3466-32-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromophenyl methyl sulfone is used as a synthetic intermediate for the production of biaryl methyl sulfones, which are important compounds in the pharmaceutical industry. These biaryl compounds are known for their diverse range of biological activities, including potential applications in the development of new drugs.
Used in Chemical Synthesis:
4-Bromophenyl methyl sulfone is used as a starting material for the synthesis of various organic compounds, such as 5-[[-4-(methylsulfonyl)phenyl]thio]thiophene-2-sulfonamide, 1-[4-(methylsulfonyl)phenyl]-1H-pyrazole (Hmsppz), and DuP 697. These compounds have potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
Used in Coupling Reactions:
4-Bromophenyl methyl sulfone (1-bromo-4-(methylsulfonyl)benzene) can undergo coupling reactions with benzene sulfonamide in the presence of copper(I) iodide to form the corresponding N-aryl sulfonamide. This reaction is an important step in the synthesis of various organic compounds and pharmaceuticals.

InChI:InChI=1/C7H7BrO2S/c1-11(9,10)7-4-2-6(8)3-5-7/h2-5H,1H3

Upstream product

• 104-95-0 (4-bromophenyl)thioanisole 
• 108-86-1 bromobenzene 
• 124-63-0 methanesulfonyl chloride 
• 1195-33-1 4-bromo-benzenesulfinic acid 
• 74-88-4 methyl iodide 
• 934-71-4 1-bromo-4-(methylsulfinyl)benzene 
• 3406-73-3 (4-bromo-benzenesulfonyl)-acetic acid 
• 3112-85-4 methylphenylsulfonate 
• 7726-95-6 bromine 
• 7705-08-0 iron(III) chloride 
• 77-78-1 dimethyl sulfate 
• 7143-01-3 Methanesulfonic anhydride 
• 106-53-6 para-bromobenzenethiol 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 106-39-8 bromochlorobenzene 
• 92424-06-1 bis[4-(methanesulfonyl)phenyl] disulfide 
• 877-66-7 4-(methylsulfonyl)phenylhydrazine 
• 19093-89-1 N-(4-methanesulfonyl-phenyl)-anthranilic acid 
• 63033-75-0 2-<<4-(methulsulfonyl)phenyl>thio>thiophene 
• 135043-09-3 4-(4-Methanesulfonyl-phenylethynyl)-phenylamine 
• 143307-88-4 para-methylsulfonyl α,β,β-trifluorostyrene 
• 5470-49-5 4-methanesulfonylphenylamine 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 105135-96-4 3-(4-(methylsulfonyl)phenyl)prop-2-yn-1-ol 
• 113854-19-6 trimethyl((4-(methylsulfonyl)phenyl)ethynyl)silane 
• 16185-13-0 2-(4-Methanesulfonyl-phenylsulfanyl)-benzoic acid 
• 64528-19-4 ethyl p-bromophenylsulfonylpyruvate 
• 1054674-21-3 (S)-1-{(4S,5S)-5-[(S)-1-Hydroxy-2-(4-methanesulfonyl-phenyl)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(4-methanesulfonyl-phenyl)-ethanol 

Relevant academic research and scientific papers

Heterobimetallic cerium(IV) oxo clusters supported by a tripodal oxygen ligand

Heterometallic CeIV/M (M = MoVI, ReVII, VV) oxo clusters supported by the Kl?ui tripodal oxygen ligand [(η5-C5H5)Co{P(O)(OEt)2}3]- (LOEt-) have been synthesized and structurally characterized, and the catalytic activity of the CeIV/VV oxo cluster in the oxidation of thioanisoles has been studied. Treatment of [Ce(LOEt)Cl3] (1) with [Ag2MoO4] afforded the reported CeIV/MoVI cluster [H4(CeLOEt)6Mo9O38] (2), whereas that with [AgReO4] yielded the CeIV/ReVII cluster [{LOEtCe(ReO4)2(H2O)(μ-ReO4)}2] (3) that contains an 8-membered Ce2Re2O4 ring. Treatment of 1 with [Ag3VO4] afforded the CeIV/VV cluster [H2(CeLOEt)4(VO)4(μ4-O)(μ3-O)12] (4) containing a {Ce4V4O13} oxo-metallic core. The solid-state structure of 4 consists of four {VO4}3- units bridged by four {LOEtCe3+} moieties and a μ4-oxo ligand. Each Ce atom in 4 is 9-coordinated, whereas the geometry around each V atom is pseudo square pyramidal with a terminal oxo at the apical position. Cluster 4 is an active catalyst for the oxidation of substituted thioanisoles with tert-butyl hydroperoxide. For example, the oxidation of thioanisole with tert-butyl hydroperoxide in the presence of 0.01 mol% of 4 gave a ca. 30 : 1 mixture of the sulfoxide and sulfone products in 96% yield.

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.

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Polyoxometalate-Based Organic-Inorganic Hybrids as Heterogeneous Catalysts for Cycloaddition of CO2with Epoxides and Oxidative Desulfurization Reactions

Self-assembly of polyoxometalates, transition metal salts, and 2,6-bis(2′-pyridyl)-4-hydroxypyridine (LOH) obtained four organic-inorganic hybrids [Co2.5(LOH)(LO)2(H2O)2(PW12O39)]·3CH3CN·2OH (1), [Zn1.5(LOH)3]·(PMo12O40)·CH3OH·2H2O (2), [Cd1.5(LOH)3]·(PW12O40)·2CH3OH·1.5H2O (3), and [Mn(LOH)2]·(PW12O40)·2CH3CN·H3O (4). Hybrid 1 exhibits an extended chain, which could be further connected into a 3D supramolecular architecture by H-bonds. Hybrids 2-4 feature monomolecular structures, which are further bridged via H-bonds to yield charming 3D supramolecular structures. Noteworthy, 1 and 2 can be employed as recyclable and highly efficient heterogeneous catalysts. The activated 1 displays a high catalytic activity for the cycloaddition reaction of CO2 and epoxides. Hybrid 2 exhibits an excellent catalytic performance for the oxidative desulfurization reaction.

Assembly of polyoxometalate-thiacalix[4]arene-based inorganic-organic hybrids as efficient catalytic oxidation desulfurization catalysts

Self-assembly of polyoxometalates, Ni(ii)/Ag(i) cations and tetra-[5-(mercapto)-1-methyltetrazole]-thiacalix[4]arene (L) yielded three inorganic-organic hybrids, namely, [Ni3L2(CH3OH)6(H2O)4][PMo12O40]2·3CH3OH·2H2O (1), [Ni3L2(CH3OH)6(H2O)4][PW12O40]2·3CH3OH·2H2O (2) and [Ag3L(PMo12O40)] (3). In hybrids (1) and (2), Ni(ii) cations are linked by L ligands to produce layered frameworks, and H bonds among the [PMo12O40]3?/[PW12O40]3?anions and L ligands lengthen the structures to form 3D supramolecular architectures. Hybrid (3) exhibits a 3D architecture, of which Ag(i) cations not only coordinated with the N and O atoms of L ligands and [PMo12O40]3?anions simultaneously, but also connected each other by Ag-Ag interactions. It is worth mentioning that1and3as recyclable catalysts show excellent heterogeneous catalytic activity in oxidation desulfurization reactions.

Air atmospheric photocatalytic oxidation by ultrathin C,N-TiO2nanosheets

Herein, we demonstrate the highly efficient photocatalytic sulfide oxidation reaction under mild conditions,i.e.in air, at room temperature and in the absence of a sacrificial reagent, co-catalyst or redox mediator, by using ultrathin C,N-TiO2nanosheets as a photocatalyst.

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.

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

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

Method for preparing sulfone and N-oxygen compound by using green and efficient oxidation system

The invention discloses a method for preparing sulfone and N-oxygen compound by using a green and efficient oxidation system. The method comprises the following steps of: by using a tertiary amine compound or aromatic thioether or fatty thioether compound as a raw material, H2O2 as an oxidant, methanol as a reaction solvent and potassium carbonate as an alkali, introducing sulfuryl fluoride 5O2F2gas as an accelerator; performing stirring at room temperature under a sealed condition for oxidation reaction; and after finishing the reaction, filtering to remove solid potassium carbonate, dryingto remove water, filtering to obtain a crude product, and finally carrying out column chromatography separation to obtain a pure product. Tertiary amine is oxidized into an N-oxygen compound, and thethioether is oxidized into sulfone. According to the method, the sulfuryl fluoride (SO2F2) which is very cheap and easy to obtain is used as the reaction promoter, green and environment-friendly hydrogen peroxide (H2O2) is used as an oxidizing agent, and so that the yield of the reaction is generally high; after the reaction, byproducts are only water and inorganic salts (SO4 and F) whichare easy to remove and free of pollution, and the green and efficient oxidation system can be realized, and therefore, the method is suitable for large-scale industrial production.