(2-Hydroxyethyl) dimethylsulfoxonium chloride

Chemical compound From Wikipedia, the free encyclopedia

(2-Hydroxyethyl) dimethylsulfoxonium chloride is an organic compound with the formula [HOCH2CH2S(O)(CH3)2]+Cl−. This sulfonium salt has been isolated from sea chervils (genus Alcyonidium) and a single species of sea sponge. It can cause a disease known as Dogger Bank itch.[1][2]

Quick facts Names, Identifiers ...
(2-Hydroxyethyl) dimethylsulfoxonium chloride
Names
Preferred IUPAC name
(2-Hydroxyethyl)di(methyl)(oxo)-λ4-sulfanium chloride
Identifiers
3D model (JSmol)
  • InChI=1S/C4H11O2S.ClH/c1-7(2,6)4-3-5;/h5H,3-4H2,1-2H3;1H/q+1;/p-1
    Key: PLNZFRZUPJUJMX-UHFFFAOYSA-M
  • OCC[S+](=O)(C)C.[Cl-]
Properties
C4H11ClO2S
Molar mass 158.64 g·mol−1
Appearance white solid
Density 1.251 g/cm3
Related compounds
Related compounds
Choline
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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Properties

(2-Hydroxyethyl) dimethylsulfoxonium chloride is a colourless to white powder that dissolves in 1,4-dioxane, methanol, chloroform or water.[3]

(2-Hydroxyethyl) dimethylsulfoxonium chloride is a salt, with a sulfur atom having a positive charge. Attached to the sulfur are two methyl groups, a double bonded oxygen atom, and an ethanol tail group attached at the number 2 carbon. The structure of this toxin has been confirmed by X-ray crystallography.[3]

References

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