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Dimethyl disulfide

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CAS:624-92-0
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CAS:624-92-0
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CAS:624-92-0
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CAS:624-92-0
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CAS:624-92-0
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Dimethyl disulfide manufacturers

  • Dimethyl Disulfide
  • $1.90 / KG
  • 2021-12-01
  • CAS:624-92-0
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  • Purity: 99.%
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  • Dimethyl disulfide
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  • 2021-11-02
  • CAS:624-92-0
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  • Dimethyl disulfide
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  • 2021-08-13
  • CAS:624-92-0
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Related articles

  • Applications of Dimethyl disulfide
  • Dimethyl disulfide(MDMS) appears as a colorless oily liquid with a garlic-like odor. Dimethyl disulfide is denser than water a....
  • Nov 22,2019
Dimethyl disulfide Chemical Properties
Melting point -85 °C
Boiling point 109 °C(lit.)
density 1.0625
vapor density 3.24 (vs air)
vapor pressure 22 mm Hg ( 20 °C)
refractive index n20/D 1.525(lit.)
FEMA 3536 | DIMETHYL DISULFIDE
Fp 76 °F
storage temp. Flammables area
solubility 2.7g/l
form Liquid
Specific Gravity1.0647 (20/4℃)
color Clear yellow
explosive limit1.1-16.1%(V)
Odor Threshold0.0022ppm
Water Solubility <0.1 g/100 mL at 20 ºC
JECFA Number564
BRN 1730824
Stability:Stable. Incompatible with strong bases, strong oxidizing agents, strong reducing agents. Flammable.
InChIKeyWQOXQRCZOLPYPM-UHFFFAOYSA-N
CAS DataBase Reference624-92-0(CAS DataBase Reference)
NIST Chemistry ReferenceDisulfide, dimethyl(624-92-0)
EPA Substance Registry SystemMethyl disulfide (624-92-0)
Safety Information
Hazard Codes F,Xn,N,T+
Risk 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
RIDADR UN 2381 3/PG 2
WGK Germany 2
RTECS JO1927500
Autoignition Temperature304 °C
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29309070
Hazardous Substances Data624-92-0(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 290 - 500 mg/kg
MSDS Information
ProviderLanguage
DMDS English
SigmaAldrich English
ALFA English
Dimethyl disulfide Usage And Synthesis
Chemical PropertiesLight yellow transparent liquid, malodorous, insoluble in water, Soluble in ethanol, ethyl ether and acetic acid.
UsageIn China:
  • Methyl disulfide is used as a solvent and pesticide intermediates, fuel and lubricating oil additives and Coking inhibitor for ethylene cracking furnace and oil refining equipment etc. It is the principal raw material for methylsufonyl chloride and methanesulfonic acid products. It is used in the synthesis of 4-Methylthio-M-Cresol which is the intermediate of Fenthion and fenamithion. It is  also  used in the synthesis of  p-Methyl Thiophenol which is the intermediate of sulprofos. It is also used as a purifying agent for solvents and  catalysts. It is allowed to be used as a Food Flavoring by GB 2760—1996. Dimethyl disulfide reacted with methylphenol to prouduce 2-methyl-4-hydroxy thioanisole , which condensed  with O, O-Dimethyl sulfide phosphorus oxychloride to produce Fenthion. Fenthion is a highly efficient organophosphorus pesticide with low toxicity and it has a good control effect on rice borers, soybean budworm and gadfly larvae. It Also can be used as a veterinary medicine to exterminate Gadfly maggots and cattle ticks.
International uses:
  • DMDS is used as a food additive in onion, garlic, cheese, meats, soups, savory flavors, and fruit flavors.
  • In agricural application, prior to planting, DMDS can be either injected beneath the soil surface with specialized
  • application equipment or applied to the soil surface through a drip irrigation line. Regardless of
  • the application method, the treated area must be covered with a plastic tarp to retain the
  • fumigant in the soil to improve efficacy and mitigate odor concerns.
  • DMDS can also be used for oil refining and petrochemical industries.
  • Petrochemical plants use DMDS dimethyl disulfide) for hydrocracking catalysts sulfiding in refineries.
  • DMDS (dimethyl disulfide) is the most common compound used for hydrocracking catalysts sulfiding in refineries.
  • DMDS (dimethyl disulfide) in petrochemical is injected continously at low rate in ethylene crackers. It prevents coke formation and mitigates CO formation.
  • DMDS is used in the preparation of 4-(methylthio)phenol which is used in the production of various pesticides. DMDS and chlorine are reacted with borontriflouride phenolate to produce 4-(methylthio)phenol. Thiophene and DMDS are blended with combustible hydrocarbon fuel gas to impart a gassy odor to the fuel gas. DMDS is used as a sulfiding reagent to control catalyst activity.
Production methodDimethyl disulfide can be prepared by the reaction between imethyl sulfate and sodium sulfide. under stirring, sulfur powder  was added into sodium sulfide solution. The above reaction system was heated  Up to 80-90℃, after reaction for 1 h, cooled to about 30 ℃. Dimethyl sulfate was dropped into the reaction system and the reaction was continued for 2h. Then, distillation, stratification, Separating waste alkali liquor, then through distillation and final products are prepared.
In industry,dimethyl sulfate method is adopted to synthesize dimethyl disulfide. Na2S+S→Na2S2Na2S2+(CH3)2SO4→CH3SSCH3+Na2SO4
Solid sodium sulfide and water are dropped into the reaction kettle , heated , temperature is controlled in the range of  the of 50 ~60 ℃, dissolving sodium sulfide, adding equimolar sulfur, remaining the temperature for 1h, cooling to 45℃, dripping dimethyl sulfate into the reaction kettle, remaining the temperature for 1h, then through distillation dimethyl sulfate can be prepared.
It also can be prepared by the reaction between Magnesium methyl iodide and disulfur dichloride.
It can be prepared by the reaction between sodium disulfide and Methyl sodium sulfate.
It can be prepared by heating Methyl sodium thiosulfate which is the reaction product of methyl bromide and sodium thiosulfate.
Quantity restrictionsFEMA(mg/kg):
bakery product 16.9;Frozen dairy products 4.8;Meat products 2.2;soft sweets 9.4;Jelly and pudding 8.3;
ToxicityGRAS(FEMA)
Flammability hazard characteristicsFlammable in case of fire, high temperature and oxidant, decomposing out toxic sulfur oxide gas in case of acid or high heat.
storageStore in a cool, well-ventilated warehouse, separated with oxidant, acid.
Fire extinguishing agentDry powder, dry sand, carbon dioxide fire extinguishing agent, foam, 1211 fire extinguishing agent.
DescriptionMethyl disulfide has a diffuse intense onion odor. It is nonlachrymatory. May be prepared from magnesium methyl iodide and S2C12, or from Na2S2 and sodium methyl sulfate; also from methyl bromide and sodium thiosulfate, after which the resulting sodium methylthiosulfate is heated to yield dimethyl disulfide.
Chemical PropertiesMethyl disulfide has a diffuse, intense onion odor. This compound is nonlacrimatory
Chemical Propertiescolourless to yellow liquid with a very unpleasant smell
OccurrenceReported found in sour cherry, guava, melon, peach, pineapple, strawberry, cabbage, kohlrabi, onion, garlic, shallot, leek, chive, peas, potato, rutabaga, tomato, parsley, breads, many cheeses, yogurt, milk, egg, fish, meats, hop oil, beer, Scotch whiskey, cognac, grape wines, cocoa, coffee, peanut, peanut butter, pecan, potato chips, oats, soybean, beans, mushrooms, trassi, macadamia nut, mango, cauliflower, broccoli, brussels sprouts, rice, radish, sukiyaki, sake, watercress, malt, wort, krill, southern pea, loquat, sapodilla, shrimp, oyster, crab, crayfish, clam, scallops and squid.
UsesMethyl disulfide is probably best known for its use as a component of flavoring materials. It has an intense onion odor by itself. Ironically, although many find its odor objectionable at high concentrations as noted above, when diluted, its aroma has also been described as pleasant. Methyl 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.
Industrially, methyl 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, methyl disulfide typically requires storage under nitrogen pressure in closed containers.
Other novel applications are being explored, including inclusion of methyl disulfide in insect trap baiting products to attract biting flies and mosquitos. It is also proposed as an insecticidal fumigant substitute for methyl bromide. Methyl disulfide formed during irradiation of foods also has potential to be used as irradiation detection marker for frozen-stored meats under oxygen-permeable packaging conditions. Among sulfur volatiles, only methyl disulfide was found in meat after 6 months of storage at -40 ℃ (40 °F). Methyl disulfide is also being studied as a signaling molecule in marine ecosystems to study effects of climate change.
PreparationFrom magnesium methyl iodide and S2Cl2, or from S2S2 and sodium methyl sulfate; also from methyl bromide and sodium thiosulfate, after which the resulting sodium methylthiosulfate is heated to yield dimethyl disulfide.
DefinitionChEBI: An organic disulfide that is methane in which one of the hydrogens has been replaced by a methyldisulfanyl group.
Aroma threshold valuesDetection: 0.16 to 1.2 ppb. Recognition: 90 ppb
General DescriptionA colorless oily liquid with a garlic-like odor. Denser than water and slightly soluble in water. Flash point 40°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Slightly soluble in water.
Reactivity ProfileDMDS is a reducing agent. A dangerous fire hazard when exposed to oxidizing materials. Emits toxic fumes of oxides of sulfur when heated to decomposition or on contact with acids [Sax, 9th ed., 1996, p. 1320].
Health HazardMay cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety ProfilePoison by inhalation. A very dangerous fire hazard when exposed to heat, flame, or oxidzers. Can react vigorously with oxiduing materials. See also SULFIDES.
Environmental FateNaturally occurring methyl disulfide is present in small amounts throughout the natural environment. Accidental releases of larger quantities of methyl sulfide from industrial processes can also potentially enter the environment as liquid or vapor. It is immiscible with water, so it is unlikely to be found in high concentrations in water supplies, but it is miscible with most common organic solvents.
The Hazardous Substances Data Bank (HSDB) provides a good, detailed explanation of environmental fate. When released to air, a vapor pressure of 28.7mmHg at 25 ℃ indicates that methyl disulfide will exist as a vapor in the ambient atmosphere. Vapor-phase methyl disulfide is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals. The half-life for this reaction in air is estimated to be 4 h. Direct photolysis (half-life of 3.2–4.6 h at full sunlight) and reaction with nitrate radicals (half-life of 1.1 h during night-time hours) will also contribute to its atmospheric degradation.
If released to soil, methyl disulfide is expected to have moderate mobility based upon an estimated Koc of 220. In water, methyl disulfide is not expected to adsorb to suspended solids and sediment in water based on its Koc value. In both soil and water, volatilization to the atmosphere is expected to be the major transport process, based on a Henry’s law constant of 1.21× 10–3 atm-m3 mol–1. Estimated volatilization half-lives for a model river and model lake are 3 h and 4 days, respectively. Volatilization from dry soil surfaces is possible given the vapor pressure of this compound. Since methyl disulfide photolyzes readily in sunlight, photodegradation on soil or water surfaces exposed to sunlight could be an important transformation process. Other than photodegradation, because it is such a stable molecule, methyl disulfide is not readily biodegradable by microorganisms and therefore can be relatively persistent in the environment. Although limited biodegradation data suggest that methyl disulfide can biodegrade, insufficient data are available to predict its relative environmental importance in soil or water. An estimated bioconcentration factor (BCF) of 13 suggests the potential for bioconcentration in aquatic organisms is low.
Purification MethodsPass it through neutral alumina before use. [Trost Chem Rev 78 363 1978, Beilstein 1 IV 1281.]
Toxicity evaluationVery little information is available on mechanism of toxicity. Although the authors of one experimental animal study suggested that methyl disulfide toxicity resembles that of hydrogen sulfide, it is not at all clear that cytochrome oxidase inhibition can result from methyl disulfide exposure. Mechanistically hydrogen sulfide is classified as a chemical asphyxiant because of its known ability to disrupt electron transport and oxidative phosphorylation by interaction with the enzyme cytochrome oxidase. Other sources classify methyl disulfide a simple asphyxiant, which means that it is nonreactive with enzymes or other cell components and simply displaces oxygen in the air. Some information indicates that neurotoxicity to insects results when methyl disulfide disrupts calcium-activated potassium channels in insect pacemaker neurons.
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