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922560

Sigma-Aldrich

S-(Trifluoromethyl)thianthrenium triflate

≥95%

Synonym(s):

TT-CF3+ OTf-

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About This Item

Empirical Formula (Hill Notation):
C14H8F6O3S3
Molecular Weight:
434.40
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

mp

145-148 °C

Application

S-(Trifluoromethyl)thianthrenium triflate (TT-CF3+ OTf-) is a trifluoromethylation reagent active for a diverse substrate range. Developed by the Ritter Lab, the enchanced activity is accomplished by participation in either nucleophilic, radical, or electrophilic mechanisms depending on the selected reaction conditions, allowing for the introduction of trifluoromethyl moieties to many substrates with a high functional group tolerance.

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Other Notes

Trifluoromethyl Thianthrenium Triflate: A Readily Available Trifluoromethylating Reagent with Formal CF3+, CF3•, and CF3- Reactivity.

Legal Information

Patent application: EP21169034.2

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Hao Jia et al.
Journal of the American Chemical Society, 143(20), 7623-7628 (2021-05-15)
Here we report the synthesis and application of trifluoromethyl thianthrenium triflate (TT-CF3+OTf-) as a novel trifluoromethylating reagent, which is conveniently accessible in a single step from thianthrene and triflic anhydride. We demonstrate the use of TT-CF3+OTf- in electrophilic, radical, and

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