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903973

Sigma-Aldrich

Thianthrene S-oxide

≥95%

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Synonym(s):
Non-fluorinated sulfoxide-based thianthrene reagent, Thianthrene 5-oxide
Empirical Formula (Hill Notation):
C12H8OS2
CAS Number:
Molecular Weight:
232.32
MDL number:
UNSPSC Code:
12352119
NACRES:
NA.22

Assay

≥95%

form

powder

storage temp.

2-8°C

InChI

1S/C12H8OS2/c13-15-11-7-3-1-5-9(11)14-10-6-2-4-8-12(10)15/h1-8H

InChI key

NYVGTLXTOJKHJN-UHFFFAOYSA-N

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Application

Thianthrene S-oxide is a sulfoxide-based thianthrene reagent for late-stage C-H functionalization. Developed by the Ritter Lab, C-H functionalization by thianthrenation proceeds with >99% selectivity and furnishes functionalized arenes serving as synthetic linchpins for further participation in diverse transformations. Nonfluorinated thianthrene S-oxide is best used for all arenes more electron-rich than anisole. For other arenes, the fluorinated TFT S-oxide (903981) was demonstrated as the thanthrenation reagent.

Legal Information

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

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Description
Pricing

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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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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