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Key Documents

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:
Molecular Weight:
304.28
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

solid

mp

253 °C

functional group

fluoro
sulfoxide
thioether

storage temp.

−20°C

SMILES string

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

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

InChI key

FJNMYEBXFNFTBJ-UHFFFAOYSA-N

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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