903973

Thianthrene S-oxide

≥95%

• Synonym(s): Non-fluorinated sulfoxide-based thianthrene reagent, Thianthrene 5-oxide
• Empirical Formula (Hill Notation): C₁₂H₈OS₂
• CAS Number: 2362-50-7
• Molecular Weight: 232.32
• MDL number: MFCD01464038
• UNSPSC Code: 12352119
• NACRES: NA.22

Properties

• Assay: ≥95%
• form: powder
• functional group: sulfoxide; thioether
• 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 Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable