3814-25-3

Basic information

• Product Name: Benzenethiol, 4-(methylsulfonyl)-
• Synonyms: p-methylsulphonylthiophenol;4-Mercapto-1-methylsulfon-benzol;4-methanesulfonyl-thiophenol;Methyl-(4-mercapto-phenyl)-sulfon;4-(Methylsulfonyl)thiophenol;4-Methansulfonyl-thiophenol
• CAS NO: 3814-25-3
• Molecular Formula: C7H8O2S2
• Molecular Weight: 188.271
• Mol File: 3814-25-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzenethiol, 4-(methylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenethiol, 4-(methylsulfonyl)-(3814-25-3)
• EPA Substance Registry System: Benzenethiol, 4-(methylsulfonyl)-(3814-25-3)

Safety Data

• Hazardous Substances Data: 3814-25-3(Hazardous Substances Data)

Upstream product

• 92424-06-1 bis[4-(methanesulfonyl)phenyl] disulfide 
• 2976-30-9 1-methanesulfonyl-4-nitrobenzene 
• 98-57-7 4-chlorophenyl methyl sulfone 
• 1393937-27-3 4-(tert-butylthio)phenyl methyl sulfone 
• 91179-42-9 O-4-methylsulfonylphenyl dimethylthiocarbamate 
• 455-15-2 1-(methylsufonyl)-4-fluorobenzene 
• 3466-32-8 4-bromoohenyl methyl sulfone 
• 5470-49-5 4-methanesulfonylphenylamine 
• 701-57-5 1-methylthio-4-nitro-benzene 
• 82964-91-8 4-methylsulfinylbenzenesulfonyl chloride 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 52323-93-0 1-methanesulfonyl-4-methylsulfanyl-benzene 
• 874529-00-7 (4-methanesulfonyl-phenyl)-phenyl disulfide 
• 98190-58-0 4-Methoxy-2-(4-methylsulfonylphenylthio)benzoic Acid 
• 2503-24-4 5-methoxybenzofuran-2(3H)-one 
• 92424-06-1 bis[4-(methanesulfonyl)phenyl] disulfide 
• 98190-65-9 <5-Methoxy-2-(4-methylsulfonylphenylthio)phenyl>acetic Acid 
• 98190-62-6 4-(5-Methoxy-2-methylphenylthio)phenyl Methyl Sulfone 
• 98190-63-7 1-Chloromethyl-2-(4-methanesulfonyl-phenylsulfanyl)-4-methoxy-benzene 
• 98190-61-5 4-Methoxy-2-(4-methylsulfonylphenylthio)benzyl Alcohol 
• 98190-59-1 4-Methoxy-2-(4-methylsulfonylphenylthio)benzoyl Chloride 
• 98190-64-8 <4-Methoxy-2-(4-methylsulfonylphenylthio)phenyl>acetonitrile 
• 98190-60-4 Ethyl 4-Methoxy-2-(4-methylsulfonylphenylthio)benzoate 
• 98190-66-0 <4-Methoxy-2-(4-methylsulfonylphenylthio)phenyl>acetic Acid 
• 75317-07-6 2,4-dinitro-4'-methylsulfonyldiphenyl sulfone 

Relevant articles and documents

Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of "super-trifluoromethyl" arene chemistry and its industry

Various arylsulfur pentafluorides, ArSF5, have long been desired in both academic and industrial areas, and ArSF5 compounds have attracted considerable interest in many areas such as medicines, agrochemicals, and other new materials, since the highly stable SF5 group is considered a "super-trifluoromethyl group" due to its significantly higher electronegativity and lipophilicity. This article describes the first practical method for the production of various arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides), from the corresponding diaryl disulfides or aryl thiols. The method consists of two steps: (Step 1) treatment of a diaryl disulfide or an aryl thiol with chlorine in the presence of an alkali metal fluoride, and (step 2) treatment of the resulting arylsulfur chlorotetrafluoride with a fluoride source, such as ZnF2, HF, and Sb(III/V) fluorides. The intermediate arylsulfur chlorotetrafluorides were isolated by distillation or recrystallization and characterized. The aspects of these new reactions are revealed and reaction mechanisms are discussed. As the method offers considerable improvement over previous methods in cost, yield, practicality, applicability, and large-scale production, the new processes described here can be employed as the first practical methods for the economical production of various arylsulfur pentafluorides and their higher homologues, which could then open up a new era of "super-trifluoromethyl" arene chemistry and its applications in many areas.

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