Dimethyl sulfide

Base Information

• Chemical Name: Dimethyl sulfide
• CAS No.: 75-18-3
• Deprecated CAS: 956465-01-3
• Molecular Formula: C2H6S
• Molecular Weight: 62.1356
• Hs Code.: 2930909090
• European Community (EC) Number: 200-846-2
• ICSC Number: 0878
• UN Number: 1164
• UNII: QS3J7O7L3U
• DSSTox Substance ID: DTXSID9026398
• Nikkaji Number: J1.300.429C,J1.443E
• Wikipedia: Dimethyl sulfide
• Wikidata: Q423133
• Metabolomics Workbench ID: 38117
• ChEMBL ID: CHEMBL15580
• Mol file: 75-18-3.mol

Synonyms:dimethyl sulfide;dimethylsulphide

Chemical Property of Dimethyl sulfide

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Melting Point: -98 °C(lit.)
• Refractive Index: n20/D 1.435(lit.)
• Boiling Point: 29.5 °C at 760 mmHg
• Flash Point: -34 °C
• PSA: 25.30000
• Density: 0.822 g/cm³
• LogP: 0.97920
• Water Solubility.: 溶于乙醇和乙醚，不溶于水。
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 62.01902136
• Heavy Atom Count: 3
• Complexity: 2.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F:Flammable;;
• Statements: R11:; R22:; R36:
• Safety Statements: S9:; S16:; S26:; S33:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CSC
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.
• Use Description: Dimethyl sulfide (DMS) is a chemical compound with various applications across different fields. In the field of organic synthesis and chemical research, DMS serves as a versatile reagent and building block for the creation of complex organic molecules, enabling the development of new synthetic pathways and reactions. Additionally, in the realm of environmental science and atmospheric chemistry, DMS is emitted from natural sources like oceans and contributes to the formation of aerosols and cloud condensation nuclei, playing a crucial role in climate regulation and the Earth's radiation balance. Furthermore, in the food industry, it is used as a flavoring agent and food additive due to its distinctive aroma and taste, enhancing the sensory qualities of various food products. Its multifaceted utility underscores its significance in chemical synthesis, environmental science, and culinary arts, where it plays a crucial role in organic chemistry, climate science, and food flavoring.

Technology Process of Dimethyl sulfide

There total 432 articles about Dimethyl sulfide 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: 82.0%

2-benzyloxycyclohepta-2,4,6-trienone (77367-70-5) → dimethylsulfide (75-18-3) + 2-hydroxy-2,4,6-cycloheptatrien-1-one (533-75-5) + benzaldehyde (100-52-7)

Guidance literature:

With dimethyl sulfoxide; at 180 ℃; for 2h; other troponyl ethers;

DOI:10.1246/bcsj.55.1137

Reference yield: 75.3%

furoin (552-86-3) → dimethylsulfide (75-18-3) + furil (492-94-4)

Guidance literature:

With antimonypentachloride; dimethyl sulfoxide; In nitromethane; at 5 ℃; for 1h;

DOI:10.1246/bcsj.58.470

Reference yield: 57.4%

benzyl alcohol (100-51-6,185532-71-2) → dimethylsulfide (75-18-3) + benzaldehyde (100-52-7)

Guidance literature:

With air; antimonypentachloride; dimethyl sulfoxide; In nitromethane; at 60 ℃; for 3h; Product distribution;

DOI:10.1246/bcsj.58.470

upstream raw materials:

methanol

methylthiol

carbon disulfide

tetrachloromethane

Downstream raw materials:

(2-hydroxy-ethyl)-dimethyl sulfonium ; chloride

(2-carboxyethyl)dimethylsulfonium bromide

trimethylsulphonium iodide

Ethyl methyl sulfide

Refernces

• 1、 Fischer, Wolfgang,Beil, Stefanie,Krenn, Karl-Dieter. "Karl-Fischer-Reaction in Dimethyl Sulfoxide". . p. 266 - 268. Retrieved 1995.
• 2、 Hartke, Klaus,Zerbe, Horst-Georg. "Reaction of Thioanisol with Antimony Pentachloride". . p. 153 - 156. Retrieved 1982.
• 3、 Pedrosa,Escribano,Aguado,Sanz,Díez,Arnáiz. "Synthesis, crystal structure and reactivity of a new pentacoordinated chiral dioxomolybdenum(VI) complex". . p. 841 - 849. Retrieved 2010.
• 4、 Chen, Kuan-I.,McEwan, Alastair G.,Bernhardt, Paul V.. "Cobalt hexaamine mediated electrocatalytic voltammetry of dimethyl sulfoxide reductase: Driving force effects on catalysis". . p. 227 - 234. Retrieved 2011.
• 5、 Ren, Jianhua,Brauman, John I.. "Dynamics of Competitive Reactions: Endothermic Proton Transfer and Exothermic Substitution". . p. 2640 - 2646. Retrieved 2004.
• 6、 Yang, Xiaoxia,Zhang, Jianbin,Chang, Yan,Li, Qiang. "Novel oxidation of hydrogen sulfide by dimethyl sulfoxide in presence of β-cyclodextrin". . p. 7040 - 7042. Retrieved 2014.
• 7、 Nakano, Yukio,Goto, Masashi,Hashimoto, Satoshi,Kawasaki, Masahiro,Wallington, Timothy J.. "Cavity ring-down spectroscopic study of the reactions of Br atoms and BrO radicals with dimethyl sulfide". . p. 11045 - 11050. Retrieved 2001.
• 8、 Chen, Qing-An,He, Gu-Cheng,Hu, Yan-Cheng,Ji, Ding-Wei,Liu, Heng,Zhang, Xiang-Xin,Zhao, Chao-Yang. "Redox-Divergent Construction of (Dihydro)thiophenes with DMSO". . p. 24284 - 24291. Retrieved 2021/10/08.
• 9、 Chen, Liping,Chen, Wanghua,Guo, Zichao,Li, Huabo,Weng, Shichun,Wu, Wenqian. "Effect of Zinc Oxide on the Thermal Decomposition of Dimethyl Sulfoxide". . . Retrieved 2022/03/14.