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Dimethyl sulfide information


Dimethyl sulfide
Skeletal formula of dimethyl sulfide with all implicit hydrogens shown
Spacefill model of dimethyl sulfide
Space-filling model of the molecular structure[1][2]
Names
Preferred IUPAC name
(Methylsulfanyl)methane[3]
Other names
  • (Methylthio)methane[3]
  • Dimethyl sulfide[3]
  • Dimethyl thioether[4]
Identifiers
CAS Number
  • 75-18-3 checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B00138
Beilstein Reference
1696847
ChEBI
  • CHEBI:17437 checkY
ChEMBL
  • ChEMBL15580 checkY
ChemSpider
  • 1039 checkY
ECHA InfoCard 100.000.770 Edit this at Wikidata
EC Number
  • 200-846-2
KEGG
  • C00580 checkY
MeSH dimethyl+sulfide
PubChem CID
  • 1068
RTECS number
  • PV5075000
UNII
  • QS3J7O7L3U checkY
UN number 1164
CompTox Dashboard (EPA)
  • DTXSID9026398 Edit this at Wikidata
InChI
  • InChI=1S/C2H6S/c1-3-2/h1-2H3 checkY
    Key: QMMFVYPAHWMCMS-UHFFFAOYSA-N checkY
  • Key: QMMFVYPAHWMCMS-UHFFFAOYAH
SMILES
  • CSC
Properties
Chemical formula
(CH3)2S
Molar mass 62.13 g·mol−1
Appearance Colourless liquid
Odor Stench: cabbage, sulfurous, unpleasant
Density 0.846 g·cm−3
Melting point −98 °C; −145 °F; 175 K
Boiling point 35 to 41 °C; 95 to 106 °F; 308 to 314 K
log P 0.977
Vapor pressure 53.7 kPa (at 20 °C)
Magnetic susceptibility (χ)
−44.9×10−6 cm3/mol
Refractive index (nD)
1.435
Thermochemistry
Std enthalpy of
formation fH298)
−63.9 to −66.9 kJ⋅mol−1
Std enthalpy of
combustion cH298)
−2.1812 to −2.1818 MJ⋅mol−1
Hazards
GHS labelling:
Pictograms
GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark
Signal word
Danger
Hazard statements
H225, H315, H318, H335
Precautionary statements
P210, P261, P280, P305+P351+P338
Flash point −36 °C (−33 °F; 237 K)
Autoignition
temperature
206 °C (403 °F; 479 K)
Explosive limits 19.7%[clarification needed]
Safety data sheet (SDS) osha.gov
Related compounds
Related chalcogenides
  • Dimethyl ether (dimethyl oxide)
  • Dimethyl selenide
  • Dimethyl telluride
Related compounds
  • Dimethyl sulfoxide
  • Dimethyl sulfone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Dimethyl sulfide (DMS) or methylthiomethane is an organosulfur compound with the formula (CH3)2S. The simplest thioether, it is a flammable liquid that boils at 37 °C (99 °F) and has a characteristic disagreeable odor. It is a component of the smell produced from cooking of certain vegetables, notably maize, cabbage, beetroot, and seafoods. It is also an indication of bacterial contamination in malt production and brewing. It is a breakdown product of dimethylsulfoniopropionate (DMSP), and is also produced by the bacterial metabolism of methanethiol.

  1. ^ Moorthy, J.N.; Natarajan, P.; Venugopalan, P. (2010). "CSD Entry TUYLOP: 1,3,6,8-tetrakis(4-Methoxy-2,6-dimethylphenyl)pyrene bis(dimethyl sulfide) clathrate". Cambridge Structural Database: Access Structures. Cambridge Crystallographic Data Centre. doi:10.5517/ccscgn7. Retrieved 3 November 2021.
  2. ^ Moorthy, J. N.; Natarajan, P.; Venugopalan, P. (2009). "Abundant Lattice Inclusion Phenomenon with Sterically Hindered and Inherently Shape-Selective Tetraarylpyrenes". J. Org. Chem. 74 (22): 8566–8577. doi:10.1021/jo901465f. PMID 19831423.
  3. ^ a b c "Chapter P-6. Applications to Specific Classes of Compounds". Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 706. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4.
  4. ^ "Dimethyl sulfide".

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Dimethyl sulfide

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Dimethyl sulfide (DMS) or methylthiomethane is an organosulfur compound with the formula (CH3)2S. The simplest thioether, it is a flammable liquid that...

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Dimethyl sulfoxide

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Smedslund at the Stepan Chemical Company. Dimethyl sulfoxide is produced industrially from dimethyl sulfide, a by-product of the Kraft process, by oxidation...

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Sulfide

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of sulfide salts are corrosive. Sulfide also refers to large families of inorganic and organic compounds, e.g. lead sulfide and dimethyl sulfide. Hydrogen...

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Borane dimethylsulfide

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formula BH3·S(CH3)2. It is an adduct between borane molecule (BH3) and dimethyl sulfide molecule (S(CH3)2). It is a complexed borane reagent that is used for...

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Dimethyl disulfide

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yellowish. Dimethyl disulfide is widespread in nature. It is emitted by bacteria, fungi, plants, and animals. Along with dimethyl sulfide and dimethyl trisulfide...

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Beer fault

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to be less than 1 m/s. Dimethyl sulfide exhibits a sour-sweet cream flavour when it exceeds 0.025 mg/L in beer. Dimethyl sulfide is derived from sulfur-based...

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Swern oxidation

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character and wide tolerance of functional groups. The by-products are dimethyl sulfide ((CH3)2S), carbon monoxide (CO), carbon dioxide (CO2) and—when triethylamine...

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Wine fault

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and skunk type odours. Note that dimethyl disulfide is formed from the oxidation of methyl mercaptan. Dimethyl sulfide (DMS) is naturally present in most...

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Methylsulfonylmethane

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is known to use dimethyl sulfone (DMSO2) as a sole carbon source. DMSO2 represents an intermediate of the oxidation of dimethyl sulfide (DMS), which is...

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Organic sulfide

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with dimethyl sulfide (S(CH3)2): S(CH3)2 + H2O2 → OS(CH3)2 + H2O OS(CH3)2 + H2O2 → O2S(CH3)2 + H2O In analogy to their easy alkylation, sulfides bind...

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Flatulence

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sulfur compounds. Hydrogen sulfide, methyl mercaptan (also known as methanethiol), dimethyl sulfide, dimethyl disulfide and dimethyl trisulfide are present...

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Dimethylpropiothetin dethiomethylase

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S-dimethyl-β-propiothetin ⇌ {\displaystyle \rightleftharpoons } dimethyl sulfide + acrylate The enzyme breaks S,S-dimethyl-β-propiothetin into dimethyl...

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Geosmin

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somewhat, but few studies have been completed to address this issue. Dimethyl sulfide – One of the molecules responsible for the odour of the sea Petrichor –...

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Iron fertilization

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another potentially suitable location. Some species of plankton produce dimethyl sulfide (DMS), a portion of which enters the atmosphere where it is oxidized...

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Thioacetone

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trimer is prepared by pyrolysis of allyl isopropyl sulfide or by treating acetone with hydrogen sulfide in the presence of a Lewis acid. The trimer cracks...

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Bad breath

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sulfur compounds (VSCs) such as hydrogen sulfide, methyl mercaptan, allyl methyl sulfide, and dimethyl sulfide. The presence of halitosis-producing bacteria...

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Methanethiol

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further to dimethyl sulfide. The compounds remain in the liquor and are burned in the recovery boiler, where the sulfur is recovered as sodium sulfide. Methanethiol...

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Fetor hepaticus

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fecal, or musty smell to it.[citation needed] The compound volatile dimethyl sulfide has been associated with it, raising the possibility of an objective...

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Halimeter

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not detect dimethyl sulfide, which is thought by some to be elevated in extraoral causes of halitosis. The OralChroma detects dimethyl sulfide in a semi...

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DMSO reductase

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molybdenum-containing enzyme that catalyzes reduction of dimethyl sulfoxide (DMSO) to dimethyl sulfide (DMS). This enzyme serves as the terminal reductase...

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Lignosulfonates

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with sulfides or elemental sulfur to produce dimethyl sulfide. The methyl groups come from methyl ethers present in the lignin. Oxidation of dimethyl sulfide...

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Dimethyl trisulfide

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attractant for blowflies looking for hosts. Dimethyl trisulfide along with dimethyl sulfide and dimethyl disulfide have been confirmed as volatile compounds...

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Human feces

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odorant volatiles: Methyl sulfides methylmercaptan/methanethiol (MM) dimethyl sulfide (DMS) dimethyl disulfide (DMDS) dimethyl trisulfide (DMTS) Benzopyrrole...

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Hydrogen sulfide

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Hydrogen sulfide is a chemical compound with the formula H2S. It is a colorless chalcogen-hydride gas, and is poisonous, corrosive, and flammable, with...

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