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Usage

Uses

Used in Organic Synthesis:
(Benzylsulfinyl)benzene is used as a building block in organic synthesis for the creation of various chemical compounds. Its unique structure allows it to be a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Chemical Reactions:
As a reagent, (benzylsulfinyl)benzene is utilized in a variety of chemical reactions to facilitate the formation of desired products. Its presence can enhance reaction rates, selectivity, or yield, making it an important component in the synthesis process.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (benzylsulfinyl)benzene is used as a key component in the development of new drugs. Its unique properties and reactivity make it suitable for the synthesis of active pharmaceutical ingredients (APIs) and other medicinal compounds.
Used in Agrochemical Industry:
(Benzylsulfinyl)benzene is also employed in the agrochemical sector, where it serves as a precursor or intermediate in the synthesis of pesticides, herbicides, and other crop protection agents.
Used in Flavor and Fragrance Industry:
(benzylsulfinyl)benzene is used as a starting material or intermediate in the production of flavors and fragrances, contributing to the creation of unique scents and tastes in various consumer products.
Used in Antioxidant Applications:
(Benzylsulfinyl)benzene has been studied for its antioxidant properties, which can be beneficial in various applications, such as in the food industry to extend the shelf life of products or in cosmetic formulations to protect against oxidative stress.
Used in Antimicrobial Applications:
Due to its potential antimicrobial properties, (benzylsulfinyl)benzene can be used in the development of antimicrobial agents, which can be applied in healthcare, food preservation, and other industries to combat microbial growth and contamination.

Upstream product

• 945-51-7 1,1'-sulfinylbisbenzene 
• 1121-53-5 benzyl sodium 
• 98-09-9 benzenesulfonyl chloride 
• 6921-34-2 benzylmagnesium chloride 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 831-91-4 Benzyl phenyl sulfide 
• 64-19-7 acetic acid 
• 2206-26-0 [D₃]acetonitrile 
• 100-39-0 benzyl bromide 
• 108-98-5 thiophenol 
• 60-29-7 diethyl ether 
• 31268-20-9 bromomethyl phenyl sulfoxide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 876494-48-3 benzenesulfinyl-phenyl-acetic acid 
• 108-98-5 thiophenol 
• 53598-04-2 (1E,3E)-4,8-dimethyl-1-phenyl-1,3,7-nonatriene 
• 55816-08-5 (E)-(4,8-dimethylnona-1,7-dien-1-yl)benzene 
• 26958-48-5 C₁₆H₁₆OS₃ 
• 831-91-4 Benzyl phenyl sulfide 
• 21128-89-2 α-Chlorobenzyl phenyl sulfoxide 
• 134988-42-4 C₁₃H₁₁FS 
• 100-52-7 benzaldehyde 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 588-59-0 stilbene 
• 882-33-7 diphenyldisulfane 
• 1157-84-2 1-benzylidene-2-(2,4-dinitrophenyl)hydrazone 

Relevant academic research and scientific papers

Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes

Several novel binaphthyl-based chiral hypervalent iodine(III) reagents have been prepared and structurally analysed. Various asymmetric oxidative reactions were applied to evaluate the reactivities and stereoselectivities of those reagents. Moderate to excellent yields were observed; however, very low stereoselectivities were obtained. NMR experiments indicated that these reagents are very easily hydrolysed in either chloroform or DMSO solvents leading to the limited stereoselectivities. It is concluded that the use of chiral ligands is an unsuccessful way to prepare efficient stereoselective iodine(III) reagents.

Aerobic photoxidation of sulfides using unique hybrid polyoxometalate under visible light

A unique hybrid Polyoxometalate was synthesized, which can absorb visible light and perform photocatalytic activity. This Organic-Inorganic hybrid material was synthesized through attaching the organotin compound to the vacant polyoxometalate. Interesting

Deep eutectic solvent-assisted synthesis of highly efficient nanocatalyst (n-TiO2@TDI@DES (ZnCl2:urea)) for chemoselective oxidation of sulfides to sulfoxides

This study proposed a straightforward process to synthesize 2,4-toluene diisocyanate (TDI)-functionalized TiO2 nanoparticles in which a cost-effective linker (TDI) with high reactivity was employed to couple nano-TiO2 through covalent bonding to a deep eutectic solvent (DES). By this method, DES was successfully immobilized on the TiO2@TDI surface as an adsorbent and stabilizer. The structural, morphological, and physicochemical characteristics of the synthesized nanocatalysts were evaluated using various analytical methods including Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), thermogravimetric analysis (TGA), scanning electron microscopy equipped with energy-dispersive X-ray spectroscopy (SEM–EDX), and elemental analysis. The heterogeneity of the catalyst was also examined by a hot filtration test. The obtained TiO2@TDI@DES nanoparticles offered superior catalytic behavior and excellent yield as well as recyclability for the chemoselective oxidation of sulfide into sulfoxide using a green oxidant (hydrogen peroxide). This catalyst exhibited excellent reusability as it can be recovered for six successive cycles with no significant leach or reduction of catalytic efficiency.

Green synthesis of gold nanoparticles (Au NPs) using Tribulus terrestris extract: Investigation of its catalytic activity in the oxidation of sulfides to sulfoxides and study of its anti-acute leukemia activity

With regards to applied, facile, green chemical research, a bio-inspired approach is being reported for the synthesis of Au NPs by using Tribulus terrestris extract. The innate oxygenated phytochemicals facilitated the green reduction of Au3+ ions to corresponding NPs and also stabilized them by encapsulating them. This modification prevented the as-synthesized Au NPs towards agglomeration and tiny NPs were obtained in uniformly spherical in shape and in the range of 10–15 nm dimension. Physicochemical characteristics of the green synthesized Au NPs were evaluated by advanced physicochemical techniques like UV–Vis and FT-IR spectroscopy, SEM, TEM, EDX and XRD study. Catalytic performance of the biomolecule functionalized Au NPs was investigated in the controlled and selective oxidation of sulfides to sulfoxides using hydrogen peroxide as green oxidant at room temperature. Aromatic, aliphatic and heterocyclic sulfides were oxidized to their corresponding sulfoxides with high yields without formation of over oxidized sulfones. The catalyst was easily recovered and recycled for 8 successive times without noticeable decrease in catalytic activity. In addition, the biosynthesized Au NPs indicated suitable antioxidant and anti-acute leukemia properties against THP-1 cell line. Tribulus terrestris extract and the green synthesized Au NPs exhibited a maximum DPPH scavenging activity of 78% and 29.37%, respectively. Again, in the anticancer studies over THP-1 cell line following MTT assay, the Au NP exhibited gradual reduced % cell viability with increase in its concentration. At an Au NPs concentration of 2000 μg/mL, the % toxicity became maximum suggesting efficient inhibition of cancer invasion. Based on the above results, Au NPs-Tribulus could be administered as a potential anti-leukemia drug for the treatment of acute leukemia following the clinical trial studies in humans.

Green synthesis of Cu/Fe3O4nanocomposite using Calendula extract and evaluation of its catalytic activity for chemoselective oxidation of sulfides to sulfoxides with aqueous hydrogen peroxide

Plant mediated biogenic synthesizednanoparticles have beenquite familiar as next generation prospective catalysts. In this work, we have demonstrated copper nanoparticles (Cu NP) immobilized magnetic Fe3O4 nanoparticles using Calendu

Catalyst-free visible light-mediated selective oxidation of sulfides into sulfoxides under clean conditions

A facile and efficient visible-light-mediated method for directly converting sulfides into sulfoxides under clean conditions without using any photocatalysts is reported. This method exhibited favourable compatibility with functional groups and afforded a series of sulfoxides with high selectivity and yields. Moreover, in order to shed more light on such a transformation, detailed mechanism studies were carried out both experimentally and theoretically. The readily accessible, low-cost and eco-friendly nature of the developed method will endow it with attractive applications in chemical synthesis.

New oxovanadium and dioxomolybdenum complexes as catalysts for sulfoxidation: experimental and theoretical investigations of E and Z isomers of ONO tridentate Schiff base ligand

A new ONO-tridentate Schiff base ligand (H2L) derived by the condensation of nicotinic hydrazide with 5-chlorosalicylaldehyde has been prepared and characterized by combustion analysis (CHN), FT-IR and multinuclear (1H and 13C) NMR spectroscopy. The crystalline nature and molecular structure of the ligand were confirmed by single-crystal X-ray diffraction analysis. Furthermore, the optimized structural parameters of the four possible configurations of the ligand including Z and E stereoisomers each containing two tautomeric forms (enol and keto) have also been investigated. The theoretical parameters were calculated by performing the DFT method using the B3LYP/Def2-TZVP level of theory. In addition to this, dioxomolybdenum(VI) (MoO2L) and oxovanadium(V) (VOL) complexes with the entitled Schiff base ligand have also been prepared and characterized by different techniques. Then, the catalytic efficiencies of synthesized VOL and MoO2L complexes were also explored for the oxidation of sulfides using 30% aqueous H2O2 as a source of oxygen. These homogeneous catalysts showed excellent catalytic activities in the oxidation of both aromatic and aliphatic sulfides.

Efficient Synthesis of Sulfur-Stereogenic Sulfoximines via Ru(II)-Catalyzed Enantioselective C-H Functionalization Enabled by Chiral Carboxylic Acid

Ru(II)-catalyzed enantioselective C-H functionalization involving an enantiodetermining C-H cleavage step remains undeveloped. Here we describe a Ru(II)-catalyzed enantioselective C-H activation/annulation of sulfoximines with α-carbonyl sulfoxonium ylides using a novel class of chiral binaphthyl monocarboxylic acids as chiral ligands, which can be easily and modularly prepared from 1,1′-binaphthyl-2,2′-dicarboxylic acid. A broad range of sulfur-stereogenic sulfoximines were prepared in high yields with excellent enantioselectivities (up to 99% yield and 99% ee) via desymmetrization, kinetic resolution, and parallel kinetic resolution. Furthermore, the resolution products can be easily transformed to chiral sulfoxides and key intermediates for kinase inhibitors.

Alloxan-catalyzed biomimetic oxidations with hydrogen peroxide or molecular oxygen

Inspired by biological flavin catalysis, the nonionic alloxan derivatives were applied as the biomimetic catalysts for various oxidations, catalyzing oxidations of sulfides and amines with hydrogen peroxide or molecular oxygen under mild conditions with high yields in a short time. The whole catalytic cycle has been verified to be a biomimetic approach through the formation of the alloxan hydroperoxide reactive intermediate. Additionally, encouraging asymmetric catalytic results have been obtained with an easily prepared chiral alloxan in a sulfoxidation reaction.

Continuous bioinspired oxidation of sulfides

A simple, efficient, and selective oxidation under flow conditions of sulfides into their corresponding sulfoxides and sulfones is reported herein, using as a catalyst perselenic acid generated in situ by the oxidation of selenium (IV) oxide in a diluted aqueous solution of hydrogen peroxide as the final oxidant. The scope of the proposed methodology was investigated using aryl alkyl sulfides, aryl vinyl sulfides, and dialkyl sulfides as substrates, evidencing, in general, a good applicability. The scaled-up synthesis of (methylsulfonyl)benzene was also demonstrated, leading to its gram-scale preparation.