N-Methylquinolinium Hexafluorophosphate

Abstract

[85191-65-7] C10H10F6NP (MW 289.16) InChI = 1S/C10H10N.F6P/c1-11-8-4-6-9-5-2-3-7-10(9)11;1-7(2,3,4,5)6/h2-8H,1H3;/q+1;-1 InChIKey = OKBCJRPQFFDUJC-UHFFFAOYSA-N (reagent used as a single electron oxidant in photoinitiated electron transfer reactions) Physical Data: mp 218–219 °C. Solubility: soluble in CH3CN, DMF, and acetone; sparingly soluble in most other organic solvents and H2O. Preparative Methods: 1 quinoline and iodomethane are stirred at room temperature for 24 h. Following removal of the excess iodomethane, the resulting N-methylquinolinium iodide is dissolved in water and treated with an aqueous solution of potassium hexafluorophosphate. N-Methylquinolinium hexafluorophosphate precipitates and is collected by filtration. The product forms white needles. recrystallization from water. Handling, Storage, and Precautions: reagent can be stored in an opaque bottle at room temperature indefinitely. Toxicity is unknown so the reagent should be handled with care.