845753-53-9

Basic information

• Product Name: 2-bromo-5-(4-methylphenyl)-Thiophene
• Synonyms: 2-bromo-5-(4-methylphenyl)-Thiophene
• CAS NO: 845753-53-9
• Molecular Formula: C11H9BrS
• Molecular Weight: 253.15816
• Mol File: 845753-53-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-bromo-5-(4-methylphenyl)-Thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-5-(4-methylphenyl)-Thiophene(845753-53-9)
• EPA Substance Registry System: 2-bromo-5-(4-methylphenyl)-Thiophene(845753-53-9)

Safety Data

• Hazardous Substances Data: 845753-53-9(Hazardous Substances Data)

Upstream product

• 16939-04-1 2-p-tolylthiophene 
• 3141-27-3 2,5-dibromothiophen 
• 5720-05-8 4-methylphenylboronic acid 
• 106-49-0 p-toluidine 
• 1042139-01-4 (2,2'-bipyridine)(2-(5-bromothienyl))(4-methylphenyl)platinum(II) 
• 1239370-98-9 potassium (5-bromothiophen-2-yl)trifluoroboranuide 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 1003-09-4 2-bromothiophene 
• 3728-43-6 p-(trimethylsilyl)toluene 
• 40808-21-7 5-(4-methylphenyl)thiophene-2-carboxylic acid 

Relevant articles and documents

Transition-metal-free decarboxylative bromination of aromatic carboxylic acids

Methods for the conversion of aliphatic acids to alkyl halides have progressed significantly over the past century, however, the analogous decarboxylative bromination of aromatic acids has remained a longstanding challenge. The development of efficient methods for the synthesis of aryl bromides is of great importance as they are versatile reagents in synthesis and are present in many functional molecules. Herein we report a transition metal-free decarboxylative bromination of aromatic acids. The reaction is applicable to many electron-rich aromatic and heteroaromatic acids which have previously proved poor substrates for Hunsdiecker-type reactions. In addition, our preliminary mechanistic study suggests that radical intermediates are not involved in this reaction, which is in contrast to classical Hunsdiecker-type reactivity. Overall, the process demonstrates a useful method for producing valuable reagents from inexpensive and abundant starting materials.

Selective Suzuki-Miyaura monocouplings with symmetrical dibromoarenes and aryl ditriflates for the one-pot synthesis of unsymmetrical triaryls

The various parameters that would permit selective Suzuki-Miyaura monocouplings of symmetrical dihaloarenes were studied. High selectivity and efficiency can be obtained for a broad range of substrates by using operationally simple conditions and widely available reagents. The 38 different examples described provide a valuable toolbox for the rapid access to unsymmetrical triaryls, as illustrated by the preparation of diarylpyridine 8, terphenyl 9, and diarylpyrrole 10. By studying several key parameters, the factors that allow selective Suzuki-Miyaura monocoupling of symmetrical dihaloarenes have been outlined. This study serves as the basis for the efficient synthesis of unsymmetrical triaryls from symmetrical dibromoarenes and aryl ditriflates by a one-pot desymmetrizing double Suzuki-Miyaura coupling. Copyright

A simple catalytic system based on PdCl2(CH3CN) 2 in water for cross-coupling reactions using diazonium salts

Aryl-heteroaryl and heteroaryl-heteroaryl compounds are obtained through the Suzuki-Miyaura cross-coupling reactions between diazonium salts and potassium trifluoroborates using PdCl2(CH3CN)2 as the catalyst in water and in the absence of any additive, ligand or base. In addition, the same mild catalytic system is effective for the Matsuda-Heck reaction between several monoolefins with aryldiazonium salts.