Synthetic studies and pKa measurements are reported on a number of highly fluorinated tertiary alcohols and diols, namely (CF2CF)C(CF3)2OH, (CF2CF)2C(CF3)OH, (C6F5)C(CF3)2OH, (C6F5)2C(CF3)OH, (C6F5)3COH, (C6H5)C(CF3)2OH, [(CF3)2COH]2, and [(C6F5)C(CF3)OH]2. General agreement is found with earlier work reporting a correlation between pKa values and differences between free and H-bonded O—H stretching frequencies.The reaction of C6F5Li with the acyl halides CF3COCl and C6F5COCl in appropriate molar ratio gives the esters (C6F5)2C(CF3)OCOC6F5 and (C6F5)3COCOC6F5, respectively; this constitutes a useful preparative route to fully fluorinated esters.
Trimethylsilyl esters of difluorophosphinic, -thiophosphinic, and -dithiophosphinic acids and their bis (trifluoromethyl) analogs have been prepared by one or more of four different synthetic routes and characterized by infrared and nmr spectroscopy. Their reactions with anhydrous hydrogen chloride and thermal behavior have been investigated, the esters containing a P-S-Si bridge unit being markedly less thermally stable than those possessing the P-O-Si bridge. Dimethylamine reacts with the bis(trifluoromethyl) esters to give Me3SiNMe2 and dimethylammonium salts of the phosphinic acids, but in the case of the difluoro esters the initial product MesSiNMés then attacks P-F bonds in the anions F2PEE'~(E, E' = O, S) yielding MesSiF and the anions F(Me2N)PEE'". Volume 11 Number 11
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.