33. Perfluoroalkyl derivatives of sulphur. Part IV. Perfluoroalkanesulphonic acids

Rearrangement Studies with 14C. XXXIX. 1,2-Phenyl Shifts in Solvolyses of Triphenylvinyl-2-14C Triflate

“…The 1-Br-2-'"C was converted to the Grignard reagent and reacted with 1, to give 1-I-2-14C (1 I), which in turn was treated with AgOTf in a nonpolar solvent, pentane, to give 1-OTf-2-14C (12). That all the 14C-label was located at the C-2 position was demonstrated by the conversion of 1-OTf-2-I4C to isotopically unrearranged u,x-diphenylacetophe~ione-a-14C upon reaction with a 60:40 mixture of dioxane and 5% NaOH solution (see Table 1).…”

Application of Liquid-Phase Direct Fluorination: Novel Synthetic Methods for a Polyfluorinated Coating Material and a Monomer of a Perfluorinated Polymer Electrolyte Membrane

“…Further, 10% fluorine in nitrogen was supplied for 1.0 h and then, nitrogen gas was supplied for 1.0 h. Then, the solvent was removed by vacuum drying at 60 °C for 6.0 h to obtain liquid 8 (45.4 g, 29.6 mmol, 94.6%). From the results of the NMR analysis of the compound, it was confirmed that 99.9% of the total number of hydrogen atoms in 7 were substituted by fluorine atoms, that is, 8 was the main component (average value of n: 7.1); 19 F-NMR (282.7 MHz, R113, internal standard for quantitative determination: hexafluorobenzene) δ (ppm) ： −54.9 (3F, CF 3 O), −79.5 (3F, CF 3 ), −80.0 (5F, CF 2 CF 2 CF 3 ), −82.5 to −85.0 (5F, OCF 2 , CF 3 ), −87.…”

“…The compound 13 was condensed with perfluoro-2,5-dimethyl-3,6-dioxanonanoyl fluoride (6) (triethylamine-dichloromethane, 0 °C, 1 h, then 25 °C, 3 h) to afford the ester 14. Oxidation of 14 by chlorine (acetic acid-water, 25 °C, 16 h) [18], followed by treatment with KHF 2 (acetonitrile-water, 25 °C, 24 h) provided the sulfonyl fluoride 16 [19]. The PERFECT process was applied to 16 (1.…”

“…IR spectra were recorded on a Nicolet Impact 410 spectrometer. NMR spectra were obtained on a JEOL AL-300 or EX-400 (tetramethylsilane as internal standard for 1 H and 13 C, and trichlorofluoromethane for 19 F). High resolution mass spectra were obtained on a JEOL SX-102A coupled to a HP 5890 with a 60 m capillary column, J&W DB1301.…”

Electron Spin Resonance and Electrochemical Studies of Some Mesoionic and Neutral 1,2,3,4-Oxa- and -Thiatriazoles and Their Alkylation Products

“…Perdeuteroethyl triÑate was prepared from silver triÑate and perdeuteroethyl iodide. 24 Compound 6m was prepared according to the general synthesis of 6d, starting from phenylhydrazine deuterated in the aromatic ring, which was made from aniline (Phand sodium nitrite. Compound 8a was prepared from 8b by a hitherto unpublished method : to 1 mmol of 8b in 5 ml of dry at 0 ¡C, 6 mmol of CH 2 Cl 2 MCPBA in 20 ml of were added in a slurry over a period of CH 2…”