Dimethyl Disulfide

Base Information

• Chemical Name: Dimethyl Disulfide
• CAS No.: 624-92-0
• Molecular Formula: C2H6S2
• Molecular Weight: 94.2016
• Hs Code.: 2930.90
• European Community (EC) Number: 210-871-0
• ICSC Number: 1586
• NSC Number: 9370
• UN Number: 2381
• UNII: 3P8D642K5E
• DSSTox Substance ID: DTXSID4025117
• Nikkaji Number: J1.683G
• Wikipedia: Dimethyl_disulfide
• Wikidata: Q419800
• Metabolomics Workbench ID: 38783
• ChEMBL ID: CHEMBL1347061
• Mol file: 624-92-0.mol

Synonyms:dimethyl disulfide;dimethyldisulfide;methyl disulfide

Chemical Property of Dimethyl Disulfide

Chemical Property:

• Appearance/Colour: colourless to yellow liquid
• Vapor Pressure: 22 mm Hg ( 20 °C)
• Melting Point: -85 °C
• Refractive Index: 1.5243 - 1.5263
• Boiling Point: 109.7 °C at 760 mmHg
• Flash Point: 24.4 °C
• PSA: 50.60000
• Density: 1.052 g/cm³
• LogP: 1.62740
• Storage Temp.: Flammables area
• Solubility.: 2.7g/l
• Water Solubility.: <0.1 g/100 mL at 20℃
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 93.99109254
• Heavy Atom Count: 4
• Complexity: 6
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

97% ^*data from raw suppliers

Tyrosine 3-Monooxygenase/Tryptophan 5-Monooxygenase Activation Protein, epsilon Polypeptide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F, T+, N
• Hazard Codes: F,Xn,N,T+
• Statements: 11-20/22-36-51/53-36/37/38-26-22-36/37
• Safety Statements: 26-61-45-38-36/37/39-28A-16-60-57-39-29

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CSSC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract. The substance is mildly irritating to the skin. If swallowed the substance may cause vomiting and could result in aspiration pneumonitis. The substance may cause effects on the central nervous system.
• Description: Dimethyl disulfide has a diffuse intense onion odor. It is nonlachrymatory. Ironically, although many find its odor objectionable at high concentrations as noted above, when diluted, its aroma has also been described as pleasant. Dimethyl disulfide is often used in combination with other flavor compounds in food products, including baked goods, cheese, frozen dairy products, meat products, soups, savory flavors, fruit flavors, soft candy, gelatin, puddings, and both alcoholic and nonalcoholic beverages.
• Uses: Industrially, Dimethyl disulfide is also used as a sulfiding agent to catalyze reactions in oil refineries and other industries. It has a low flash point of 16 ℃ (61 °F) that presents fire hazards during refinery usage. Due to its strong odor and low flash point, Dimethyl disulfide typically requires storage under nitrogen pressure in closed containers.Dimethyl disulfide has a sulfurous odor similar to that of garlic and decaying fish. Because of the distinctive odor of sulfur compounds, similar to DMDS, they are often added to natural gas and propane to warn of leaks and protect people. Therefore, the odor of a DMDS fumigation can be mistaken for a gas leak. DMDS has an odor threshold of approximately 7 ppb, which is about 8 times less than the health‐based level considered by the EPA to be safe (55 ppb). Dimethyl disulfide is used as an intermediate as well as a food additive in onion, garlic, cheese, meats, soups, savory flavors and fruit flavors. It is used in oil refineries as a sulfiding agent. It is used to alfa substitute 2-methylfuran-acrolein to produce food stuff. It is involved in the preparation of 4-(methylthio)phenol. Further, it is used to replace methyl mercaptan as a jet fuel additive. It finds application in artificial flavoring agent and a corrosion inhibitor. In addition to this, it serves as an effective soil fumigant in agriculture.

Technology Process of Dimethyl Disulfide

There total 231 articles about Dimethyl Disulfide 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: 87.0%

p-methoxybenzenediazonium o-benzenedisulfonimide + sodium thiomethoxide (5188-07-8) → Dimethyldisulphide (624-92-0) + 1-methoxy-4-methylsulfanyl-benzene (1879-16-9) + sodium o-benzenedisulfonimide

Guidance literature:

In methanol; at 0 - 5 ℃;

DOI:10.1021/jo0003347

Reference yield: 83.0%

methylthiol (74-93-1) → Dimethyldisulphide (624-92-0) + dimethyltrisulfane (3658-80-8) + hydrogen sulfide (7783-06-4)

Guidance literature:

With 1-tridecanamine; sulfur; at 60 ℃; for 12h;

Reference yield: 70.0%

S-methyl O-benzyl dithiocarbonate (28925-45-3) → Dimethyldisulphide (624-92-0) + [(methylthio)methyl]-benzene (766-92-7) + benzyl bromide (100-39-0)

Guidance literature:

With copper(ll) bromide; In acetonitrile; for 5.7h; Ambient temperature;

DOI:10.1021/jo00340a028

upstream raw materials:

oxirane

Methanesulfenyl chloride

carbon disulfide

tetrachloromethane

Downstream raw materials:

S-methyl methanethiosulfinate

dibutyl disulfide

butyl methyl disulfide

1-methoxy-3-methylsulfanyl-benzene

Refernces

• 1、 Niki, H.,Maker, P. D.,Savage, C. M.,Breltenbach, L. P.. "Spectroscopic and Photochemical Properties of CH3SNO". . p. 7 - 9. Retrieved 1983.
• 2、 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.
• 3、 Fan, Caimei,Kou, Lifang,Li, Rui,Wang, Rongxian,Wang, Yaqi,Zhang, Changming,Zhang, Xiaochao. "Preoxidation-assisted nitrogen enrichment strategy to decorate porous carbon spheres for catalytic adsorption/oxidation of methyl mercaptan". . p. 37644 - 37656. Retrieved 2020/11/02.