(Difluoromethyl)triphenylphosphonium Bromide

image [58310‐28‐4] C 19 H 16 BrF 2 P (MW 393.21) InChI = 1S/C19H16F2P.BrH/c20‐19(21)22(16‐10‐4‐1‐5‐11‐16,17‐12‐6‐2‐7‐13‐17)18‐14‐8‐3‐9‐15‐18;/h1‐15,19H;1H/q+1;/p‐1 InChIKey = WNPMJTVOWUTTSY‐UHFFFAOYSA‐M (reagent used as a CF 2 H radical source under photoredox catalysis, as a difluorocarbene source, or a nucleophilic CF 2 H precursor in the presence of base) Physical Data: mp 184–184.5 °C. 1 Solubility: soluble in DMF, DMSO, CH 3 CN, CHCl 3 . Form Supplied in: white solid, commercially available. Preparative Methods: treatment of Ph 3 P with CF 2 Br 2 in THF at room temperature for 10 h. The flask was cooled with ice water and H 2 O was added to the reaction mixture. The mixture was stirred for another 5 h at room temperature. 2 Purification: filtration and recrystallization with EtOH, ethyl acetate, and petroleum ether. 2 Handling, Storage, and Precautions: stable to air and water, thermally stable with T d = 223 °C. 1