204191-68-4

Basic information

• Product Name: Thiophene, 2-(pentafluorophenyl)-
• CAS NO: 204191-68-4
• Molecular Formula: C10H3F5S
• Molecular Weight: 250.192
• Mol File: 204191-68-4.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Thiophene, 2-(pentafluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophene, 2-(pentafluorophenyl)-(204191-68-4)
• EPA Substance Registry System: Thiophene, 2-(pentafluorophenyl)-(204191-68-4)

Safety Data

• Hazardous Substances Data: 204191-68-4(Hazardous Substances Data)

Upstream product

• 188290-36-0 thiophene 
• 1514-49-4 pentafluorophenylhydrazine*hydrochloride 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 344-04-7 bromopentafluorobenzene 
• 3437-95-4 2-Iodothiophene 
• 58521-27-0 potassium 2,3,4,5,6-pentafluorobenzoate 
• 392-56-3 Hexafluorobenzene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 6165-68-0 thiophene boronic acid 
• 344-07-0 1-chloro-2,3,4,5,6-pentafluorobenzene 
• 96-43-5 2-thienyl chloride 
• 1003-09-4 2-bromothiophene 
• 363-72-4 Pentafluorobenzene 

Downstream Products

• 204191-77-5 2-perfluorophenyl-5-bromothiophene 
• 1374876-96-6 bis(5,5′-formyl-2,2′-furan)phenylmethane 
• 1443616-44-1 2-(pentafluorophenyl)-5-tributylstannylthiophene 
• 1443616-42-9 C₄₂H₄₅F₅O₂S₂ 
• 1443616-45-2 1-bromo-4-(5-perfluorophenylthien-2-yl)-2,5-dioctyloxybenzene 
• 1443616-41-8 1,4-bis-(5-perfluorophenylthien-2-yl)-2,5-dioctyloxybenzene 

Relevant articles and documents

Building blocks for n-type organic electronics: Regiochemically modulated inversion of majority carrier sign in perfluoroarene-modified polythiophene semiconductors

A new family of perfluoroarene-modified thiophene semiconductors 1-3 has been synthesized to assess the influence of perfluoroarene introduction and regiochemistry on molecular and thin-film transistor properties. Compound 1 is an n-type semiconductor wit

Syntheses of 2-(pentafluorophenyl)thiophene derivatives via the palladium-catalyzed Suzuki reaction

Various bis(pentafluorophenyl)-substituted thiophene and selenophene derivatives are effectively synthesized by the palladium-catalyzed Suzuki reaction using pentafluorophenyl boronic acid. Georg Thieme Verlag Stuttgart.

End-Capping Groups for Small-Molecule Organic Semiconducting Materials: Synthetic Investigation and Photovoltaic Applications through Direct C–H (Hetero)arylation

A Pd-catalyzed C–H (hetero)arylation methodology has been optimized for the efficient synthesis of various useful end-capping groups that are widely applied in small-molecule optoelectronic materials. We report herein the synthesis of a broad scope of target molecules ranging from donor-type through acceptor-type to hybrid-type end-capping groups. To demonstrate their application in dye-sensitized solar cells, we have designed two new D–A–π–A′-type organic sensitizers (CYL-3 and CYL-4), which were synthesized in a step-economic manner by sequential C–H arylations using the facilely obtained end-capping groups. The devices based on CYL-3 and CYL-4 give Vocvalues of 0.67–0.71 V, Jscvalues of 10.07–11.63 mA cm–2, and FF values of 70.6–72.9 %, which correspond to overall power conversion efficiencies of 4.76–6.02 %. This work is expected to become a practical synthetic alternative allowing materials scientists to access small-molecule organic materials in fewer synthetic transformations.

Nickel-catalyzed decarboxylative cross-coupling of perfluorobenzoates with aryl halides and sulfonates

A Ni-catalyzed method for the coupling of perfluorobenzoates with aryl halides and pseudohalides is described. Aryl iodides, bromides, chlorides, triflates, and tosylates participate in these transformations to afford the products in good yields. Penta-, tetra-, and trifluorinated biaryl compounds are obtained using these newly developed Ni-catalyzed decarboxylative cross-coupling reactions.