Dimethyl sulfide

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
3D model (JSmol)
3DMet
1696847
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.770 Edit this at Wikidata
EC Number
  • 200-846-2
KEGG
MeSH dimethyl+sulfide
RTECS number
  • PV5075000
UNII
UN number 1164
  • InChI=1S/C2H6S/c1-3-2/h1-2H3 checkY
    Key: QMMFVYPAHWMCMS-UHFFFAOYSA-N checkY
  • Key: QMMFVYPAHWMCMS-UHFFFAOYAH
  • CSC
Properties
(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)
−44.9×10−6 cm3/mol
1.435
Thermochemistry
−63.9 to −66.9 kJ⋅mol−1
−2.1812 to −2.1818 MJ⋅mol−1
Hazards
GHS labelling:
GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark
Danger
H225, H315, H318, H335
P210, P261, P280, P305+P351+P338
Flash point −36 °C (−33 °F; 237 K)
206 °C (403 °F; 479 K)
Explosive limits 19.7%[clarification needed]
Safety data sheet (SDS) osha.gov
Related compounds
Related compounds
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 ?)

Dimethyl sulfide (DMS) or methylthiomethane is an organosulfur compound with the formula (CH3)2S. It is the simplest thioether and has a characteristic disagreeable odor. It is a flammable liquid that boils at 37 °C (99 °F). It is a component of the smell produced from cooking of certain vegetables (notably maize, cabbage, and 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".