1961266-44-3 | 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Trifluoromethanesulfonate

CAS:1961266-44-3 | 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Trifluoromethanesulfonate ,Description

2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Trifluoromethanesulfonate is a useful research compound. Its molecular formula is C14H6F8O3S2 and its molecular weight is 438.3 g/mol. The purity is usually 95%.
The exact mass of the compound 2,8-Difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium Trifluoromethanesulfonate is unknown and the complexity rating of the compound is unknown. The United Nations designated GHS hazard class pictogram is Irritant, and the GHS signal word is WarningThe storage condition is unknown. Please store according to label instructions upon receipt of goods.
 

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Scientific Research Applications

Photo-Induced Trifluoromethylation

The trifluoromethylation of various aromatic compounds with 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium triflate has been accomplished under simple photo-irradiation conditions. This process proceeds without the need for any catalyst, additive, or activator, suggesting a novel approach for trifluoromethyl radical generation through simple photo-activation (Egami et al., 2018).

18F-Labeling of Peptides

The compound has been used for 18F-labeling of unmodified peptides, particularly at the thiol cysteine residue. This labeling technique, involving a halogen exchange 18F-fluorination, is significant for developing radiopharmaceuticals and diagnostic tools (Verhoog et al., 2018).

Catalysis in Acylation Reactions

Scandium trifluoromethanesulfonate, a related compound, demonstrates high catalytic activity in acylation of alcohols with acid anhydrides. This catalyst is effective for both primary alcohols and sterically-hindered secondary or tertiary alcohols, indicating its versatility in chemical synthesis (Ishihara et al., 1996).

Electrophilic Additions to Thiophene Complexes

Electrophilic additions to η2-thiophene complexes using trifluoromethanesulfonate as a ligand have been explored. This research is pivotal in the development of new thiophenium and thiafulvenium species, contributing to advancements in organometallic chemistry (Spera & Harman, 1999) .

Synthesis of Heteroacenes

The compound plays a role in the synthesis of ladder-type heteroacenes containing pyrrole and thiophene rings. It's used in a triflic acid induced electrophilic coupling reaction, crucial for regioselective ring closure in the production of these complex organic compounds (Gao et al., 2008).

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