Description

DMDS, also known as Methyl disulfide or Dimethyl disulfide, is an organic chemical compound with the molecular formula CH₃SSCH₃. This flammable liquid emits an unpleasant, garlic-like odor. While pure DMDS appears colorless, impure samples often take on a yellowish hue. Its diverse applications include use as a food additive and as a soil fumigant in agriculture. For more detailed information, you can refer to the Wikipedia page on Dimethyl disulfide. Additionally, DMDS is available as an analytical standard from various manufacturers.

Other Names for this Substance

Here are some key details about DMDS:

• Appearance: Colorless liquid
• Density: 1.06 g/cm³
• Melting Point: -85°C (−121°F; 188 K)
• Boiling Point: 110°C (230°F; 383 K)
• Solubility in Water: 2.5 g/L (at 20°C)
• Vapor Pressure: 3.8 kPa (at 25°C)
• Flash Point: 15°C (59°F; 288 K)
• Autoignition Temperature: 370°C (698°F; 643 K)
• Lethal Dose (LD50): 190 mg/kg (oral, rat)

Occurrence and Synthesis:

• DMDS is widespread in nature and is emitted by bacteria, fungi, plants, and animals.
• It has been confirmed as a volatile compound released by the fly-attracting plant known as dead-horse arum (Helicodiceros muscivorus). Flies are drawn to its odor, which resembles that of fetid meat, aiding in pollination.

Chemical Reactions:

• Important reactions include chlorination, yielding methanesulfenyl chloride (CH₃SCl), methanesulfinyl chloride (CH₃S(O)Cl), and methanesulfonyl chloride (CH₃SO₂Cl).
• Oxidation with hydrogen peroxide or peracetic acid produces the thiosulfinate methyl methanethiosulfinate (CH₃S(O)SCH₃).

Uses:

1. Food Additive: DMDS is used in onion, garlic, cheese, meats, soups, savory flavors, and fruit flavors.
2. Industrial Applications:
   • In oil refineries, DMDS serves as a sulfiding agent.
   • It is an effective soil fumigant in agriculture, registered in many U.S. states and globally. It replaces methyl bromide, which is being phased out, although it is less effective.

For more detailed information, you can refer to Junyuan Petroleum Group’s home page on Dimethyl disulfide. Additionally, DMDS is available as an analytical standard from various manufacturers.

DMDS (DIMETHYL DISULFIDE)
CAS NUMBER: 624-92-0
EC NUMBER: 210-871-0
MOLECULAR FORMULA: C2H6S2
MOLECULAR WEIGHT: 94.20
IUPAC NAME: (methyldisulfanyl)methane
DMDS (Dimethyl Disulfide) is an organic chemical compound with the molecular formula CH3SSCH3 which is the simplest disulfide.
DMDS (Dimethyl Disulfide) is a flammable liquid with an unpleasant, garlic-like odor.
DMDS (Dimethyl Disulfide) appears as a colorless oily liquid
DMDS (Dimethyl Disulfide) has a garlic-like odor.
DMDS (Dimethyl Disulfide) is denser than water
DMDS (Dimethyl Disulfide) is slightly soluble in water.
DMDS (Dimethyl Disulfide)’s vapors heavier than air.
DMDS (Dimethyl Disulfide) is an organic disulfide that is methane in which one of the hydrogens has been replaced by a methyldisulfanyl group.
DMDS (Dimethyl Disulfide) has a role as a xenobiotic metabolite.
DMDS (Dimethyl Disulfide) is a natural product found in Allium vineale, Psidium guajava, and other organisms with data available.
Occurrence:
DMDS (Dimethyl Disulfide) is a widespread natural odoriferous compound emitted from many sources such as bacteria, fungi, plants and animals.
DMDS (Dimethyl Disulfide) is an oxidation product of methanethiol in air.
Along with dimethyl sulfide and dimethyl trisulfide it has been confirmed as volatile compounds given off by the fly-attracting plant known as dead-horse arum (Helicodiceros muscivorus).
These flies are attracted to the odor resembling that of fetid meat, and thus help pollinate this plant.
DMDS (Dimethyl Disulfide) can be produced by the oxidation of methanethiol, e.g. with iodine:
2 CH3SH + I2 → CH3SSCH3 + 2 HI +90 216 577 10 10
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Chemical Reactions:
Important reactions include chlorination giving methanesulfenyl chloride (CH3SCl), methanesulfinyl chloride (CH3S(O)Cl), and
methanesulfonyl chloride (CH3SO2Cl) as well as oxidation with hydrogen peroxide or peracetic acid giving the thiosulfinate methyl
methanethiosulfinate (CH3S(O)SCH3).
USES:
DMDS (Dimethyl Disulfide) is used as a food additive in:
-onion
-garlic
-cheese
-meats
-soups
-savory flavors
-fruit flavors
Industrially, DMDS (Dimethyl Disulfide) is used in oil refineries as a sulfiding agent.
DMDS (Dimethyl Disulfide) is also an effective soil fumigant in agriculture
In this capacity, DMDS (Dimethyl Disulfide) is an important alternative in replacing methyl bromide, which is being phased out, however
less effective than the former.
DMDS (Dimethyl Disulfide) is used to alpha substitute 2-methylfuran-acrolein to produce a food stuff used in concentrations from 0.02
ppm up to 50 ppm.
Industrial Use:
DMDS (Dimethyl Disulfide) is a stable pale yellow liquid which works as an effective product for sulfiding hydroprocessing catalysts
because of its high sulfur content and low decomposition temperature.
Most refineries utilize DMDS (Dimethyl Disulfide) instead of other sulfur spiking agents for catalyst sulfiding because it has more sulfur per pound than dimethyl sulfide (DMS) or di-tertiary-butyl polysulfide (TBPS).
Once injected to a hydrotreater or hydrocracker, DMDS (Dimethyl Disulfide) decomposes to form H2S.
The H2S reacts with the metal oxides on the catalyst, converting them to the active metal sulfide form.
DMDS (Dimethyl Disulfide) also works as an effective product for operators in the petrochemicals industry who must protect their steam-cracking coils against the formation of coke and carbon monoxide.
DMDS (Dimethyl Disulfide) is utilized in the preparation of 4-(methylthio)phenol which is used in the production of various pesticides.
DMDS (Dimethyl Disulfide) and chlorine are reacted with borontrifluoride phenoxide to produce 4 (methylthio)phenol.
Thiophene and DMDS (Dimethyl Disulfide) are blended with combustible hydrocarbon fuel gas to impart a gassy odor to the fuel gas.
DMDS (Dimethyl Disulfide) is also used as a flavor and fragrance intermediate, which enriches the aroma and flavor of certain consumer products.
DMDS (Dimethyl Disulfide) is a sulfiding agent, which is used along with a reducing agent such as hydrogen, to transform metal oxide species to a metallic sulfide crystalline phase in situ for hydrotreating catalysts.
DMDS (Dimethyl Disulfide) can also be used as a passivation agent to reduce the layer of coke that forms within furnaces and improve the run length, yield and life of furnaces.
Advantages:
Compared to other sulfiding agents, DMDS (Dimethyl Disulfide) has the highest sulfur content, which reduces the amount of product required for converting oxides to active metal sulfides.
Thermally stable with low viscosity, DMDS (Dimethyl Disulfide) is suitable for gas- or liquid-phase injection.
DMDS (Dimethyl Disulfide) begins to decompose to H2S at low temperatures, so the risks of reducing the metal oxides prior to sulfiding are eliminated.
In addition, DMDS (Dimethyl Disulfide) also decomposes in two steps, further minimizing the risk of temperature excursions during sulfiding.
DMDS (Dimethyl Disulfide) is an organic disulfide that is methane in which one of the hydrogens has been replaced by a methyldisulfanyl group.
DMDS (Dimethyl Disulfide) is an organic chemical compound with the molecular formula CH3SSCH3 which is the simplest disulfide.
DMDS (Dimethyl Disulfide) is a flammable liquid with an unpleasant, garlic-like odor.
DMDS (Dimethyl Disulfide) is the most commonly used chemical for sulfiding hydrotreating and hydrocracking catalysts.
These hydroprocessing catalysts contain metal oxides that must be converted to the active metal sulfide before they will promote
desulfurization and denitrification reactions on hydrocarbon feeds.
DMDS (Dimethyl Disulfide) is also used to passivate furnace tubes in ethylene crackers, although Dimethyl Sulfide (DMS) is used more
often for this application.
DMDS (Dimethyl Disulfide) is used for catalyst sulfiding in refineries and in petrochemical application as anti coking, anti CO agent
Isolated from garlic oil (Allium sativum), also in onion (Allium cepa), ramsons (Allium ursinum), morello cherry, melon, pineapple,
strawberry, wheat bread, cocoa, roasted barley, roasted filberts, roasted peanuts, crispbread, American potato chips, soybean and other foodstuffs.
DMDS (Dimethyl Disulfide) is flavouring ingredient.
DMDS (Dimethyl Disulfide) is a volatile organic compound.
DMDS (Dimethyl Disulfide) is occasionally found as a volatile component of normal human breath and biofluids.
DMDS (Dimethyl Disulfide) is one of the representative volatile components found in oral malodor.
PHYSICAL PROPERTIES:
-Molecular Weight: 94.20
-XLogP3: 1.8
-Exact Mass: 93.99109254
-Monoisotopic Mass: 93.99109254
-Topological Polar Surface Area: 50.6 Ų
-Physical Description: Colorless, oily liquid with a garlic-like odor
-Color: Colorles to pale-yellow
-Form: Liquid
-Odor: Garlic-like
-Boiling Point: 109.8 °C
-Melting Point: -85.0 °C
-Flash Point: 10 °C
-Solubility: 0.03 M
-Density: 1.0625 g/cu cm
-Vapor Density: 3.24
-Vapor Pressure: 28.70 mmHg
-LogP: 1.77
-Autoignition Temperature: >300 °C
-Chemical Classes: Other Classes -> Sulfur Compounds
DMDS (Dimethyl Disulfide) is an organic chemical compound with the molecular formula CH3SSCH3 which is the simplest disulfide.
DMDS (Dimethyl Disulfide) is a flammable liquid with an unpleasant, garlic-like odor.
DMDS (Dimethyl Disulfide) appears as a colorless oily liquid
DMDS (Dimethyl Disulfide) has a garlic-like odor.
DMDS (Dimethyl Disulfide) is denser than water
DMDS (Dimethyl Disulfide) is slightly soluble in water.
DMDS (Dimethyl Disulfide)’s vapors heavier than air.
CHEMICAL PROPERTIES:
-Hydrogen Bond Donor Count: 0
-Hydrogen Bond Acceptor Count: 2
-Rotatable Bond Count: 1
-Heavy Atom Count: 4
-Formal Charge: 0
-Complexity: 6
-Isotope Atom Count: 0
-Defined Atom Stereocenter Count: 0
-Undefined Atom Stereocenter Count: 0
-Defined Bond Stereocenter Count: 0
-Undefined Bond Stereocenter Count: 0
-Covalently-Bonded Unit Count: 1
-Compound Is Canonicalized: Yes
DMDS (Dimethyl Disulfide) is an organic disulfide that is methane in which one of the hydrogens has been replaced by a
methyldisulfanyl group.
DMDS (Dimethyl Disulfide) has a role as a xenobiotic metabolite.
DMDS (Dimethyl Disulfide) is a natural product found in Allium vineale, Psidium guajava, and other organisms with data available.
DMDS (Dimethyl Disulfide) is used as a food additiveDMDS (Dimethyl Disulfide) is used in oil refineries as a sulfiding agent.
DMDS (Dimethyl Disulfide) is also an effective soil fumigant in agriculture
DMDS (Dimethyl Disulfide) is also used as a flavor and fragrance intermediate, which enriches the aroma and flavor of certain consumer products.
DMDS (Dimethyl Disulfide) can also be used as a passivation agent to reduce the layer of coke that forms within furnaces and improve the run length, yield and life of furnaces.
DMDS (Dimethyl Disulfide) is an organic disulfide that is methane in which one of the hydrogens has been replaced by a methyldisulfanyl group.
DMDS (Dimethyl Disulfide) is an organic chemical compound with the molecular formula CH3SSCH3 which is the simplest disulfide.
DMDS (Dimethyl Disulfide) is a flammable liquid with an unpleasant, garlic-like odor.
DMDS (Dimethyl Disulfide) is the most commonly used chemical for sulfiding hydrotreating and hydrocracking catalysts.
DMDS (Dimethyl Disulfide) is also used to passivate furnace tubes in ethylene crackers, although Dimethyl Sulfide (DMS) is used more often for this application.
DMDS (Dimethyl Disulfide) is used for catalyst sulfiding in refineries and in petrochemical application as anti coking, anti CO agent
DMDS (Dimethyl Disulfide) is flavouring ingredient.
DMDS (Dimethyl Disulfide) is a volatile organic compound.
DMDS (Dimethyl Disulfide) is occasionally found as a volatile component of normal human breath and biofluids.
DMDS (Dimethyl Disulfide) is one of the representative volatile components found in oral malodor.
SYNONYMS:
Dimethyl disulfide
624-92-0
METHYL DISULFIDE
Dimethyldisulfide
Disulfide, dimethyl
Dimethyl disulphide
(Methyldisulfanyl)methane
DMDS
2,3-Dithiabutane
Methyldisulfide
Methyldithiomethane
(Methyldithio)methane
Methyldisulfanylmethane
dimethyldisulphide
1,2-Dimethyldisulfane
Paladin
dimethydisulfide
methyl disulphide
Dimethyl disulfane
Disulfide dimethyl
MeS-SMe
methyldisulfanyl methane
EC 210-871-0
(Methyldisulfanyl)methane
Dimethyl disulfide
(Methyldisulfanyl)methan
(Methyldisulfanyl)methane
(Méthyldisulfanyl)méthane
(methyldithio)methane
1,2-dimethyldisulfane
7282-94-2
dimethyl disulfide-d6
Disulfide dimethyl
Methyldisulfide
R’C(R)S-S(R)CR’