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903981

Sigma-Aldrich

2,3,7,8-Tetrafluorothianthrene-S-oxide

≥95%

Synonym(s):

2,3,7,8-Tetrafluorothianthrene-5-oxide, Fluorinated sulfoxide-based thianthrene reagent, Ritter C-H functionalization linchpin, TFT S-oxide, TFT-reagent

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About This Item

Empirical Formula (Hill Notation):
C12H4F4OS2
CAS Number:
2320491-72-1
Molecular Weight:
304.28
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

solid

mp

253 °C

storage temp.

−20°C

Related Categories

Application

2,3,7,8-Tetrafluorothianthrene-S-oxide (TFT S-oxide) is a fluorinated sulfoxide-based thianthrene reagent for late-stage C-H functionalization. Developed by the Ritter Lab, C-H functionalization by thianthrenation with TFT S-oxide proceeds with >99% selectivity and furnishes functionalized arenes serving as synthetic linchpins for further participation in diverse transformations.
The nonfluorinated thianthrene S-oxide is also available as catalog# 903973 for all arenes more electron-rich than anisole.

Other Notes

Site-selective and versatile aromatic C-H functionalization by thianthrenation

Video: Site-selective C-H functionalization by thianthrenation

In the Pipeline: New Chemistry, Making New Things

Legal Information

Patent Application EP18204755.5
This product is manufactured pursuant to a license with Studiengesellschaft Kohle mbH

related product

Product No.
Description
Pricing

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Florian Berger et al.
Nature, 567(7747), 223-228 (2019-03-15)
Direct C-H functionalization can quickly increase useful structural and functional molecular complexity1-3. Site selectivity can sometimes be achieved through appropriate directing groups or substitution patterns1-4-in the absence of such functionality, most aromatic C-H functionalization reactions provide more than one product

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