198693-57-1

Basic information

• Product Name: 3-bromo-4-(2'-phenylethynyl)thiophene
• Synonyms: 3-bromo-4-(2'-phenylethynyl)thiophene
• CAS NO: 198693-57-1
• Molecular Weight: 263.158
• Mol File: 198693-57-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3-bromo-4-(2'-phenylethynyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-4-(2'-phenylethynyl)thiophene(198693-57-1)
• EPA Substance Registry System: 3-bromo-4-(2'-phenylethynyl)thiophene(198693-57-1)

Safety Data

• Hazardous Substances Data: 198693-57-1(Hazardous Substances Data)

Upstream product

• 932-87-6 1-Bromo-2-phenylacetylene 
• 3141-26-2 3,4-dibromothiophene 
• 64846-61-3 phenylacetylenic zinc bromide 
• 536-74-3 phenylacetylene 
• 13984-49-1 (phenylethynyl)zinc chloride 

Downstream Products

• 198693-58-2 Trimethyl-(4-phenylethynyl-thiophen-3-ylethynyl)-silane 

Relevant articles and documents

A facile protocol for copper-free palladium-catalyzed Sonogashira coupling in aqueous media

The combination of a readily available palladium catalyst and an eco-friendly basic aqueous solution of room-temperature ionic liquid, choline hydroxide (ChOH), was used in a facile protocol alternative to the Sonogashira coupling reaction, alkynylation of aryl halides in the absence of a copper cocatalyst and an external base. The dual nature of ChOH to act as a base and a green solvent played a crucial role in the catalytic cycle. The coupling reaction progressed efficiently to form a Csp-Csp2 bond under the identified conditions although the reaction outcome depended significantly on the substrates.

Thieno[3,4-b ]thiophene acceptors with alkyl, aryl, perfluoroalkyl, and perfluorophenyl pendants for donor-acceptor low bandgap polymers

We report the design, synthesis, and characterization of a series of thieno[3,4-b]thiophene acceptor blocks with octyl (T8), phenyl (TP), perfluorooctyl (TF8), and perfluorophenyl (TFP) side groups. Their subsequent copolymerization with dithienylbenzodithiophene by direct arylation polymerization afforded novel low bandgap poly(thienothiophene-alt- dithienylbenzodithiophene) (PTB) polymers. The strongly electron withdrawing TF8 and TFP groups were shown to significantly lower both EHOMO and ELUMO levels and gave computed copolymer ground-to-excited state dipole changes (Δμge) that were relatively higher than for the nonfluorinated analogues. These materials show favorably aligned energy levels relative to conventional fullerene-type acceptors, which should allow them to perform well in organic photovoltaics.