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903973 Sigma-Aldrich

Thianthrene S-oxide

≥95%

Synonym: Non-fluorinated sulfoxide-based thianthrene reagent, Thianthrene 5-oxide

  • CAS Number 2362-50-7

  • Empirical Formula (Hill Notation) C12H8OS2

  • Molecular Weight 232.32

  •  MDL number MFCD01464038

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Properties

Related Categories C-S Bond Formation, C-X Bond Formation (Non-Halogen), Chemical Synthesis, Synthetic Reagents
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

Description

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.

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

Ti(Phen)(OC2H5)2Cl2: a highly efficient pre-?catalyst for selective oxidation of organic sulfides to sulfoxides by hydrogen peroxide

Legal Information

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

Safety & Documentation

Safety Information

Safety Information for this product is unavailable at this time.

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Ritter Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Ritter Group - Professor Product Portal
Keywords: Catalysis, Fluorinations, Ligands, Polymerization reactions

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Description

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903981 2,3,7,8-Tetrafluorothianthrene-S-oxide, ≥95%
122440 Thianthrene, 97%

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