2,3,7,8-Tetrafluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Umemoto Reagent IV
Trifluoromethylthiolating Reagents,Trifluoromethylating Reagents
KUMIAF01
2055876-92-9
 

30188497
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay(Analysis Method)
Appearance
Melting Point
Packaging
Storage
2,3,7,8-Tetrafluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate
CF3O3S*C13H4F7S
474.30
≥98.0%(HPLC)
Solid
147-149ºC
1g,5g,10g,50g and 100g
Store at room temperature
2,3,7,8-Tetrafluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate(Novel Umemoto's Reagent IV) is a powerful, thermally stable, one-pot-preparable and recyclable reagent for electrophilic trifluoromethylation and trifluoromethylthiolation with various types of nucleophilic substrates, such as carbanions, (hetero)aromatics, alkenes, alkynes, thiols, sulfinates, and phosphines.
S-(Trifluoromethyl)dibenzothiophenium salts, known as Umemoto's reagents, have two significant drawbacks that have hampered their practical application: (1) synthesis involving many steps and (2) the formation of large amounts of dibenzothiophene as waste after trifluoromethylation. New Umemoto's reagents are developped by substituting fluorine at specific positions on the dibenzothiophenium rings has resulted in massive improvements in the synthesis, properties, reactivity, and applications of these compounds.
Powerful, Thermally Stable, One-Pot-Preparable, and Recyclable Electrophilic Trifluoromethylating Agents: 2,8-Difluoro- and 2,3,7,8-Tetrafluoro-S-(trifluoromethyl)dibenzothiophenium Salts. [1]
Reference:
[1] T. Umemoto, B. Zhang, T. Zhu, X. Zhou, P. Zhang, S. Hu, Y. Li, J. Org. Chem., 2017, 82(15), pp 7708-7719.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319,H335
P261,P305+P351+P338

NONH for all modes of transport

1. Product Specification
2. Safety Data Sheet
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