1-Fluoro-2,4,6-trimethylpyridinium Tetrafluoroborate

(1; X = BF4) [109705-14-8] C8H11BF5N (MW 226.98) InChI = 1S/C8H11FN.BF4/c1-6-4-7(2)10(9)8(3)5-6;2-1(3,4)5/h4-5H,1-3H3;/q+1;-1 InChIKey = RRNLYYDDEUOXBB-UHFFFAOYSA-N (2; X = OTf) [107264-00-6] C9H11F4NO3S (MW 289.25) InChI = 1S/C8H11FN.CHF3O3S/c1-6-4-7(2)10(9)8(3)5-6;2-1(3,4)8(5,6)7/h4-5H,1-3H3;(H,5,6,7)/q+1;/p-1 InChIKey = PRIGFEJKMMRJSF-UHFFFAOYSA-M (reactive and easy-to-handle electrophilic fluorinating reagent for preparing various organofluorine compounds) Alternate Name: 1-fluoro-sym-collidinium tetrafluoroborate. Physical Data: (1) mp 215–217° C; (2) mp 168–170° C.1 Solubility: soluble in CH3CN, CH2Cl2, THF, Et2O. Form Supplied in: beige powder. Analysis of Reagent Purity: NMR 19F (CD3CN): −17.3 (1F, s, NF); 149.6 (4F, s, BF4).2 Preparative Method: a solution of the 2,4,6-trimethylpyridine with NaBF4 in CH3CN at −40° C is treated with fluorine (10%) in nitrogen.1 Purification: recrystallization from CH3CN–Et2O.1 Handling, Storage, and Precautions: avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.