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Usage

Uses

Used in Chemical Synthesis:
4-Methylsulfuryl chlorobenzene is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. Its reactivity and functional groups make it a versatile building block for creating a wide range of products.
Used in Analytical Chemistry:
In the field of analytical chemistry, 4-methylsulfuryl chlorobenzene serves as a standard reference material for the quantification of 4-chlorophenyl methyl sulfide by high-performance liquid chromatography (HPLC) in rat liver microsomes. This application is crucial for accurately determining the concentration of target compounds in biological samples, which can be used to assess their toxicity and metabolic pathways.
Used in the Preparation of 4-(Methylsulfonyl)aniline:
4-Methylsulfuryl chlorobenzene is utilized in the preparation of 4-(methylsulfonyl)aniline by reacting with ammonia. This reaction is an important step in the synthesis of various aniline derivatives, which have applications in the production of dyes, pigments, and pharmaceuticals.

InChI:InChI=1/C14H12Cl2O2S/c15-13-5-1-11(2-6-13)9-19(17,18)10-12-3-7-14(16)8-4-12/h1-8H,9-10H2

Upstream product

• 123-09-1 4-chlorophenyl methyl sulfide 
• 124-63-0 methanesulfonyl chloride 
• 108-90-7 chlorobenzene 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 79-11-8 chloroacetic acid 
• 74-88-4 methyl iodide 
• 934-73-6 methyl 4-chlorophenyl sulfoxide 
• 30541-56-1 adamantylidene-adamantane 
• 3405-89-8 2-(4-chloro-phenylsulfonyl)acetic acid 
• 132102-76-2 diphenylmethyl <(p-chlorophenyl)sulfonyl>methyl sulfoxide 
• 66-27-3 Methyl methanesulfonate 
• 558-25-8 methyl fluorosulfonate 
• 7143-01-3 Methanesulfonic anhydride 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 

Downstream Products

• 150221-20-8 1-(4-(methylsulfonyl)phenyl)piperidine 
• 33599-22-3 (4-methanesulfonylphenyl)-N,N-dimethyl-amine 
• 109943-26-2 1-(4-methanesulfonyl-phenylsulfanyl)-4-methoxy-benzene 
• 109943-11-5 1-(4-methanesulfonyl-phenylsulfanyl)-3-methoxy-benzene 
• 108716-35-4 acetic acid-[3-(4-methanesulfonyl-phenylsulfanyl)-anilide] 
• 119871-25-9 N-methyl-4-(methylsulfonyl)benzenamine 
• 108715-07-7 acetic acid-[4-(4-methanesulfonyl-phenylsulfanyl)-anilide] 
• 97-07-4 1-chloro-4-methanesulfonyl-2-nitrobenzene 
• 14763-60-1 4-methanesulfonyl-phenol 
• 90084-62-1 2-chloro-5-methanesulfonyl-benzenesulfonyl chloride 
• 5470-49-5 4-methanesulfonylphenylamine 
• 500900-67-4 bis-(4-methanesulfonyl-phenyl)-sulfide 
• 132102-82-0 diphenylmethyl <(p-chlorophenyl)sulfonyl>methyl sulfide 
• 98859-11-1 [4-(4-Methanesulfonyl-phenyl)-piperazin-1-yl]-[4-(7-trifluoromethyl-quinolin-4-ylamino)-phenyl]-methanone 

Relevant academic research and scientific papers

Crystal and molecular structure of methyl-(4-chlorophenyl)sulfone

Sulfones are known to be biologically active compounds. X-ray diffraction is used to determine the crystal and molecular structure of methyl-(4-chlorophenyl)sulfone. The closest molecules are in pairs oriented to each other by their chlorine atoms. The cr

High Chemoselectivity in the Construction of Aryl Methyl Sulfones via an Unexpected C-S Bond Formation between Sulfonylhydrazides and Dimethyl Phosphite

A highly chemoselective route to aryl methyl sulfones via an unexpected C S bond formation between sulfonylhydrazides and dimethyl phosphite catalyzed by NaI under mild conditions has been established. This transformation provides an alternative and metal-free pathway to acquire various aryl methyl sulfones in good to excellent yields. Notably, dimethyl phosphite was employed as a stable and readily available alkyl source.

A sustainable approach towards solventless organic oxidations catalyzed by polymer immobilized Nb(V)-peroxido compounds with H2O2 as oxidant

New heterogeneous catalysts comprising of peroxidoniobium(V) complexes immobilized on amino acid grafted cross-linked poly(styrene-divinylbenzene) resin has been developed. Results of FTIR, Raman, NMR, XPS, XRD, EDX, SEM, BET, TGA, and elemental analysis confirmed the successful anchoring of triperoxidoniobium(V), [Nb(O2)3]? species to the host polymer via the pendant amino acid groups. The supported catalysts exhibited excellent performance in epoxidation of styrene and a range of cyclic and terpenic compounds under environmentally acceptable solvent-free condition, with aqueous H2O2 as oxidant. The catalytic protocols provided excellent conversion to the desired epoxide (up to 100%) with selectivity > 99%, TON as high as 1000, and high H2O2 utilization efficiency (92–97%). Moreover, the catalysts efficiently facilitated chemoselective solvent-free oxidation of a variety of thioethers to sulfones at room temperature. Simple operational strategy, easy recyclability for multiple reaction cycles with the consistent activity-selectivity profile are the additional significant attributes of the developed catalytic processes.

Method for catalytically oxidizing thioether to sulphone

The invention discloses a method for catalytically oxidizing thioether to sulphone. In this method, thioether is added to an ethanol solution. H2 O2 The nitrogen-nitrogen co-doped graphene catalyst is reacted at room temperature to obtain sulfone. The method is simple and convenient to operate, environment-friendly in reaction process, low in production cost, free of metal catalysts, free of secondary pollution, mild in reaction conditions, low in catalyst consumption, high and product yield and the like.

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Electrochemical oxygenation of sulfides with molecular oxygen or water: Switchable preparation of sulfoxides and sulfones

A practical and eco-friendly method for the controllable aerobic oxygenation of sulfides by electrochemical catalysis was developed. The switchable preparation of sulfoxides and sulfones was effectively controlled by reaction time, in which both molecular oxygen and water can be used as the oxygen source under catalyst and external oxidant-free conditions. The electrochemical protocol features a broad substrate scope and excellent site selectivity and is successfully applied to the modification of some sulfide-containing pharmaceuticals and their derivatives. This journal is

Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides

The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Biocatalytic Oxidation of Sulfides to Sulfones

This paper describes a method for the biocatalytic oxidation of sulfides. During the screening of microorganisms using pure cultures of bacteria and fungi for the oxidation of sulfides, it was observed that a number of strains of microorganisms, were able to oxidize various sulfides (1-4), but the desired sulfoxide was either not obtained or obtained only as a minor product. A close observation of the reaction showed complete oxidation and thus sulfone (5-8) formation had occurred in these cases. Sulfones are used to stabilize intermediates like α-radicals, α-anions etc. and also used as cationic synthons in many known reactions. This prompted us to explore the sulfone synthesis by biocatalytic route. Approximately 20% of the strains tested (400 bacterial and 200 fungal) showed the formation of sulfone with conversion rate varying from 3 to 100% based on TLC analysis. There were two strains of fungi, Aspergillus ochraceus MTCC 5245 and Penicillium Funiculosum MTCC 5246 which showed excellent biocatalytic activity for oxidation sulfides to corresponding sulfones in high yield. In all these strains, the product was different from corresponding standard sulfoxide prepared by oxidation with m-chloroperbenzoic acid but well corresponded with the standard sample of sulfone prepared by oxidation of the corresponding sulfides with oxone. The identity of sulfones in all cases was confirmed by 1H NMR. Published by Oriental Scientific Publishing Company