1774-35-2

Usage

Uses

Used in Organic Synthesis:
4,4'-Dimethyldiphenylsulfoxide is used as a solvent and reagent in organic synthesis for its ability to dissolve a wide range of compounds and facilitate various chemical reactions.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4,4'-Dimethyldiphenylsulfoxide is utilized as a solvent in the synthesis of drugs, aiding in the production of medications with improved solubility and bioavailability.
Used in Polymer Production:
4,4'-Dimethyldiphenylsulfoxide is employed in the production of polymers, where it serves as a versatile solvent that can dissolve a variety of monomers and polymers, enhancing the manufacturing process.
Used in Agrochemicals:
In the agrochemical sector, 4,4'-Dimethyldiphenylsulfoxide is used as a solvent and reagent in the synthesis of various agrochemicals, contributing to the development of effective pesticides and fertilizers.
Used in Medicinal Research:
4,4'-Dimethyldiphenylsulfoxide is used as a subject of medicinal research for its potential anti-inflammatory, antimicrobial, and analgesic properties, with ongoing investigations into its therapeutic applications.
Used in Drug Delivery Systems:
DMSO is also being explored for its potential in drug delivery systems, where it could enhance the solubility and bioavailability of certain drugs, improving their efficacy and reducing side effects.

InChI:InChI=1/C14H14OS/c1-11-3-7-13(8-4-11)16(15)14-9-5-12(2)6-10-14/h3-10H,1-2H3

Upstream product

• 108-88-3 toluene 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 77096-69-6 1-benzenesulfinyl-4-methyl-benzene 
• 594-19-4 tert.-butyl lithium 
• 136378-30-8 2-(p-tolylsulfinyl)naphthalene 
• 462-06-6 fluorobenzene 
• 455-16-3 p-toluenesulfonyl fluoride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 60288-40-6 trimethylsulfonium triflate 
• 112921-54-7 (+/-)-o-Iodophenyl p-tolyl sulfoxide 
• 91378-37-9 S,S-diphenyl-(N-p-tolylfulfinyl)sulfoximine 
• 1013-23-6 Dibenzothiophene sulfoxide 
• 620-94-0 di-(p-tolyl)sulfane 
• 3189-43-3 tetracyanoethylene oxide 

Downstream Products

• 10381-70-1 benzyl 4-methylphenyl sulfoxide 
• 1207-15-4 2,8-dimethyldibenzothiophene 
• 599-66-6 bis(4-methylphenyl) sulfone 
• 22417-22-7 tris(4-methylphenyl)sulfonium chloride 
• 111662-06-7 Bis(4-methylphenyl)(2-oxo-3-butenyl)sulfonium-tetraphenylborat 
• 111661-76-8 Bis(4-methylphenyl)(2-oxocyclohexyl)sulfonium-perchlorat 
• 3744-11-4 tris(4-methylphenyl)sulfonium bromide 
• 111661-88-2 Bis(4-methylphenyl)(1-oxo-2-indanyl)sulfonium-perchlorat 
• 89279-86-7 S,S-di-p-tolyl-N-(p-tolylsulfonyl)sulfoximine 
• 83373-32-4 4-Guanidinomethyl-cyclohexanecarboxylic acid p-tolyl ester; hydrochloride 
• 620-94-0 di-(p-tolyl)sulfane 
• 95-57-8 2-monochlorophenol 
• 106-48-9 4-chloro-phenol 

Relevant academic research and scientific papers

Racemic and optically active 1,1′-binaphthyl-2,2′-diyl sulfite: Synthesis, crystal structure, and ring-opening reactions with selected nucleophiles

Preparation of the sulfite derived from racemic and (R)-(+)-enantiomer of BINOL is reported. The crystal structure of the optically active, levorotatory sulfite isomer and its ring opening induced by nucleophilic substitution reactions with selected nucleophiles are presented.

Diastereoisomerically pure, (S)-O-1,2-O-isopropyli dene-(5-O-α-d-glucofuranosyl) t-butanesulfinate: Synthesis, crystal structure, absolute configuration and reactivity

The reaction of t-butylmagnesium chlorides with diastereomerically pure (R)-1,2-Oisopropylidene-3,5-O-sulfinyl-α-d-glucofuranose (R)-4 was found to be stopped at the stage of the corresponding, diastereoisomerically pure 1,2-O-isopropylidene-(5-O-α-d-glucofuranosyl) t-butanesulfinate (S)-10 for which the crystal structure and the (S)-absolute configuration was determined by X-ray crystallography. Comparison of the absolute configurations of the starting sulfite (R)-4, and t-butanesulfinate (S)-10 (which crystallizes in the orthorhombic system, space group P212121, with the single compound molecule present in the asymmetric unit), clearly indicates that the reaction of nucleophilic substitution at the stereogenic sulfur atom in the sulfite (R)-4 occurs with the full inversion of configuration via the trigonal bipyramidal sulfurane intermediate 4c in which both the entering and leaving groups are located in apical positions.

Lithium/Sodium Perchlorate Catalyzed Synthesis of Symmetrical Diaryl Sulfoxides

Synthesis of diaryl sulfoxides from aromatics and thionyl chloride catalyzed by LiClO4/NaClO4 at room temperature is described. Mild reaction conditions, simple work-up, inexpensive and easily available catalysts are important and attractive features of this method.

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.

Electrochemical oxygenation of sulfides with molecular oxygen or water: Switchable preparation of sulfoxides and sulfones

A practical and eco-friendly method for the controllable aerobic oxygenation of sulfides by electrochemical catalysis was developed. The switchable preparation of sulfoxides and sulfones was effectively controlled by reaction time, in which both molecular oxygen and water can be used as the oxygen source under catalyst and external oxidant-free conditions. The electrochemical protocol features a broad substrate scope and excellent site selectivity and is successfully applied to the modification of some sulfide-containing pharmaceuticals and their derivatives. This journal is

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

Vanadium-catalyzed Selective Oxidation of Sulfides to Sulfoxides and Sulfones with H2O2

Abstract: A direct selective approach to the oxidation of sulfides to sulfoxides andsulfones with H2O2 in moderate togood yields is developed. The reaction proceeds in the presence of 2 mol % ofVO(acac)2 at room temperature. All sulfoxides andsulfones were detected by gas chromatography, and the molecular structures of2-methylbenzyl 4-methylphenyl sulfone, 4-methylbenzyl 4-methylphenyl sulfone,2-bromobenzyl 4-methylphenyl sulfone, and 4-tert-butylbenzyl benzyl sulfone were determined by singlecrystal X-ray crystallography.

Palladium-Catalyzed Sulfinylation of Aryl- And Alkenylborons with Sulfinate Esters

An efficient, direct sulfinylation of organoborons catalyzed by palladium is disclosed. Treatment of organoborons and sulfinate esters in the presence of a palladium precatalyst provided a broad range of sulfoxides. Various organosulfur compounds having oxidizable functional groups were successfully prepared through the sulfoxide synthesis.

Synthesis of an anthraquinone-containing polymeric photosensitizer and its application in aerobic photooxidation of thioethers

Work on the synthesis of a polymeric photosensitizer and its application in the photooxidation of thioethers is reported herein. Firstly, the polymeric photosensitizer was designed and synthesized by the reaction of anthraquinone-2-carbonyl chloride (AQ-2-COCl) with poly(2-hydroxyethyl methacrylate) (PHEMA). Then, the visible light-induced photooxidation of thioethers under aerobic conditions was investigated. The results revealed that the reaction yielded sulfoxides highly chemoselectively in excellent yields with good substrate tolerance. Importantly, AQ-PHEMA could be easily recovered and reused more than 20 times without significant loss of the catalytic activity.

Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions

The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.