Methylsulfonylmethane

Dimethyl sulfone
Methylsulfonylmethane
Dimethylsulfone
Names
Preferred IUPAC name
(Methanesulfonyl)methane
Other names
methyl sulfone
methylsulfonylmethane
sulfonylbismethane
DMSO2
Identifiers
3D model (JSmol)
Abbreviations MSM
1737717
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.605 Edit this at Wikidata
EC Number
  • 200-665-9
130437
KEGG
RTECS number
  • PB2785000
UNII
  • InChI=1S/C2H6O2S/c1-5(2,3)4/h1-2H3 checkY
    Key: HHVIBTZHLRERCL-UHFFFAOYSA-N checkY
  • InChI=1/C2H6O2S/c1-5(2,3)4/h1-2H3
    Key: HHVIBTZHLRERCL-UHFFFAOYAG
  • [O-][S++]([O-])(C)C
Properties
C2H6O2S
Molar mass 94.13 g·mol−1
Appearance White crystalline solid
Density 1.45 g/cm3
Melting point 109 °C (228 °F; 382 K)
Boiling point 248[1] °C (478 °F; 521 K)
Acidity (pKa) 31
Hazards[3]
GHS labelling:
GHS07: Exclamation mark
Warning
H319
P264, P280, P305+P351+P338, P337+P313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Flash point 143 °C (289 °F; 416 K)
Lethal dose or concentration (LD, LC):
5g/kg (oral, rat) [2]
Safety data sheet (SDS) External MSDS
Related compounds
Related compounds
 DMSO
dimethyl sulfide
dimethyl sulfate
sulfolane
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 sulfone (DMSO2) is an organosulfur compound with the formula (CH3)2SO2. It is also known by several other names including methyl sulfone and (especially in alternative medicine) methylsulfonylmethane (MSM).[4] This colorless solid features the sulfonyl functional group and is the simplest of the sulfones. It is relatively inert chemically and is able to resist decomposition at elevated temperatures. It occurs naturally in some primitive plants, is present in small amounts in many foods and beverages, and is marketed (under the MSM name) as a dietary supplement. It is sometimes used as a cutting agent for illicitly manufactured methamphetamine.[5] It is also commonly found in the atmosphere above marine areas, where it is used as a carbon source by the airborne bacteria Afipia.[6] Oxidation of dimethyl sulfoxide produces the sulfone, both under laboratory conditions and metabolically.[7]

  1. ^ Gaylord Chemical Company, LLC
  2. ^ "Dimethyl sulfone".
  3. ^ "Dimethyl sulfone". pubchem.ncbi.nlm.nih.gov.
  4. ^ "Various Names for MSM" (PDF). Archived from the original (PDF) on July 11, 2011. Retrieved June 8, 2009.
  5. ^ "Information Bulletin: Crystal Methamphetamine". www.justice.gov. Retrieved 20 January 2018.
  6. ^ DeLeon-Rodriguez N, Lathem TL, Rodriguez-R LM, Barazesh JM, Anderson BE, Beyersdorf AJ, Ziemba LD, Bergin M, Nenes A, Konstantinidis KT (February 2013). "Microbiome of the upper troposphere: species composition and prevalence, effects of tropical storms, and atmospheric implications". Proceedings of the National Academy of Sciences of the United States of America. 110 (7): 2575–80. Bibcode:2013PNAS..110.2575D. doi:10.1073/pnas.1212089110. PMC 3574924. PMID 23359712. This group [Afipia] is commonly found in aquatic environments and 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 commonly found in the marine atmosphere(page 5 of 6, quote slightly edited).
  7. ^ He X, Slupsky CM (December 2014). "Metabolic fingerprint of dimethyl sulfone (DMSO2) in microbial-mammalian co-metabolism". Journal of Proteome Research. 13 (12): 5281–92. doi:10.1021/pr500629t. PMID 25245235.