Methyl phenyl sulfoxide

Base Information

• Chemical Name: Methyl phenyl sulfoxide
• CAS No.: 1193-82-4
• Molecular Formula: C7H8 O S
• Molecular Weight: 140.206
• Hs Code.: 2930909090
• European Community (EC) Number: 214-781-2
• NSC Number: 203014
• DSSTox Substance ID: DTXSID40870860
• Nikkaji Number: J1.069.994K,J110.556F
• Wikipedia: Methyl_phenyl_sulfoxide
• Wikidata: Q63149264
• ChEMBL ID: CHEMBL326279
• Mol file: 1193-82-4.mol

Synonyms:methyl phenyl sulfoxide

Chemical Property of Methyl phenyl sulfoxide

Chemical Property:

• Appearance/Colour: white crystalline low melting mass
• Vapor Pressure: 0.0109mmHg at 25°C
• Melting Point: 34-94oC
• Refractive Index: n20/D 1.5775(lit.)
• Boiling Point: 271.2°Cat760mmHg
• Flash Point: 117.8°C
• PSA: 36.28000
• Density: 1.19g/cm³
• LogP: 2.28970
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.02958605
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

Methyl Phenyl Sulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 22-24/25-39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CS(=O)C1=CC=CC=C1
• Uses: Methyl phenyl sulfoxide has been used in the synthesis of:isotopically labelled 1, 3-dithiane, a useful labeled synthonnelfinavir, potent HIV-protease inhibitorsulfoximines and in studies on solvent-water partitioning

Technology Process of Methyl phenyl sulfoxide

There total 275 articles about Methyl phenyl sulfoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

bromopentacarbonylmanganese(I) (14516-54-2) + [C6H5S(O)CH2](1-)*Li(1+)=[C6H5S(O)CH2]Li (59501-96-1) → dimanganese decacarbonyl (10170-69-1) + racemic methyl phenyl sulfoxide (1193-82-4) + diphenyldisulfane (882-33-7) + lithium bromide (7550-35-8)

Guidance literature:

In tetrahydrofuran; mixing reactants in THF at -78°C, slow warming to room temp.; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation;

DOI:10.1016/S0022-328X(00)86902-8

Reference yield: 85.0%

methyl-phenyl-thioether (100-68-5) → 3,4-dihydroisoquinoline (3230-65-7) + racemic methyl phenyl sulfoxide (1193-82-4)

Guidance literature:

With oxaziridine 1; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/0040-4039(88)85218-3

Reference yield: 79.0%

2-methylsulfinylpyridine (21948-75-4) + phenylmagnesium bromide (100-58-3) → [2,2]bipyridinyl (366-18-7) + racemic methyl phenyl sulfoxide (1193-82-4)

Guidance literature:

In tetrahydrofuran; for 0.25h; Ambient temperature;

upstream raw materials:

chloroform

diacetyl peroxide

methyl-phenyl-thioether

2-thiocresol

Downstream raw materials:

phenylthiomethyl chloride

(phenylthio)methyl acetate

benzoyloxymethylthiobenzene

(3-methyl-but-3-ene-1-sulfinyl)-benzene

Refernces

• 1、 Ballistreri, Francesco Paolo,Failla, Salvatore,Spina, Emanuela,Tomaselli, Gaetano Andrea. "Rates and mechanism of the stoichiometric oxidations of organic sulphides to sulphoxides with the peroxomolybdenum complex MoO(O2)2HMPT". . p. 39 - 44. Retrieved 1989.
• 2、 Rayati, Saeed,Zakavi, Saeed,Noroozi, Vahid. "Nitrogen donor-controlled chemoselectivity of reaction in oxidation of sulfides with tetra-n-butylammonium hydrogen monopersulfate catalyzed by a partially β-brominated meso-tetraphenylporphyrinatomanganese(III) acetate: A clue to the nature of active oxidant". . p. 89 - 95. Retrieved 2010.
• 3、 Tcho, Woon-Young,Wang, Bin,Lee, Yong-Min,Cho, Kyung-Bin,Shearer, Jason,Nam, Wonwoo. "A mononuclear nonheme cobalt(III)-hydroperoxide complex with an amphoteric reactivity in electrophilic and nucleophilic oxidative reactions". . p. 14511 - 14515. Retrieved 2016.
• 4、 Mukherjee, Chandan,Stammler, Anja,Boegge, Hartmut,Glaser, Thorsten. "Do trinuclear triplesalen complexes exhibit cooperative effects? Synthesis, characterization, and enantioselective catalytic sulfoxidation by chiral trinuclear FeIII triplesalen complexes". . p. 10137 - 10149. Retrieved 2010.
• 5、 Jones, Donald G.,Wilson, Kevin R.,Cannon-Smith, Desiray J.,Shircliff, Anthony D.,Zhang, Zhan,Chen, Zhuqi,Prior, Timothy J.,Yin, Guochuan,Hubin, Timothy J.. "Synthesis, structural studies, and oxidation catalysis of the late-first-row-transition-metal complexes of a 2-pyridylmethyl pendant-armed ethylene cross-bridged cyclam". . p. 2221 - 2234. Retrieved 2015.
• 6、 Sah, Ajay K.,Baig, Noorullah. "Synthesis and Characterization of Glucose Derived Dioxo-molybdenum (VI) Complexes and Their Application in Sulphide Oxidation". . p. 905 - 909. Retrieved 2015.
• 7、 Adao, Pedro,Avecilla, Fernando,Bonchio, Marcella,Carraro, Mauro,Costa Pessoa, Joao,Correia, Isabel. "Titanium(IV)-salan catalysts for asymmetric sulfoxidation with hydrogen peroxide". . p. 5568 - 5578. Retrieved 2010.
• 8、 Stephani,Meister. "-". . p. 2307. Retrieved 1974.
• 9、 Jeong, Donghyun,Ohta, Takehiro,Cho, Jaeheung. "Structure and Reactivity of a Mononuclear Nonheme Manganese(III)-Iodosylarene Complex". . p. 16037 - 16041. Retrieved 2018.
• 10、 Boyd, Derek R.,Sharma, Narain D.,Kennedy, Martina A.,Shepherd, Steven D.,Malone, John F.,Alves-Areias, Andre,Holt, Robert,Allenmark, Stig G.,Lemurell, Malin A.,Dalton, Howard,Luckarift, Heather. "Enzyme-catalysed oxygenation and deoxygenation routes to chiral thiosulfinates". . p. 1452 - 1453. Retrieved 2002.