNTHESIZING SODIUM 2,2,6,6-TETRAMETHYLPIPERIDIDES

There is a demand for the development of a technique according to which sodium 2,2,6,6-tetramethylpiperidides (Na-TMPs) can be economically and efficiently synthesized through simple operations including a small number of steps under mild conditions in a short period of time. Also, there is a demand for the development of a technique according to which high-quality Na-TMPs that do not contain lithium or lithium compounds such as Li-TMP can be synthesized. The method for synthesizing sodium 2,2,6,6-tetramethylpiperidides includes a step of obtaining sodium 2,2,6,6-tetramethylpiperidides by reacting, in a reaction solvent, 2,2,6,6-tetramethylpiperidines with a dispersion product obtained by dispersing sodium in a dispersion solvent or an organosodium compound having an aromatic ring obtained through a reaction with a dispersion product obtained by dispersing sodium in a dispersion solvent.

Room-temperature Suzuki-Miyaura coupling of heteroaryl chlorides and tosylates

Suzuki-Miyaura coupling of heteroaryls is an important method for the preparation of compound libraries for medicinal chemistry and materials research. Although many catalysts have been developed, none of them have been generally applicable to the coupling reactions of heteroaryl chlorides and tosylates at room temperature. We discovered that a catalyst combination of Pd(OAc)2 and XPhos (2-dicyclohexylphosphanyl-2',4',6'- triisopropylbiphenyl) could efficiently catalyze these couplings. Besides the choice of catalyst, the use of hydroxide bases in an aqueous alcoholic solvent was essential for fast couplings. These conditions promoted fast release of active catalyst (XPhos)Pd0, and accelerated the transmetalation in the catalytic cycle. Most of the major families of heteroaryl chlorides (31 examples) and tosylates (17 examples) reached full conversion within minutes to hours at room temperature. The method could be easily scaled up for gram-scale synthesis. Furthermore, we examined the relative reactivity of coupling partners in whole reactions. Electron-rich heteroaryl chlorides and tosylates reacted more slowly than electron-deficient ones, in the order of indole, pyrrole furan, thiophene > pyridine. Similarly, electron-deficient arylboronic acids were less reactive than electron-neutral and electron-rich ones. The reactivity trends from this study can help to choose appropriate coupling partners for Suzuki reactions.

Intramolecular cross-coupling of gem-dibromoolefins: A mild approach to 2-bromo benzofused heterocycles

Highly useful halogenated benzofurans and benzothiophenes are prepared from readily available gem-dibromoolefins using a mild, ligand-free copper catalyzed cross-coupling procedure.