7312-09-6

Basic information

• Product Name: 5-bromo-2-phenylbenzo[b]thiophene
• Synonyms: 5-bromo-2-phenylbenzo[b]thiophene
• CAS NO: 7312-09-6
• Molecular Weight: 289.195
• Mol File: 7312-09-6.mol

Chemical Properties

• CAS DataBase Reference: 5-bromo-2-phenylbenzo[b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-2-phenylbenzo[b]thiophene(7312-09-6)
• EPA Substance Registry System: 5-bromo-2-phenylbenzo[b]thiophene(7312-09-6)

Safety Data

• Hazardous Substances Data: 7312-09-6(Hazardous Substances Data)

Upstream product

• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 101-41-7 benzeneacetic acid methyl ester 
• 98-91-9 thiobenzoic acid 
• 1279129-78-0 (5-bromo-2-iodobenzyl)triphenylphosphonium bromide 
• 1191415-38-9 4-bromo-2-(2,2-dibromovinyl)benzenethiol 
• 7312-17-6 2,5-dibromobenzo[b]thiophene 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Three-component 2-aryl substituted benzothiophene formation under transition-metal free conditions

A base-mediated 2-aryl substituted benzothiophene formation from 2-bromobenzene aldehydes, benzylic esters and elemental sulfur under transition-metal-free conditions is described. Various 2-aryl substituted benzothiophene were efficiently obtained under mild conditions.

Copper-catalyzed synthesis of benzo[ b ]thiophenes and benzothiazoles using thiocarboxylic acids as a coupling partner

An efficient copper-catalyzed approach to benzo[b]thiophene and benzothiazole derivatives using thiocarboxylic acids as a sulfur source has been developed. In the presence of CuI and 1,10-phen, and n-Pr3N as the base, (2-iodobenzyl)triphenylphosphonium bromide and (2-iodophenylimino) triphenylphosphorane reacted smoothly with thiocarboxylic acids to give benzo[b]thiophene and benzothiazole derivatives in good yields via sequential Ullmann-type C-S bond coupling and Wittig condensation.

Trace amount Cu (ppm)-catalyzed intramolecular cyclization of 2-(gem-dibromovinyl)phenols(thiophenols) to 2-bromobenzofurans(thiophenes)

An intramolecular cyclization of 2-(gem-dibromovinyl)phenols(thiophenols) to give 2-bromobenzofurans(thiophenes) in the presence of a trace amount of Cu (0.0064 mol%, 25 ppm) has been developed. The reaction provides the desired products in excellent yields under fluoride-free and mild reaction conditions and with a TON (turnover number) of up to 1.5 × 104. The Royal Society of Chemistry 2013.