26652-46-0

Basic information

• Product Name: Benzenesulfinic acid, potassium salt
• CAS NO: 26652-46-0
• Molecular Formula: C6H6O2S.K
• Molecular Weight: 180.269
• Mol File: 26652-46-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenesulfinic acid, potassium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinic acid, potassium salt(26652-46-0)
• EPA Substance Registry System: Benzenesulfinic acid, potassium salt(26652-46-0)

Safety Data

• Hazardous Substances Data: 26652-46-0(Hazardous Substances Data)

Upstream product

• 27846-25-9 1-phenyl-2-(phenylsulfonyl)ethane 
• 13909-34-7 N-benzylidenephenylsulfonamide 
• 98-10-2 benzenesulfonamide 
• 127-63-9 diphenyl sulphone 
• 124992-97-8 2-(1,3-diphenylpropyl) phenyl sulfone 
• 3112-85-4 methylphenylsulfonate 
• 124993-02-8 2-benzyl-1,3-diphenylpropyl phenyl sulfone 
• 67100-45-2 4-benzenesulfonyl-5-phenyl-1-pentene 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 151-50-8 potassium cyanide 
• 896-80-0 1-benzenesulfonyl-2,4-dinitro-benzene 
• 67-64-1 acetone 

Downstream Products

• 1174712-62-9 3-(phenyl(phenylsulfonyl)methyl)-1H-indole 
• 144888-18-6 2-(phenylsulfonyl)-1-(thiophen-2-yl)ethan-1-one 

Relevant articles and documents

Late-Stage 18O Labeling of Primary Sulfonamides via a Degradation–Reconstruction Pathway

A late-stage 18O labeling approach of sulfonamides that employs the corresponding unlabeled molecule as the starting material was developed. Upon deamination of the sulfonamide, a sulfinate intermediate was isotopically enriched using eco-friendly reagents H218O and 15NH3(aq) to afford a M+5 isotopologue of the parent compound. This degradation–reconstruction approach afforded isolated yields of up to 96 % for the stable isotope labeled (SIL) sulfonamides, and was compatible with multiple marketed therapeutics, including celecoxib, on a gram scale. The SIL products also exhibited no 18O/16O back exchange under extreme conditions, further validating the utility of this green strategy for drug labeling for both in vitro and in vivo use. This procedure was also adapted to include pharmaceutically relevant methyl sulfones by using 13CH3, affording M+5 isotopic enrichment, thereby illustrating the broad utility of this methodology.

Aromatization modulates the activity of small organic molecules as promoters for carbon-halogen bond activation

The combination of small organic molecules and a base serves as a unique system for the activation carbon-halogen bonds in haloarenes by single electron transfer (SET). However, most of the molecules employed as promoters only allow for the activation of aryl iodides, and efficient activation of aryl bromides and chlorides under this mode is still rather challenging. Herein, we report the discovery of a structurally simple yet powerful promoter molecule, indoline, which exhibits unusually high activity in promoting the activation of haloarenes by SET. In the presence of t-BuOK and a trace amount of oxygen, indoline promotes the formation of aryl radicals not only from aryl iodides and bromides, but also from unactivated aryl chlorides (e.g., chlorobenzene) under relatively mild conditions. Mechanistic studies reveal the molecular basis for its high activity, for which the aromatization process plays a key role in modulating the electron transfer process.

A new preparative method of thiocanates by the solid state thiosulfonate/cyanide reaction

The mixing and heating of thiosulfonates with potassium cyanide in the solid state gave a variety of thiocyanates in good yield. This method provides easy access to aryl thiocyanates.