2,2,2-Trifluoroethyl Diphenylphosphine Oxide

[57328-25-3] C14H12F3OP (MW 284.22) InChI = 1S/C14H12F3OP/c15-14(16,17)11-19(18,12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H,11H2 InChIKey = LXZJQNKLEDFLAB-UHFFFAOYSA-N (used for the preparation of 3,3,3-trifluoroprop-1-enyl compounds) Alternate Name: diphenyl-2,2,2-trifluoroethylphosphinoxide. Physical Data: mp 155–157 °C;1 mp 160–161 °C.2 Solubility: sol THF. Form Supplied in: colorless solid, commercially available. Purification: recrystallization from AcOEt. Handling, Storage, and Precautions: stable at 20 °C. Preparative Methods: prepared by Michaelis–Arbuzov reaction from ethyl diphenylphosphinite and 2,2,2-trifluoroethyl iodide at room temperature (eq 1),2 or by the reaction of chlorodiphenylphosphine with trifluoroacetic acid in water (eq 2).1, 3 This second method is recommended for the large-scale preparation of 2,2,2-trifluoroethyl diphenylphosphine oxide due to the low cost of the starting materials.