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Merck
CN

903973

Thianthrene S-oxide

≥95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H8OS2
CAS Number:
2362-50-7
Molecular Weight:
232.32
UNSPSC Code:
12352119
NACRES:
NA.22
MDL number:
MFCD01464038

Key Documents

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Product Name

Thianthrene S-oxide, ≥95%

SMILES string

[S+]1(c2c(cccc2)Sc3c1cccc3)[O-]

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

assay

≥95%

form

powder

functional group

sulfoxide
thioether

storage temp.

2-8°C

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000214310
0000214310
0000135336
0000135336
0000189351

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Related Content

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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