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Merck
CN

903981

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
MDL number:
MFCD32062467
UNSPSC Code:
12352101
NACRES:
NA.22

Key Documents

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Product Name

2,3,7,8-Tetrafluorothianthrene-S-oxide, ≥95%

InChI key

FJNMYEBXFNFTBJ-UHFFFAOYSA-N

InChI

1S/C12H4F4OS2/c13-5-1-9-11(3-7(5)15)19(17)12-4-8(16)6(14)2-10(12)18-9/h1-4H

SMILES string

Fc1cc2c(cc1F)Sc3c(cc(c(c3)F)F)[S]2=O

assay

≥95%

form

solid

mp

253 °C

functional group

fluoro
sulfoxide
thioether

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.

Legal Information

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ4527

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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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Ritter Group – Professor Product Portal

The Ritter lab currently focuses on fluorination chemistry for late-stage functionalization of complex natural and unnatural products. PhenoFluor™ has been developed as a general reagent for the selective, predictable, direct deoxyfluorination of complex alcohols and phenols.

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