Sodium methylsulfinylmethylide
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Sodium methylsulfinylmethylide (also called NaDMSO or dimsyl sodium) is the sodium salt of the conjugate base of dimethyl sulfoxide. This unusual salt has some uses in organic chemistry as a base and nucleophile.
Quick Facts Names, Identifiers ...
Names | |
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Preferred IUPAC name
Sodium (methanesulfinyl)methanide | |
Other names
sodium dimsylate, dimsylsodium, NaDMSYL | |
Identifiers | |
3D model (JSmol) |
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Abbreviations | NaDMSO |
ChemSpider |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C2H5NaOS | |
Molar mass | 100.13 |
Appearance | White solid, solution in DMSO is green |
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.[1] |
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).
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Since the first publication in 1965 by Corey et al.,[2] a number of additional uses for this reagent have been identified.[3]