1774-35-2

Basic information

• Product Name: 4,4'-Dimethyldiphenylsulfoxide
• Synonyms: 1,1’-sulfinylbis(4-methyl-benzen;1,1’-sulfinylbis-p-toluen;1-Methyl-4-[(4-methylphenyl)sulfinyl]benzene;4,4'-Ditolyl sulfoxide;Ditolyl sulfoxide;Ditolyl sulphoxide;ditolylsulfoxide;ditolylsulphoxide
• CAS NO: 1774-35-2
• Molecular Formula: C₁₄H₁₄OS
• Molecular Weight: 230.33
• EINECS: 217-203-7
• Product Categories: Organic Building Blocks;Sulfoxides;Sulfur Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 1774-35-2.mol
• Article Data: 51

Chemical Properties

• Melting Point: 94-96 °C(lit.)
• Boiling Point: 378.3 °C at 760 mmHg
• Flash Point: 182.6 °C
• Appearance: /
• Density: 1.19 g/cm³
• Vapor Pressure: 1.39E-05mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: 4,4'-Dimethyldiphenylsulfoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dimethyldiphenylsulfoxide(1774-35-2)
• EPA Substance Registry System: 4,4'-Dimethyldiphenylsulfoxide(1774-35-2)

Safety Data

• WGK Germany: 3
• RTECS: XT4810000
• Hazardous Substances Data: 1774-35-2(Hazardous Substances Data)

Usage

Description

4,4'-Dimethyldiphenylsulfoxide, commonly known as DMSO, is an organosulfur compound characterized by its unique structure that includes two phenyl groups and two methyl groups attached to a sulfur atom with an oxygen atom. This colorless liquid is highly soluble in a variety of polar and nonpolar solvents, which contributes to its versatility in chemical reactions and its broad range of applications in both industrial and laboratory settings.

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

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 108-88-3 toluene 
• 455-16-3 p-toluenesulfonyl fluoride 
• 16491-20-6 (R)-1-methyl-4-(phenylsulfinyl)benzene 
• 136378-30-8 2-(p-tolylsulfinyl)naphthalene 
• 594-19-4 tert.-butyl lithium 
• 77096-69-6 1-benzenesulfinyl-4-methyl-benzene 
• 620-94-0 di-(p-tolyl)sulfane 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 672-78-6 methyl p-toluene sulfinate 
• 5720-05-8 4-methylphenylboronic acid 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 106-45-6 para-thiocresol 
• 53188-52-6 1-(methylsulfonyl)-2-(4-methylphenyl)diazene 

Downstream Products

• 620-94-0 di-(p-tolyl)sulfane 
• 22417-22-7 tris(4-methylphenyl)sulfonium chloride 
• 65496-72-2 oxotitanium(IV) meso-tetrakis(4-methylphenyl)porphinato 
• 77919-66-5 1-methyl-4-[(2-methylpropyl)sulfinyl]benzene 
• 30506-35-5 (R)-1-(butylsulfinyl)-4-methylbenzene 
• 20288-49-7 (S)-1-(butylsulfinyl)-4-methylbenzene 
• 30506-35-5 butyl(p-tolyl)sulfoxide 
• 62961-00-6 (S)-1-(ethylsulfinyl)-4-methylbenzene 
• 6378-07-0 ethyl (p-tolyl)sulfoxide 
• 1519-40-0 (+)-(R)-ethyl p-tolyl sulfoxide 
• 25855-20-3 2-phenylquinazoline 

Relevant articles and documents

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.

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.

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

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.