Sodium methanethiolate

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.

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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.023.609 Edit this at Wikidata
EC Number
  • 225-969-9
UNII
  • InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1 checkY
    Key: RMBAVIFYHOYIFM-UHFFFAOYSA-M checkY
  • InChI=1/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
  • [Na+].[S-]C
Properties
CH3NaS
Molar mass 70.08 g·mol−1
Appearance yellow-red[1]
soluble[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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References

edit
  1. ^ a b "Sodium thiomethoxide | 5188-07-8".