Ethyl methyl sulfoxide

Base Information

• Chemical Name: Ethyl methyl sulfoxide
• CAS No.: 1669-98-3
• Molecular Formula: C3H8 O S
• Molecular Weight: 92.1619
• Hs Code.: 2930909090
• UNII: AAJ84LR4D8
• DSSTox Substance ID: DTXSID30937254
• Nikkaji Number: J40.765H
• Wikidata: Q27273832
• ChEMBL ID: CHEMBL278882
• Mol file: 1669-98-3.mol

Synonyms:1669-98-3;ETHYL METHYL SULFOXIDE;Sulfoxide, ethyl methyl;ETHYLMETHYLSULPHOXIDE;1-methylsulfinylethane;Methyl ethyl sulphoxide;Ethane, (methylsulfinyl)-;(METHYLSULFINYL)ETHANE;Methanesulfinyl-ethane;methyl ethyl sulfoxide;UNII-AAJ84LR4D8;BRN 1736654;AAJ84LR4D8;CHEMBL278882;3-01-00-01370 (Beilstein Handbook Reference);(Methanesulfinyl)ethane;1-(methylsulfinyl)ethane;DTXSID30937254;BDBM50224832;(+/-)-ETHYL METHYL SULFOXIDE;LS-148132;Q27273832

Chemical Property of Ethyl methyl sulfoxide

Chemical Property:

• Vapor Pressure: 0.512mmHg at 25°C
• Boiling Point: 198.2°Cat760mmHg
• Flash Point: 73.7°C
• PSA: 36.28000
• Density: 1.052g/cm³
• LogP: 1.25050
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 92.02958605
• Heavy Atom Count: 5
• Complexity: 42.2

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCS(=O)C

Technology Process of Ethyl methyl sulfoxide

There total 9 articles about Ethyl methyl 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: 97.0%

Ethyl methyl sulfide (624-89-5) → Ethyl methyl sulfoxide (1669-98-3)

Guidance literature:

With dihydrogen peroxide; In neat (no solvent); at 20 ℃; for 1h; chemoselective reaction;

DOI:10.1002/aoc.6127

Reference yield: 82.0%

methyl[(E)-1-(methylsulfinyl)-2-phenylvinyl]sulfane (35453-05-5) → Ethyl methyl sulfoxide (1669-98-3) + (2-methylsulfanylvinyl)benzene (7715-02-8)

Guidance literature:

With ethylmagnesium chloride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1246/bcsj.55.3669

Reference yield: 60.0%

1-((E)-2-Methanesulfinyl-2-methylsulfanyl-vinyl)-4-methyl-benzene → Ethyl methyl sulfoxide (1669-98-3) + 1-Methyl-4-((Z)-2-methylsulfanyl-vinyl)-benzene (69153-05-5)

Guidance literature:

With ethylmagnesium chloride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1246/bcsj.55.3669

upstream raw materials:

furan

1-bromo-2-(methylsulfinyl)benzene

ethylmagnesium bromide

Ethyl methyl sulfide

Downstream raw materials:

Ethyl methyl sulfide

diethyl sulphide

ethyl propyl sulfide

dimethylsulfide

Refernces

• 1、 Ogura, Katsuyuki,Arai, Kazutaka,Tsuchihashi, Gen-ichi. "Stereospecific Reductive Desulfinylation of 1-Aryl-2-(methylsulfinyl)-2-(methylthio)ethenes with Grignard Reagents". . p. 3669 - 3670. Retrieved 1982.
• 2、 Amoozadeh, Ali,Nemati, Firouzeh. "Poly(ethylene) glycol as a green and reusable solvent in the oxidation of sulfides to sulfoxides using NaClO". . p. 1381 - 1385. Retrieved 2010.
• 3、 Nnane, Ivo P.,Damani. "Sulphoxidation of ethyl methyl sulphide, 4-chlorophenyl methyl sulphide and diphenyl sulphide by purified pig liver flavin-containing monooxygenase". . p. 83 - 91. Retrieved 2003.
• 4、 Ping, Qing-Dong,Cao, Jia-Peng,Han, Ye-Min,Yang, Mu-Xiu,Hong, Ya-Lin,Li, Jia-Nian,Wang, Ji-Lei,Chen, Jia-Li,Mei, Hua,Xu, Yan. "Eight-membered ring petal-shaped V8 cluster: An efficient heterogeneous catalyst for selective sulfur oxidation". . . Retrieved 2020.
• 5、 Amoozadeh, Ali,Nemati, Firouzeh. "A clean, mild, and selective oxidation of sulfides to sulfoxides using NaClO/H2SO4 in Aqueous Media". . p. 2569 - 2575. Retrieved 2009.
• 6、 Kong, Hui,Li, Keli,Liu, Siyu,Ma, Pengtao,Niu, Jingyang,Wang, Jingping,Wang, Yaqiong,Xu, Qian. "Assembly of a Hexameric Cluster of Polyoxomolybdotriphosphonate Builts from [Zn(H2O){TeMo6O21}{N(CH2PO3)3}]6-Subunits and Its Optical and Catalytic Properties". . p. 15759 - 15767. Retrieved 2021/10/20.