37891-95-5

Usage

Uses

Used in Organic Synthesis:
1-(bromomethylsulfonyl)-4-methyl-benzene is used as a reagent in organic synthesis for its ability to undergo nucleophilic substitution and deprotonation reactions, facilitating the creation of a wide range of chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(bromomethylsulfonyl)-4-methyl-benzene is used as a precursor for the development of various pharmaceutical products. Its reactivity allows for the synthesis of complex molecules needed in the formulation of different medications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 1-(bromomethylsulfonyl)-4-methyl-benzene is utilized as a starting material for the synthesis of compounds used in the development of pesticides and other agricultural chemicals, contributing to enhanced crop protection and yield.

InChI:InChI=1/C8H9BrO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,6H2,1H3

Upstream product

• 64-17-5 ethanol 
• 55490-03-4 bromo-(toluene-4-sulfonyl)-acetic acid amide 
• 141-52-6 sodium ethanolate 
• 114245-60-2 (bromomethyl)(4-methylphenyl)sulfane 
• 925-90-6 ethylmagnesium bromide 
• 3185-99-7 Methyl p-tolyl sulfone 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 74-95-3 1,1-dibromomethane 
• 631-64-1 dibromoacetic acid 
• 26910-35-0 1-[(bromomethyl)-sulfinyl]-4-methylbenzene 
• 874009-27-5 1-bromo-1-(toluene-4-sulfonyl)-acetone 
• 23128-65-6 2-bromo-1-phenyl-2-(toluene-4-sulfonyl)ethanone 
• 31378-03-7 1-phenyl-2-tosylethanone 
• 5366-49-4 4-toluenesulfonylacetone 

Downstream Products

• 22952-14-3 1,2-bis(p-tolylsulfonyl)ethane 
• 3185-99-7 Methyl p-tolyl sulfone 
• 115909-66-5 C₂₃H₂₁N₃O₄S₂ 
• 129919-55-7 2--1,1a,2,3-tetrahydro-1-(p-tolylsulfonyl)azirino<1.2-a>quinoxaline 
• 54812-35-0 p-tolyl trichloromethyl sulfone 
• 54606-94-9 1-((1-bromopentyl)sulfonyl)-4-methylbenzene 
• 16212-08-1 1-methyl-4-[(E)-2-phenylethenesulfonyl]benzene 
• 54606-99-4 1-p-Tolylsulfonyl-1-brom-cyclopropan 
• 136613-52-0 1-Nitro-4-(toluene-4-sulfonylmethyl)-naphthalene 
• 136613-49-5 (1-Nitro-2-naphthyl)methyl 4-tolyl sulfone 
• 118684-46-1 2-nitro-3-(p-tolylsulfonylmethyl)bicyclo<4.4.1>undeca-1,3,5,7,9-pentaene 

Relevant academic research and scientific papers

Copper-Catalyzed Aerobic Oxidative Cleavage of Unstrained Carbon-Carbon Bonds of 1,1-Disubstituted Alkenes with Sulfonyl Hydrazides

Alkoxy radical-mediated carbon-carbon bond cleavages have emerged as a powerful strategy to complement traditional ionic-type transformations. However, carbon-carbon cleavage reaction triggered by alkoxy radical intermediate derived from the combination of alkyl radical and dioxygen, is scarce and underdeveloped. Herein, we report alkoxy radical, which was generated from alkyl radical and dioxygen, mediated selective cleavage of unstrained carbon-carbon bond for the oxysulfonylation of 1,1-disubstituted alkenes, providing facile access to a variety of valuable β-keto sulfones. Mechanistic experiments indicated alkoxy radical intermediate that underwent subsequent regioselective β-scission might be involved in the reaction and preliminary computational studies were conducted to provide a detailed explanation on the regioselectivity of the C—C bond cleavage. Notably, the strategy was successfully applied for constructing uneasily obtained architecturally intriguing molecules.

Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes

The first visible light-induced Pd-catalyzed Heck reaction of α-heteroatom substituted alkyl iodides and -bromides with vinyl arenes/heteroarenes has been developed. This transformation efficiently proceeds at room temperature and enables synthesis of valuable functionalized allylic systems, such as allylic silanes, boronates, germanes, stannanes, pivalates, phosphonates, phthalimides, and tosylates from the corresponding α-substituted methyl iodides. Notably, synthesis of the latter substrates failed under existing thermally induced Pd-catalyzed conditions, which highlights the importance of visible light for this transformation.

Chemoselective mono halogenation of β-keto-sulfones using potassium halide and hydrogen peroxide; synthesis of halomethyl sulfones and dihalomethyl sulfones

The synthesis of α-halo β-keto-sulfones using potassium halide and hydrogen peroxide as a chemoselective mono halogenation reagent and the synthesis of α,α-symmetrical and asymmetrical dihalo β-keto-sulfones and α-halo, α-alkyl and β-keto-sulfones is described. Base induced cleavage of α-halo β-keto-sulfones, α,α-dihalo β-keto-sulfones, and α-halo, α-alkyl β-keto-sulfones afforded the corresponding halomethyl sulfones, dihalomethyl sulfones and haloalkyl sulfones.

SIMPLE AND CONVENIENT METHOD FOR THE SYNTHESIS OF SULFONES USING POLYETHYLENE GLYCOLS OR THEIR DIALKYL ETHERS AS SOLVENTS OR CATALYSTS.

Various alkyl p-tolyl sulfones were prepared in good yields under mild conditions in the presence of polyethyene glycols or their dialkyl ethers as solvents or catalysts.