Sodium methanethiolate

For sodium 2-mercaptoethanesulfonate, see Mesna.

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
CAS Number	5188-07-8 Y
3D model (JSmol)	Interactive image
ChemSpider	71198 Y
ECHA InfoCard	100.023.609
EC Number	225-969-9
PubChem CID	4378561
UNII	LB29JWW8H7 N
CompTox Dashboard (EPA)	DTXSID7027592
InChI InChI=1S/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1 Y Key: RMBAVIFYHOYIFM-UHFFFAOYSA-M Y InChI=1/CH4S.Na/c1-2;/h2H,1H3;/q;+1/p-1
SMILES [Na+].[S-]C
Properties
Chemical formula	CH3NaS
Molar mass	70.08 g·mol−1
Appearance	yellow-red
Solubility in water	soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references