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dimethyl sulfone

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dimethyl sulfone

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Also known as (methanesulfonyl)methane, (methylsulfonyl)methane, (methylsulphonyl)methane, dimethyl sulphone, dimethylsulfone, dimethylsulphone, DMSO2, DMSO₂

Dimethyl sulfone (DMSO2) is an organosulfur compound with the formula . It is also known by several other names including methyl sulfone and (especially in alternative medicine) methylsulfonylmethane (MSM). 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 a

Chemical data

Formula
C2H6O2S
Molecular weight
94.14 g/mol
IUPAC name
methylsulfonylmethane
SMILES
CS(=O)(=O)C
InChIKey
HHVIBTZHLRERCL-UHFFFAOYSA-N
XLogP
-0.4
Polar surface area
42.5 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

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Encyclopedic overview

14 sections
Contents
  • Use as a solvent
  • Medical and dietary use
  • Osteoarthritis
  • Oxidative stress and inflammation
  • Contraindications and safety
  • Pharmacology
  • Pharmacology and toxicity
  • Mechanism of action
  • Research
  • Skin, hair, nails
  • Oxidative stress and inflammatory response
  • Allergies and immunity
  • Toxicity
  • Notes

Dimethyl sulfone (DMSO2) is an organosulfur compound with the formula . It is also known by several other names including methyl sulfone and (especially in alternative medicine) methylsulfonylmethane (MSM). 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. It is also commonly found in the atmosphere above marine areas, where it is used as a carbon source by the airborne bacteria Afipia. Oxidation of dimethyl sulfoxide produces the sulfone, both under laboratory conditions and metabolically.

==Use as a solvent== Because of its polarity and thermal stability, molten DMSO2 has been used industrially as a high-temperature solvent. For example, displacement of aryl chlorides by potassium fluoride has been conducted in the liquid.

Excerpted from Wikipedia’s “dimethyl sulfone” article, available under the CC BY-SA 4.0 licence.