1082769-34-3

Basic information

• Product Name: 2-broMo-5-Methoxybenzo[b]thiophene
• Synonyms: 2-broMo-5-Methoxybenzo[b]thiophene
• CAS NO: 1082769-34-3
• Molecular Formula: C9H7BrOS
• Molecular Weight: 243.12028
• Mol File: 1082769-34-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-broMo-5-Methoxybenzo[b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-broMo-5-Methoxybenzo[b]thiophene(1082769-34-3)
• EPA Substance Registry System: 2-broMo-5-Methoxybenzo[b]thiophene(1082769-34-3)

Safety Data

• Hazardous Substances Data: 1082769-34-3(Hazardous Substances Data)

Upstream product

• 1422647-70-8 thioacetic acid S-[2-(2,2-dibromo-vinyl)-4-methoxy-phenyl] ester 
• 1422647-67-3 thioacetic acid S-(2-formyl-4-methoxy-phenyl) ester 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 591-31-1 3-methoxy-benzaldehyde 

Downstream Products

• 1266357-81-6 1,4-bis(3,4,5-trimethoxyphenyl)buta-1,3-diyne 
• 1422647-90-2 5-methoxy-2-((3,4,5-trimethoxyphenyl)ethynyl)benzo[b]thiophene 

Relevant articles and documents

Synthesis of (Z) isomers of benzoheterocyclic derivatives of combretastatin A-4: A comparative study of several methods

Several methods for the preparation of (Z) trimethoxystyrene derivatives 1 were investigated. After finding that the Wittig reaction led to unsatisfactory results, three different strategies were considered: a Suzuki coupling with a stereodefined monobromoalkene, a combination of hydrosilylation/vinylsilane hydrolysis and a palladium-catalyzed semi-hydrogenation step, using DMF/KOH as the hydrogen source. Our studies led us to prepare a series of diarylacetylene derivatives via a Sonogashira coupling reaction, and also to find out a copper-free basic cyclization leading to benzo[b]thiophenes. The final choice for the synthesis method of 1 strongly depends on the target compound but the semi-hydrogenation, which avoids the use of a toxic tin reducing agent, should be generally preferred.