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Potassium Tris(trifluoromethanesulfonyl)methanide: A Powerful Reagent in Synthetic Chemistry

Potassium tris(trifluoromethanesulfonyl)methanide ( K [C(CF 3 SO 2 ) 3 ] K \text{[C(CF}_3\text{SO}_2)_3] K [C(CF 3 ​ SO 2 ​ ) 3 ​ ] ) is a specialized organometallic compound known for its exceptional nucleophilicity and stability. It has become a valuable reagent in advanced organic synthesis, particularly for introducing trifluoromethyl-containing groups into various compounds. This blog provides an overview of its properties, applications, and handling guidelines. Chemical Structure and Properties Potassium tris(trifluoromethanesulfonyl)methanide is a potassium salt of a highly electron-withdrawing carbanion. Its chemical formula is K [C(CF 3 SO 2 ) 3 ] K\text{[C(CF}_3\text{SO}_2)_3] K [C(CF 3 ​ SO 2 ​ ) 3 ​ ] . The compound features three trifluoromethanesulfonyl groups ( CF 3 SO 2 \text{CF}_3\text{SO}_2 CF 3 ​ SO 2 ​ ) attached to a central carbon atom, rendering it highly delocalized and stable. Key properties include: High Stability : The delocalization of the negative charge ac...