Fluorinated phosphorus compounds
| Autor: | Matthew J. Waters, Mark Sandford, Christopher M. Timperley, Sue Kirkpatrick |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
Tris
chemistry.chemical_classification Phosphorus Organic Chemistry chemistry.chemical_element Biochemistry Medicinal chemistry Sulfur Inorganic Chemistry chemistry.chemical_compound chemistry Yield (chemistry) Pyridine Environmental Chemistry Physical and Theoretical Chemistry Acetonitrile Fluoride Alkyl |
| Zdroj: | Journal of Fluorine Chemistry. 126:902-906 |
| ISSN: | 0022-1139 |
| DOI: | 10.1016/j.jfluchem.2005.03.026 |
| Popis: | Treatment of bis(fluoroalkyl) phosphites (RFCH2O)2P(O)H, where RF was CF3 or C2F5 with sulfur in pyridine at 80 °C gave salts of structure [(RFCH2O)2P(O)SH]NC5H5 in 90 and 88% yield, respectively. The salts reacted with alkyl iodides in acetonitrile at 50 °C to furnish bis(fluoroalkyl) S-alkyl phosphorothiolates (RFCH2O)2P(O)SR, where R was Me, Et, n- and i-Pr (when RF = CF3) and Me (when RF = C2F5). Yields ranged from 21 to 57%. Bis(trifluoroethyl) S-methyl phosphorothiolate (CF3CH2O)2P(O)SMe underwent fluorination by silver(I) fluoride in acetonitrile at room temperature to yield the phosphorofluoridate (CF3CH2O)2P(O)F in 75% yield. Tris(fluoroalkyl) phosphorothionates (RFCH2O)3P = S, where RF was CF3, C2F5 and C3F7, were prepared in 30–34% yield by heating the tris(fluoroalkyl) phosphites (RFCH2O)3P and sulfur to 200 °C in a sealed tube for 8 h. |
| Databáze: | OpenAIRE |
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