Use of hexafluoroacetone and fluorine nuclear magnetic resonance to characterize active hydrogen compounds

Trifluoroacetyl chloride for characterization of organic functional groups by fluorine-19 nuclear magnetic resonance spectrometry

“…Another 19F reagent, hexafluoroacetone, was suggested by Leader (6) for the characterization of various functional groups. The general adduct formation of hexafluoroacetone with active hydrogen compounds is indicated below This reagent has been suggested for characterization of alcohols, amines, mercaptans and other active hydrogen containing compounds (6)(7)(8)(9)(10)(11). Preparation of the adducts is easily accomplished in situ by bubbling the reagent gas (hexafluoroacetone) into a solution of the sample and solvent.…”

Characterization of phenols from coal liquefaction products by tin-119 nuclear magnetic resonance spectrometry

“…Lett. 1981, 14 (3), 189. (14) The phenolic group is one of the more abundant oxygencontaining functional groups present in coal liquids.…”

“…1981, 14 (3), 189. (14) The phenolic group is one of the more abundant oxygencontaining functional groups present in coal liquids. Information on the distribution of these oxygen-containing compounds is important when attempting to better understand the reactions that occur during coal conversion processes.…”

N,N-dialkyl perfluoroalkanesulfonamides: Synthesis, characterization and properties

“…While trifluoromethanesulfonyl chloride can react directly with bis(2-methoxyethyl)amine to give the desired compound (1d), no reaction was observed between the perfluoroalkanesulfonyl fluoride and bis(2-methoxyethyl)amine even refluxing at high temperature. This result would be attributed to (1) the possible intramolecular hydrogen bonding (N-HÁ Á ÁO) occurring in bis(2-methoxyethyl)amine (see Scheme 2), which reduces the nucleophilicity of nitrogen atom [15,16], thus hindering the reaction of perfluoroalkanesulfonyl fluoride with bis(2-methoxyethyl)amine, and (2) the relatively higher electrophilicity of perfluoroalkanesulfonyl chloride versus its corresponding perfluoroalkanesulfonyl fluoride, which allows it reactive enough to react with the ether-containing amine. On the base of the above results, we successfully prepared the N,N-di(alkoxyalkyl) substituted perfluoroalkanesulfonamides (2d, 3d and 4d) by enhancing the nucleophilicity of ether-containing amine, bis(2-methoxyethyl)amine, through deprotonation of the N-H group using BuLi [13].…”