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Preferred IUPAC name
Sodium trifluoromethanesulfinate | |
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3D model (JSmol)
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ChemSpider |
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ECHA InfoCard | 100.203.570 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
Chemical formula
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CF3NaO2S |
Molar mass | 156.05 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Sodium trifluoromethanesulfinate (CF3SO2Na) is the sodium salt of trifluoromethanesulfinic acid. Together with t-butyl hydroperoxide, an oxidant, this compound was found to be a suitable reagent for introducing trifluoromethyl groups onto electron-rich aromatic compounds by Langlois; this reagent is also known as the Langlois reagent. This reaction operates via a free radical mechanism.[1]
This reagent is also able to trifluoromethylate electron-deficient aromatic compounds under biphasic conditions.[2] Zinc difluoromethanesulfinate, a related polymeric coordination complex, is able to introduce difluoromethyl groups (CHF2-) onto aromatic compounds under similar biphasic conditions as well.[3]
With the use of DMSO as an oxidant, it provides an environmentally friendly way for the synthesis of β-trifluoromethyl alcohols from alkenes.[4]