14174-34-6

Basic information

• Product Name: 2,5-dimethyl-3,4-diphenylthiophene
• Synonyms: 2,5-dimethyl-3,4-diphenylthiophene
• CAS NO: 14174-34-6
• Molecular Weight: 264.391
• Mol File: 14174-34-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,5-dimethyl-3,4-diphenylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dimethyl-3,4-diphenylthiophene(14174-34-6)
• EPA Substance Registry System: 2,5-dimethyl-3,4-diphenylthiophene(14174-34-6)

Safety Data

• Hazardous Substances Data: 14174-34-6(Hazardous Substances Data)

Upstream product

• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 768-32-1 trimethylphenylsilane 
• 20177-86-0 2-(1-methyl-2-oxo-2-phenylethylsulfanyl)-1-phenyl-propan-1-one 
• 100989-96-6 cis-2,5-dimethyl-3,4-diphenyl-2,5-dihydrothiophene 
• 100990-23-6 (3R,4S)-2,5-Dimethyl-3,4-diphenyl-tetrahydro-thiophene-3,4-diol 
• 4661-46-5 2-carboxybenzene diazonium chloride 
• 19434-67-4 2,5-bis(carbomethoxy)-3,4-diphenylthiophene 

Downstream Products

• 93768-67-3 3,4-diphenyl-trans-2,5,6-trimethyl-cyclohepta-3,5-dienol 
• 93768-66-2 3,4-diphenyl-1,2,5-trimethyl-1,3,5-cycloheptatriene 
• 93768-65-1 2,5-dimethyl-3,4-diphenyl-thiophene-1,1-dioxide 

Relevant articles and documents

Pd/C as a catalyst for completely regioselective c=h functionalization of thiophenes under mild conditions

The completely C3-selective arylation of thiophenes and benzo[b]thiophenes was achieved by using Pd/C as a heterogeneous catalyst without ligands or additives under mild reaction conditions. The practicability of this transformation is demonstrated by notable functional group tolerance and the insensitivity of the reaction to H2O and air. This method is also applicable to nitrogen- and oxygen-containing heterocycles, yielding the corresponding C2-arylated products. Three-phase tests along with Hg-poisoning and hot-filtration tests suggest that the catalytically active species is heterogeneous in nature. I+ can do better! Pd/C can be used without ligands or additives to catalyze the completely C3-selective arylation of diversely substituted thiophenes and benzo[b]thiophenes under mild reaction conditions. The physical nature of the catalytic species was investigated and the mechanism was studied. Relative rate data generated in a "robustness screen" were used to design a complex substrate that undergoes highly chemoselective sequential functionalization. Copyright

PREPARATION OF 1-PHENYLTHIO-1,3-DIENES BY REACTION OF 2,5-DIHYDROTHIOPHENES WITH BENZYNE THROUGH FRAGMENTATION OF SULFONIUM YLIDE INTERMEDIATES

The reaction of a series of 2,5-dihydrothiophenes with benzyne, generated from 2-carboxybenzenediazonium chloride, affords 1-phenylthio-1,3-dienes in good yields through the fragmentation of sulfonium ylide intermediates.

GENERAL SYNTHESIS OF 2,5-DIHYDROTHIOPHENES (3-THIOLENES) FROM DIKETO SULFIDES

The intramolecular reductive coupling reaction of easily accesible diketo sulfides by a low-valent titanium reagent (prepared from titanium(IV) chloride and zinc powder) provides an efficient general synthesis of 2,5-dihydrothiophenes.