1360187-07-0

Basic information

• Product Name: 2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene
• Synonyms: 2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene
• CAS NO: 1360187-07-0
• Molecular Weight: 280.39
• Mol File: 1360187-07-0.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene(1360187-07-0)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-5-(4-methylphenyl)thiophene(1360187-07-0)

Safety Data

• Hazardous Substances Data: 1360187-07-0(Hazardous Substances Data)

Upstream product

• 33675-41-1 1-bromo-2-(4-methoxyphenyl)acetylene 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 42545-43-7 2-(4-methoxyphenyl)thiophene 
• 106-38-7 para-bromotoluene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 16939-04-1 2-p-tolylthiophene 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant articles and documents

C-H Arylation of Thiophenes with Aryl Bromides by a Parts-per-Million Loading of a Palladium NNC-Pincer Complex

A palladium NNC-pincer complex efficiently catalyzed the direct arylation of thiophene derivatives with extremely low palladium loadings of the order of parts per million. Thus, the reaction of various thiophenes with aryl bromides in the presence of 25-100 mol ppm of chlorido[(2-phenyl-κ- C 2)-9-phenyl-1,10-phenanthroline-κ 2- N, N ′]palladium(II) NNC-pincer complex, K 2CO 3, and pivalic acid in N, N -dimethyl acetamide afforded the corresponding 2- or 5-arylated thiophenes in good to excellent yields. A combination of the present C-H arylation and Hiyama coupling with the same NNC-pincer complex provides an efficient synthesis of unsymmetrical 2,5-thiophenes with catalyst loadings at mol ppm levels.

Rapid access to unsymmetrical 1,3-diynes and 2,5-disubstituted thiophenes under ligand and Pd/Ni-free Cu-catalysis

A Pd/Ni-free copper-catalysed tandem synthesis was realized for rapid access to unsymmetrical 1,3-diynes from 1,1-dibromoalkenes and terminal alkynes. This method was extended to the straightforward synthesis of unsymmetrical 2,5-disubstituted thiophenes

Direct C-H arylation of thiophenes at low catalyst loading of a phosphine-free bis(alkoxo)palladium complex

An efficient phosphine-free direct C-H arylation of thiophenes at the α-position has been developed at low catalyst loading of bis(alkoxo)palladium complex (Cat.I, 0.1-0.2 mol %). The developed synthetic method can be applied to the synthesis of α-aryl/heteroaryl thiophenes from aryl or heteroaryl bromides in good to excellent yields and is compatible with the substrates bearing electron-donating or electron-withdrawing groups. The reactivities of the 2- and 5-positions of thiophenes are equivalent and not dependent on steric hindrance under optimal conditions. This condition can also be applied to other heterocyclic moieties such as benzothiophene, benzofuran, and pyrrole with high conversion yields.

Generation of metalated thiophenes with Grignard reagent and catalytic secondary amine for the cross coupling reaction with aryl halides

The reaction of thiophene derivatives with Grignard reagent (EtMgCl) and a catalytic amount of amine (Cy2NH) induced the metalation at the α-position. Following addition of several aryl halides in the presence of a nickel or palladium catalyst afforded C-H arylated products in good to excellent yields. The method was successfully applied to facile synthesis of differently-substituted 2,5-diarylthiophenes.