- Product Name:
- Dimethyl disulfide
- Sulfa-hitech 0382
- Product Categories:
- Allium cepa (Onion)
- Allium sativum (Garlic)
- Building Blocks
- Chemical Synthesis
- Nutrition Research
- Organic Building Blocks
- sulfide Flavor
- Phytochemicals by Plant (Food/Spice/Herb)
- Sulfur Compounds
- Pesticides intermediate
- a solvent and pesticide intermediates, fuel and lubricating oil additives
- Food additives
- Mol File:
Dimethyl disulfide Chemical Properties
- Melting point:
- -85 °C
- Boiling point:
- 109 °C(lit.)
- vapor density
- 3.24 (vs air)
- vapor pressure
- 22 mm Hg ( 20 °C)
- 3536 | DIMETHYL DISULFIDE
- refractive index
- n20/D 1.525(lit.)
- Flash point:
- 76 °F
- storage temp.
- Flammables area
- Clear yellow
- Specific Gravity
- 1.0647 (20/4℃)
- explosive limit
- Odor Threshold
- Water Solubility
- <0.1 g/100 mL at 20 ºC
- JECFA Number
- Stable. Incompatible with strong bases, strong oxidizing agents, strong reducing agents. Flammable.
- CAS DataBase Reference
- 624-92-0(CAS DataBase Reference)
- NIST Chemistry Reference
- Disulfide, dimethyl(624-92-0)
- EPA Substance Registry System
- Methyl disulfide (624-92-0)
- Hazard Codes
- Risk Statements
- Safety Statements
- UN 2381 3/PG 2
- WGK Germany
- Autoignition Temperature
- 304 °C
- HS Code
- Hazardous Substances Data
- 624-92-0(Hazardous Substances Data)
- LD50 orally in Rabbit: 290 - 500 mg/kg
Dimethyl disulfide Usage And Synthesis
Light yellow transparent liquid, malodorous, insoluble in water, Soluble in ethanol, ethyl ether and acetic acid.
- 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.
- 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.
Dimethyl 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.
bakery product 16.9；Frozen dairy products 4.8；Meat products 2.2；soft sweets 9.4；Jelly and pudding 8.3；
Flammability hazard characteristics
Flammable in case of fire, high temperature and oxidant, decomposing out toxic sulfur oxide gas in case of acid or high heat.
Store in a cool, well-ventilated warehouse, separated with oxidant, acid.
Fire extinguishing agent
Dry powder, dry sand, carbon dioxide fire extinguishing agent, foam, 1211 fire extinguishing agent.
Methyl 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.
Methyl disulfide has a diffuse, intense onion odor. This compound is nonlacrimatory
colourless to yellow liquid with a very unpleasant smell
Reported 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.
Methyl 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.
From 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.
ChEBI: An organic disulfide that is methane in which one of the hydrogens has been replaced by a methyldisulfanyl group.
Aroma threshold values
Detection: 0.16 to 1.2 ppb. Recognition: 90 ppb
A 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 Reactions
Highly flammable. Slightly soluble in water.
DMDS 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].
May 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.
HIGHLY 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.
Poison by inhalation. A very dangerous fire hazard when exposed to heat, flame, or oxidzers. Can react vigorously with oxiduing materials. See also SULFIDES.
Naturally 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.
Pass it through neutral alumina before use. [Trost Chem Rev 78 363 1978, Beilstein 1 IV 1281.]
Very 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.
Dimethyl disulfide Preparation Products And Raw materials
- Products Intro
- Product Name:dmds
Purity:99.8 Package:200KG /Bag/2700
- +86-523-86920899 13951172783
- firstname.lastname@example.org email@example.com
- Products Intro
- Product Name:Methyl disulfide;Dimethyldisulfide
Purity:99.5% Package:Plastic Barrel/250Kg
- Products Intro
- Product Name:Dimethyl Disulfide
- Products Intro
- Product Name:143B
- Products Intro
- Product Name:Methyl disulfide
Purity:99%min Package:200kg drum Remarks:Refinery additive
- S-Methyl methanethiolsulfonate
- methyl methanethiosulfinate
- Zinc dimethyldithiocarbamate
- 6-HYDROXY-2-NAPHTHYL DISULFIDE
- 2,2'-Dithiosalicylic acid
- 4,4'-Dinitrodiphenyl disulfide
- Dibenzyl disulfide
- 2,2'-DITHIOBIS(PYRIDINE-N-OXIDE), 97
- 3-CARBOXYPROPYL DISULFIDE
- D-PENICILLAMINE DISULFIDE
- 6,6'-DITHIODINICOTINIC ACID
- α-Lipoic Acid