23276-69-9

Usage

Uses

Used in Pharmaceutical Industry:
1-METHANESULFONYL-2-METHYL-BENZENE is used as a key intermediate in the synthesis of various pharmaceuticals. Its reactivity and functional groups make it suitable for the production of a wide range of drugs, contributing to the development of new medications and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 1-METHANESULFONYL-2-METHYL-BENZENE is utilized as a precursor in the manufacturing of various agrochemicals, including pesticides and herbicides. Its properties allow for the creation of effective compounds that protect crops and enhance agricultural productivity.
Used in Dye and Pigment Industry:
1-METHANESULFONYL-2-METHYL-BENZENE is employed as a building block in the production of dyes and pigments, which are used in various applications such as textiles, plastics, and paints. Its chemical structure enables the creation of vibrant and stable colorants for diverse industries.
Used in Organic Synthesis:
As a reagent in organic synthesis, 1-METHANESULFONYL-2-METHYL-BENZENE is used to facilitate various chemical reactions, enabling the formation of complex organic molecules. Its reactivity with other compounds makes it a valuable tool in the synthesis of a wide array of organic compounds.
Used as a Solvent in Chemical Reactions:
1-METHANESULFONYL-2-METHYL-BENZENE also serves as a solvent in numerous chemical reactions, providing a medium for the reactants to interact and facilitating the desired transformations. Its properties make it suitable for use in a variety of industrial processes, enhancing the efficiency and effectiveness of chemical reactions.

InChI:InChI=1/C8H10O2S/c1-7-5-3-4-6-8(7)11(2,9)10/h3-6H,1-2H3

Upstream product

• 108-88-3 toluene 
• 7143-01-3 Methanesulfonic anhydride 
• 124-63-0 methanesulfonyl chloride 
• 615-37-2 ortho-methylphenyl iodide 
• 20277-69-4 sodium methansulfinate 
• 75-75-2 methanesulfonic acid 
• 67-68-5 dimethyl sulfoxide 
• 3112-85-4 methylphenylsulfonate 
• 75-16-1 methylmagnesium bromide 
• 110-05-4 di-tert-butyl peroxide 
• 15898-37-0 sodium 2-methylbenzenesulfinate 
• 95-46-5 2-methylphenyl bromide 
• 14092-00-3 methyl o-tolyl sulfide 
• 88-19-7 methyl 2-(aminosulfonyl)benzoate 

Downstream Products

• 5395-89-1 2-methylsulphonylbenzaldehyde 
• 2124-67-6 3-Methylsulfonyl-4-methyl-benzol-sulfonsaeure-(1)-anilid 
• 923001-97-2 1-(2-methylphenylsulfonyl)-5-hexen-2-one 
• 52140-38-2 1-(benzylsulfonyl)-2-methylbenzene 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 923001-81-4 1-diazo-1-(2-methylphenylsulfonyl)-5-hexen-2-one 
• 923001-89-2 (1R,5R)-1-(2-methylphenylsulfonyl)bicyclo[3.1.0]hexan-2-one 
• 1671-53-0 3-Methylsulfonyl-4-methyl-benzolsulfonamid 
• 82657-74-7 1-(bromomethyl)-2-(methylsulfonyl)benzene 

Relevant academic research and scientific papers

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.

Primary Sulfonamide Functionalization via Sulfonyl Pyrroles: Seeing the N?Ts Bond in a Different Light

Despite common occurrence in molecules of value, methods for transforming sulfonamides are distinctly lacking. Here we introduce easy-to-access sulfonyl pyrroles as synthetic linchpins for sulfonamide functionalization. The versatility of the sulfonyl pyrrole unit is shown by generating a variety of products through chemical, electrochemical and photochemical pathways. Preliminary results on the direct functionalization of primary sulfonamides are also provided, which may lead to new modes of activation.

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

General sulfone construction: Via sulfur dioxide surrogate control

A highly efficient one-step synthesis of alkyl-alkyl and aryl-alkyl sulfones with a facile combination of halides, sulfur dioxide surrogates and phosphate esters is described. When thiourea dioxide was employed as a reductive sulfur dioxide surrogate, alkyl-alkyl sulfones were obtained under transition metal free conditions. Aryl-alkyl sulfones were obtained with an extremely low catalytic loading (0.2 mol%) via altering the mask of sulfur dioxide surrogates to sodium dithionite. A phosphate ester was employed as a stable and readily available alkyl source. Notably, this protocol has been applied to the late-stage modification of natural products and bioactive molecules.

HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE

Provided are a heterocyclic carboxylic acid amide ligand and applications thereof in a copper catalyzed coupling reaction. Specifically, provided are uses of a compound represented by formula (I), definitions of radical groups being described in the specifications. The compound represented by formula (I) can be used as the ligand in the copper catalyzed coupling reaction of the aryl halogeno substitute, and is used or catalyzing the coupling reaction for forming the aryl halogeno substitute having C—N, C—O, C—S and other bonds.

A Class of Amide Ligands Enable Cu-Catalyzed Coupling of (Hetero)aryl Halides with Sulfinic Acid Salts under Mild Conditions

The amide derived from 4-hydroxy-l-proline and 2,6-dimethylaniline is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing the formation of a wide range of (hetero)aryl sulfones from the corresponding (hetero)aryl halides at considerably low catalytic loadings. The coupling of (hetero)aryl iodides and sodium methanesulfinate proceeds at room temperature with only 0.5 mol % CuI and ligand, representing the first example for Cu-catalyzed arylation at both low catalytic loading and room temperature.

A novel synthesis of aryl methyl sulfones and β-hydroxysulfones from sodium sulfinates and di-tert-butyl peroxide in H2O medium

A novel and convenient synthetic route for aryl methyl sulfones and β-hydroxysulfones was developed via the radical reaction between sodium sulfinates and di-tert-butyl peroxide (DTBP). Without any catalysts and additives, the synthetic process could be smoothly carried out to afford the target products in good to excellent yields in H2O medium, demonstrating its promising application. In the present system, H2O could act not only as a green solvent but also as a reactant.

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.

Manganese-catalyzed directed methylation of C(sp2)-H bonds at 25 °C with high catalytic turnover

We report here a manganese-catalyzed C-H methylation reaction of considerable substrate scope, using MeMgBr, a catalytic amount of MnCl2· 2LiCl, and an organic dihalide oxidant. The reaction features ambient temperature, low catalyst loading, typically 1%, high catalytic turnover reaching 5.9 × 103, and no need for an extraneous ligand and illustrates a unique catalytic use of simple manganese salts for C-H activation, which so far has relied on catalysis by manganese carbonyls.

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.