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

General Description

4,4'-Dimethyldiphenylsulfoxide, also known as DMSO, is a chemical compound that is often used as a solvent and a reagent in organic synthesis. It is an organosulfur compound that contains two phenyl groups and two methyl groups attached to a sulfur atom with an oxygen atom. DMSO is a colorless liquid that is soluble in a wide range of polar and nonpolar solvents, making it a versatile substance in chemical reactions. It has a wide range of industrial and laboratory applications, including in the production of pharmaceuticals, polymers, and agrochemicals. Additionally, DMSO has been investigated for its potential medicinal properties, as it has been proposed to have anti-inflammatory, antimicrobial, and analgesic effects. However, it is important to note that DMSO can be irritating to the skin and mucous membranes, so proper safety precautions should be taken when handling it.

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 
• 462-06-6 fluorobenzene 
• 455-16-3 p-toluenesulfonyl fluoride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 60288-40-6 trimethylsulfonium triflate 
• 109528-06-5 Trifluoro-methanesulfonatetrimethyl-selenonium; 
• 109528-18-9 Trifluoro-methanesulfonatetrimethyl-telluronium; 
• 106-45-6 para-thiocresol 
• 106-38-7 para-bromotoluene 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 77096-69-6 1-benzenesulfinyl-4-methyl-benzene 
• 594-19-4 tert.-butyl lithium 
• 620-94-0 di-(p-tolyl)sulfane 

Downstream Products

• 10381-70-1 benzyl 4-methylphenyl sulfoxide 
• 22417-22-7 tris(4-methylphenyl)sulfonium chloride 
• 111662-02-3 (E)-Bis(4-methylphenyl)(4-oxo-2-butenyl)sulfonium-tetraphenylborat 
• 3744-11-4 tris(4-methylphenyl)sulfonium bromide 
• 620-94-0 di-(p-tolyl)sulfane 
• 1097213-61-0 C₂₇H₂₈NS⁽¹⁺⁾*ClO₄^(1-) 
• 1097213-62-1 (C₄H₃N)(C₆H₂(CH₃)3)(S(C₆H₄CH₃)2)⁽¹⁺⁾*B(C₆H₅)4^(1-)=(C₄H₃N)(C₆H₂(CH₃)3)(S(C₆H₄CH₃)2)B(C₆H₅)4 
• 1308853-72-6 ethyl 1-(5-methyl-2-(p-tolylthio)phenyl)-2-oxocyclohexanecarboxylate 
• 104-88-1 4-chlorobenzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 459-57-4 4-fluorobenzaldehyde 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 

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.