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Dimethyl disulfide

Product Name:
Dimethyl disulfide
CAS No.
624-92-0
Chemical Name:
Dimethyl disulfide
CBNumber:
CB8229876
Molecular Formula:
C2H6S2
Formula Weight:
94.2
MOL File:
624-92-0.mol
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Dimethyl disulfide Property

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)
FEMA 
3536 | DIMETHYL DISULFIDE
refractive index 
n20/D 1.525(lit.)
Flash point:
76 °F
storage temp. 
Flammables area
solubility 
2.7g/l
form 
Liquid
color 
Clear yellow
Specific Gravity
1.0647 (20/4℃)
explosive limit
1.1-16.1%(V)
Odor Threshold
0.0022ppm
Water Solubility 
<0.1 g/100 mL at 20 ºC
JECFA Number
564
BRN 
1730824
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents, strong reducing agents. Flammable.
InChIKey
WQOXQRCZOLPYPM-UHFFFAOYSA-N
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)
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Safety

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 Temperature
304 °C
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29309070
Hazardous Substances Data
624-92-0(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 290 - 500 mg/kg
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N-Bromosuccinimide Price More Price(17)

Sigma-Aldrich Gold
Product number:
471569
Product name :
Dimethyl disulfide
Purity:
≥99.0%
Packaging:
1l
Price:
$50
Updated:
2019/12/02
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Sigma-Aldrich Gold
Product number:
320412
Product name :
Dimethyl disulfide
Purity:
99%
Packaging:
1l
Price:
$50
Updated:
2019/12/02
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Alfa Aesar Gold
Product number:
L09679
Product name :
Dimethyl disulfide, 99%
Packaging:
250g
Price:
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Updated:
2020/06/24
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Alfa Aesar Gold
Product number:
L09679
Product name :
Dimethyl disulfide, 99%
Packaging:
1000g
Price:
$62.6
Updated:
2020/06/24
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Sigma-Aldrich Gold
Product number:
8.20791
Product name :
Dimethyl disulfide for synthesis. CAS 624-92-0, chemical formula CH SSCH ., for synthesis
Packaging:
8207911000
Price:
$68.7
Updated:
2019/12/02
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Dimethyl disulfide Chemical Properties,Usage,Production

Chemical Properties

Light yellow transparent liquid, malodorous, insoluble in water, Soluble in ethanol, ethyl ether and acetic acid.

Usage

In 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 method

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.

Quantity restrictions

FEMA(mg/kg):
bakery product 16.9;Frozen dairy products 4.8;Meat products 2.2;soft sweets 9.4;Jelly and pudding 8.3;

Toxicity

GRAS(FEMA)

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.

storage

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.

Description

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.

Chemical Properties

Methyl disulfide has a diffuse, intense onion odor. This compound is nonlacrimatory

Chemical Properties

colourless to yellow liquid with a very unpleasant smell

Occurrence

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.

Preparation

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.

Definition

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

General Description

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.

Reactivity Profile

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].

Health Hazard

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.

Fire Hazard

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.

Safety Profile

Poison by inhalation. A very dangerous fire hazard when exposed to heat, flame, or oxidzers. Can react vigorously with oxiduing materials. See also SULFIDES.

Purification Methods

Pass it through neutral alumina before use. [Trost Chem Rev 78 363 1978, Beilstein 1 IV 1281.]

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624-92-0, Dimethyl disulfideRelated Search:

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  • Anti-14-3-3 η antibody produced in rabbit
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  • Protein kinase C inhibitor protein-1
  • 14-3-3 Gamma, histidine-tagged human
  • Tyrosine 3-monooxygtenase/tryptophan 5-monooxygenase activation protein, gamma isoform
  • YWHAG
  • 14-3-3 Epsilon histidine-tagged human
  • FLJ45465
  • KCIP-1
  • MDCR
  • Tyrosine 3-monooxygenase/tryptophan 5-monooxygenase activation protein, epsilon polypeptide
  • YWHAE
  • 14-3-3 protein Zeta
  • 14-3-3 Zeta, histidine-tagged human
  • 143E
  • Anti-14-3-3 ω, C-Terminal antibody produced in rabbit
  • Mitochondrial import stimulation factor L subunit
  • 14-3-3 protein gamma-1
  • ANTI-DANRE YWHAG1 (CENTER) antibody produced in rabbit
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  • 1433B
  • 143B
  • Protein 1054
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  • MGC111427
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  • (Methyldisulfanyl)methane
  • (Methyldithio)methane
  • 2,3-dithiobutane
  • ai3-25305
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  • Disulfide,dimethyl
  • disulfide,dimethyl-
  • disulfurededimethyle
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  • METHYL DISULFIDE, 99.0+%, A PRODUCT OF E LF ATOCHEM
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Chemical Properties Usage Production method Quantity restrictions Toxicity Flammability hazard characteristics storage Fire extinguishing agent