2976-34-3

Usage

Uses

Used in Dye and Pigment Production:
2-(Methylsulphonyl)nitrobenzene, 1-(Methylsulphonyl)-2-nitrobenzene is used as a chemical intermediate for the production of dyes and pigments. Their unique structures contribute to the color properties of these products, making them valuable in the industry.
Used in Pharmaceutical Industry:
2-(Methylsulphonyl)nitrobenzene, 1-(Methylsulphonyl)-2-nitrobenzene is used as a starting material or intermediate in the synthesis of various pharmaceutical compounds. Their presence in the molecular structure can influence the properties and effectiveness of the final drug product.
Used in Organic Synthesis:
2-(Methylsulphonyl)nitrobenzene, 1-(Methylsulphonyl)-2-nitrobenzene is used as a reagent in organic synthesis, allowing for the creation of a wide range of chemical compounds. Their versatility in reactions makes them an important component in the synthesis process.
Used in Chemical Manufacturing:
2-(Methylsulphonyl)nitrobenzene, 1-(Methylsulphonyl)-2-nitrobenzene is used as an intermediate in the manufacturing of other chemicals. Their role in the production process is crucial for the creation of various chemical products, highlighting their importance in the industry.

Upstream product

• 3058-47-7 methyl 2-nitrophenyl sulfide 
• 27489-27-6 <(2-Nitro-phenyl)sulfonyl>essigsaeure 
• 13165-79-2 2-nitrobenzenesulfinic acid 
• 74-88-4 methyl iodide 
• 3112-85-4 methylphenylsulfonate 
• 2987-53-3 2-(Methylthio)aniline 
• 79-08-3 bromoacetic acid 
• 79-11-8 chloroacetic acid 
• 27489-42-5 2-Methylsulfonylnitrosobenzol 
• 27489-28-7 methyl 2-(2-nitrophenylsulfonyl)acetate 
• 27489-32-3 N-(2-methanesulfonyl-phenyl)-hydroxylamine 
• 100-68-5 methyl-phenyl-thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 27489-39-0 bis-(2-methanesulfonyl-phenyl)-diazene-N-oxide 
• 2987-49-7 2-(methylsulfonyl)aniline 
• 27489-32-3 N-(2-methanesulfonyl-phenyl)-hydroxylamine 
• 824-39-5 sodium o-nitrophenate 
• 20628-27-7 N-(2-(methylsulfonyl)phenyl)acetamide 
• 19111-44-5 α--phenylessigsaeure 
• 125106-55-0 o-mercaptophenyl methyl sulfone 
• 60036-47-7 o-methylsulphonylphenyl methyl sulphide 

Relevant academic research and scientific papers

Hydro/deutero deamination of arylazo sulfones under metal and (photo)catalyst-free conditions

Hydrodeaminated and monodeuterated aromatics were obtained via a visible-light driven reaction of arylazo sulfones. Deuteration occurs efficiently in deuterated media such as isopropanol-d8 or in THF-d8/water mixtures and exhibits a high tolerance to the nature and the position of the aromatic substituents.

Copper-catalyzed: S -methylation of sulfonyl hydrazides with TBHP for the synthesis of methyl sulfones in water

A copper-catalyzed S-methylation of sulfonyl hydrazides with TBHP was efficiently developed, providing a variety of methyl sulfones with good to excellent yields. The reaction can be carried out in water smoothly without any ligand or additive under mild conditions and this catalyst-in-water can be recycled several times.

Copper-catalyzed aerobic oxidation and cleavage/formation of C-S bond: A novel synthesis of aryl methyl sulfones from aryl halides and DMSO

With atmospheric oxygen as the oxidant, a novel copper(i)-catalyzed synthesis of aryl methyl sulfones from aryl halides and widely available DMSO is described. The procedure tolerates aryl halides with various functional groups (such as methoxy, acetyl, chloro, fluoro and nitro groups), which could afford aryl methyl sulfones in moderate to high yields. The copper-catalyzed aerobic oxidation and the cleavage/formation of C-S bond are the key steps for this transformation.

Anion-functionalized ionic liquids enhance the cui-catalyzed cross-coupling reaction of sulfinic acid salts with aryl halides and vinyl bromides

An easily accessible, anion-functionalized ionic liquid, 1-ethyl-3-methylimidazolium (S)-2-amino-3-methylbutyric acid salt, [emim][Val], has been demonstrated to be an efficient additive for the CuI-catalyzed coupling reaction of sulfinic acid salts with aryl iodides, aryl bromides and vinyl bromides, leading to the formation of sulfones in good yields. Georg Thieme Verlag Stuttgart.

Asymmetric oxidation catalysis by a chiral Al(salalen) complex: Highly enantioselective oxidation of sulfides with aqueous hydrogen peroxide

(Chemical Equation Presented) Not afraid to get wet: Aluminum(salalen) complexes were found to be water compatible and therefore suitable catalysts for asymmetric oxidation with aqueous hydrogen peroxide. A variety of sulfides underwent the title reaction in the presence of the aluminum(salalen) complex shown to the give the desired sulfoxides with high to excellent enantioselectivity (see scheme; Bn = benzyl).

Electrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds. A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification. This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Convenient one-pot procedure for converting aryl sulfides to nitroaryl sulfones

When treated with nitrogen dioxide and ozone in inert solvent at 0°C or below, aryl sulfides underwent smooth oxidative nitration to give nitroaryl sulfones in good yield. Using this methodology, a series of mono- and di-nitrated aryl sulfones were prepared from methyl phenyl sulfide and diphenyl sulfide and their physical data are presented.

Thermodynamic Nitration Rates of Aromatic Compounds. Part 3. Nitration of Aromatic Compounds in Concentrated Aqueous Trifluoromethanesulphonic Acid

The kinetics of nitration of mesitylene, toluene, benzene, bromobenzene and methyl phenyl sulphone, reacting as free bases in the range 50-100 wtpercent CF3SO3H are reported.The rates, related both to the stoichiometric concentration of nitric acid (rate = k2obs) and to the effective concentration of electrophilic species (rate = k20) have been determined.Compared with k2obs, which exhibits a large solvent effect, the true nitration rates (k20) were found to be almost independent of medium acidity and, for a given compound, rather similar indifferent acids.The k20 values were also found to be linearly related to the rate constants for nitration in the gas phase. The rates of reaction for methyl phenyl sulphone in 80-100 wtpercent acid were found to be lower in CF3SO3H than in H2SO4 by a factor of 8.A similar rate profile is observed, however, with an increase up to 90percent acid and a decrease between 90 and 100percent.The dependence of the rate profiles upon acidity and temperature in very concentrated acid solutions is discussed.

FUNCTIONAL GROUP OXIDATION USING SODIUM PERBORATE

Sodium perborate in acetic acid is an effective reagent for the oxidation of anilines to nitroarenes and of sulphides to either sulphoxides or sulphones.It is also an excellent reagent for the oxidative deprotection of ketone dimethylhydrazones.Baeyer-Villiger oxidation of ketones can be carried out with sodium perborate in either trifluoroacetic acid or acetic acid/trifluoroacetic acid mixtures, and hydroquinones and certain highly substituted phenols are smoothly converted into quinones.