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Sodium methanethiolate

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For sodium 2-mercaptoethanesulfonate, see Mesna.
Sodium methanethiolate
Names
Preferred IUPAC name Sodium methanethiolate
Other names sodium thiomethoxide, sodium methyl mercaptide, sodium thiomethylate, methanethiol sodium salt, methyl mercaptan sodium salt
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.023.609 Edit this at Wikidata
EC Number
  • 225-969-9
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1Key: RMBAVIFYHOYIFM-UHFFFAOYSA-M
  • InChI=1/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
SMILES
  • .C
Properties
Chemical formula CH3NaS
Molar mass 70.08 g·mol
Appearance yellow-red
Solubility in water soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Sodium methanethiolate or sodium thiomethoxide (CH3SNa, MeSNa) is the sodium conjugate base of methanethiol. This compound is commercially available as a white solid. It is a powerful nucleophile that can be used to prepare methylthioether and other organic compounds like ethyl bromide. Its hydrolysis in moist air produces methanethiol, which has a low odor threshold and a noxious fecal smell.

References

  1. ^ "Sodium thiomethoxide | 5188-07-8".


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