428-75-1

A complete conformational analysis of doubly-hydrated hexafluoroacetylacetone, 1,1,1,5,5,5-hexafluoropentane-2,2,4,4-tetraol (HFPTO), was carried out by ab initio calculations, at the density functional theory (DFT) level. According to our calculations, 10 stable conformers were obtained. The most stable conformer is stabilized by formation of two intramolecular hydrogen bond (of OHO type) in opposite directions. The calculated geometrical parameters are in agreement with the corresponding values obtained by X-ray diffraction technique. Harmonic and anharmonic vibrational frequencies of the most stable conformer and its deuterated analogue were also calculated and compared with the experimental data. Additionally the Bader theory is applied here showing that characteristics of the bond critical points (BCPs) are useful parameters to estimate the strength of intramolecular hydrogen bonding. Natural bond orbital (NBO) analysis method was performed for the investigation of the relative stability of HFPTO conformers.

Aggregation in coordinating solvents: A giant oxido cluster [Bi 38O45(hfac)24] (hfac = hexafluoroacetylacetonate), formed in solutions of bismuth oxido diketonate [Bi9O7(hfac)13], has been isolated and fully characterized. The [Bi38O45]24+ core (see picture: orange Bi, red O; central Bi6O9 unit is highlighted) is capped by 24 hfac ligands, has a size larger than 2 nm, and may serve as a model for investigating the chemistry of bismuth oxide nanoparticles. (Figure Presented).

A production method of a 1,1,1,5,5,5-hexafluoroacetylacetone hydrate according to the present invention includes: step 1: step 1: obtaining a reaction mixture that contains at least 1,1,1,5,5,5-hexafluoro-3-pentyn-2-one or an equivalent thereof by reaction of a 3,3,3-trifluoropropynyl metal with a trifluoroacetate; and step 2: forming the 1,1,1,5,5,5-hexafluoroacetylacetone hydrate by contact of the reaction mixture obtained in the step 1 with water in the presence of an acid. It is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone by dehydration of the thus-formed hydrate. Thus, the production method according to the present invention is industrially applicable.

A production method of a 1,1,1,5,5,5-hexafluoroacetylacetone hydrate according to the present invention includes: step 1: step 1: obtaining a reaction mixture that contains at least 1,1,1,5,5,5-hexafluoro-3-pentyn-2-one or an equivalent thereof by reaction of a 3,3,3-trifluoropropynyl metal with a trifluoroacetate; and step 2: forming the 1,1,1,5,5,5-hexafluoroacetylacetone hydrate by contact of the reaction mixture obtained in the step 1 with water in the presence of an acid. It is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone by dehydration of the thus-formed hydrate. Thus, the production method according to the present invention is industrially applicable.

The invention relates to a process for purifying a crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate containing an impurity. The process includes bringing the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate into contact with a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble, thereby removing the impurity from the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Alternatively, the process includes precipitating crystals of 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate from a solution of the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Thus, it is possible to produce 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate of high purity. This product makes it easy to produce 1,1,1,5,5,5-hexafluoroacetylacetone of high purity.

The invention relates to a process for purifying a crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate containing an impurity. The process includes bringing the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate into contact with a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble, thereby removing the impurity from the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Alternatively, the process includes precipitating crystals of 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate from a solution of the crude 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate. Thus, it is possible to produce 1,1,1,5,5,5- hexafluoroacetylacetone dihydrate of high purity. This product makes it easy to produce 1,1,1,5,5,5-hexafluoroacetylacetone of high purity.

3H-Perfluoroalk-2-enes react with aqueous ammonia to form polyfluorinated iminoenamines, from which hexafluoroacetylacetone and its analogs were synthesized.