Sodium methylsulfinylmethylide

Sodium methylsulfinylmethylide
Names
	Preferred IUPAC name Sodium (methanesulfinyl)methanide
	Other names sodium dimsylate, dimsylsodium, NaDMSYL
Identifiers
CAS Number	15590-23-5 ;
3D model (JSmol)	Interactive image;
Abbreviations	NaDMSO
ChemSpider	8329518 ;
PubChem CID	10154010;
UNII	R6HI470Q52 ;
CompTox Dashboard (EPA)	DTXSID10436194 ;
	InChI InChI=1S/C2H5OS.Na/c1-4(2)3;/h1H2,2H3;/q-1;+1 Key: CWXOAQXKPAENDI-UHFFFAOYSA-N ; InChI=1S/C2H5OS.Na/c1-4(2)3;/h1H2,2H3;/q-1;+1 Key: CWXOAQXKPAENDI-UHFFFAOYAA; Key: CWXOAQXKPAENDI-UHFFFAOYSA-N;
	SMILES [Na+].O=S([CH2-])C;
Properties
Chemical formula	CH3S(O)CH2Na
Molar mass	100.11 g·mol−1
Appearance	White solid, solution in DMSO is green
Solubility in water	decomposes
Solubility	Very soluble in DMSO and many polar organic solvents
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	May form corrosive NaOH, May be explosive in certain circumstances.
Related compounds
Related compounds	Dimethyloxosulfonium methylide, Dimethyl sulfoxide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Sodium methylsulfinylmethylide (also called NaDMSO or dimsyl sodium) is the sodium salt of dimethyl sulfoxide. It has the chemical formula C H₃S(O)CH−2Na⁺. This unusual salt has some uses in organic chemistry as a base and nucleophile.

Since the first publication in 1965 by Corey et al., a number of additional uses for this reagent have been identified.