2548-26-7

Usage

Appearance

White crystalline solid

Usage

Intermediate in the synthesis of various organic compounds

Chemical properties

Phenylsulfonyl group attached to benzene ring

Applications

Production of pharmaceuticals, dyes, and specialty chemicals

Additional use

Reagent in organic synthesis and building block in new material development

Safety precautions

Harmful if ingested or inhaled, may cause skin and eye irritation upon contact

Storage and handling

Should be handled and stored with care to avoid exposure and potential harm

Upstream product

• 106-42-3 para-xylene 
• 98-09-9 benzenesulfonyl chloride 
• 98-11-3 benzenesulfonic acid 
• 81095-45-6 1,4-dimethyl-2-(phenylsulfonyl)-3-(phenylthio)benzene 
• 98-10-2 benzenesulfonamide 
• 873-55-2 sodium benzenesulfonate 
• 780820-44-2 3,6-dimethyl-2-(trimethylsilyl)phenyl triflate 
• 1000015-88-2 bis(2,5-dimethylphenyl)iodonium trifluoromethanesulfonate 
• 100-59-4 phenylmagnesium chloride 
• 591-51-5 phenyllithium 
• 71-43-2 benzene 
• 16883-74-2 lithium benzenesulfinate 
• 74157-74-7 1,4-dimethyl-2-nitro-3-(phenylsulfonyl)benzene 
• 81064-10-0 2,3-bis(phenylsulphonyl)-1,4-dimethylbenzene 

Downstream Products

• 2548-28-9 <5-Methoxycarbonyl-2-methyl-phenyl>-phenyl-sulfon 
• 2548-30-3 <5-Methoxycarbonyl-2-carboxy-phenyl>-phenyl-sulfon 
• 2548-39-2 <2,5-Dimethoxycarbonyl-phenyl>-phenyl-sulfon 
• 2548-27-8 <5-Carboxy-2-methyl-phenyl>-phenyl-sulfon 
• 2590-11-6 <2-Methoxycarbonyl-5-carboxy-phenyl>-phenyl-sulfon 
• 2548-32-5 <3-Methoxycarbonyl-phenyl>-phenyl-sulfon 
• 2548-31-4 diphenylsulfone-2,5-dicarboxylic acid 
• 2548-44-9 3-benzenesulfonyl-benzoic acid 

Relevant academic research and scientific papers

A PROCESS FOR THE SYNTHESIS OF ARYL SULFONES

The present patent discloses a novel, efficient and transition-metal-free room temperature single step process for synthesis of aryl sulfones and substituted aryl sulfones starting from aryl substrates.

One-pot synthesis of aryl sulfones from organometallic reagents and iodonium salts

A transition-metal-free arylation of lithium, magnesium, and zinc sulfinates with diaryliodonium salts is described. The sulfinic acid salts were prepared from the reaction of the corresponding organometallic reagents and sulfur dioxide. Combination of the three single steps (preparation of the organometallic compound, sulfinate formation, and arylation) leads to a one-pot sequence for the synthesis of aryl sulfones from simple starting materials. The chemoselectivity of unsymmetrical diaryliodonium salts has been investigated. Potential and limitations of this method will be discussed.

Transition-metal-free C-S bond formation: A facile access to aryl sulfones from sodium sulfinates via arynes

Sulfones have been attractive targets for synthetic organic chemists owing to their immense applications in medicinal, material, and synthetic chemistry. In this context, an efficient transition-metal-free process has been demonstrated, wherein a broad range of alkyl/aryl/heteroaryl sodium sulfinates react with varyingly substituted aryne precursors (o-silyl aryl triflates) under mild reaction conditions to afford structurally diverse sulfones in good to excellent yields.

Arylation of lithium sulfinates with diaryliodonium salts: A direct and versatile access to arylsulfones

An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions of organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation of (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.

Metal-free synthesis of diaryl sulfones from arylsulfinic acid salts and diaryliodonium salts

An efficient, high-yielding, and transition-metal-free synthesis of diaryl sulfones from arylsulfinic acid salts and diaryliodonium salts has been developed. The mild reaction conditions tolerate a range of functional groups, and unsymmetrical diaryliodonium salts show high chemoselectivity.

Sulfonylation of aromatic compounds with sulfonic acids using silica gel-supported AlCl3 as a heterogeneous Lewis acid catalyst

Silica gel-supported aluminum chloride (SiO2-AlCl3) has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The catalyst can be prepared easily with cheap starting materials and is stable (as a bench-top catalyst) and reusable.

Polystyrene supported Al(OTf)3: A stable, efficient, selective, and reusable catalyst for sulfonylation of arenes with sulfonic acids

Cross-linked polystyrene supported aluminium triflate (Ps-Al(OTf) 3) was found to be an efficient and chemoselective heterogeneous Lewis acid catalyst for the direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The solid acid catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency.

Sulfonated polybenzothiazoles: A novel Candidate for proton exchange membranes

Sulfonated polybenzothiazoles (sPBT) with high molecular weight as well as excellent solubility were synthesized for the first time, which was achieved by attaching the phenylsulfonyl pendant groups or incorporating the hexafiuoroisopropylidene moieties t

Sulfonylation of arenes with sulfonamides

In the presence of triflic anhydride, sulfonylation of arenes with sulfonamides proceeded smoothly in Cl2CHCHCl2 at 80-140 °C, which gave rise to the desired products in good to excellent yields.

Highly selective catalytic Friedel-Crafts sulfonylation of aromatic compounds using a FeCl3-based ionic liquid

Friedel-Crafts sulfonylation of aromatic compounds was carried out using FeCl3-based ionic liquid. These liquids serve as efficient media as well as Lewis acid catalyst.