Hajimu Kawa

Liquid-phase fluorination

This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.

Optically active perfluoro-2-propoxypropionic acid: A new chiral reagent for 19F NMR study

Abstract Perfluoro-2-propoxypropionic acid, which was prepared by the anionic dimerization of hexafluoro-1,2-epoxypropane, was optically resolved via diastereomeric salt formation with chiral amines. The optically pure (+) and (−) perfluoro-2-propoxypropionic acids thus obtained were found to be a convenient chiral reagent for determining enantiomeric compositions of α-amino acids by means of 19 F nmr analysis.

Ethyl pentafluoropropanethioate: A useful pentafluoropropionylating agent for amines and alcohols

Abstract Ethyl pentafluoropropanethioate, prepared by treating ethanethiol with hexafluoro-1, 2-epoxypropane in the presence of triethylamine, was found to be a convenient pentafluoropropionylating agent for amines and alcohols.

Optically active perfluorocarboxylic acids and their applications

Abstract Perfluoropropoxypropionic acid (PPPA), obtained by the hydrolysis of the dimer of hexafluoropropene oxide (HFPO), was optically resolved into enantiomers via its cinchonidine salt. Perfluoroisopropoxypropionic acid (PIPA), carrying a more bulky group on its chiral center, was also resolved into enantiomers. These optically active perfluorocarboxylic acids are thermally, chemically and optically very stable and are vesatile derivatizing agents for chiral alcohols and amines. Some applications in 19 F nmr and chromatographic analysis will be mentioned.