1522-22-1

Basic information

• Product Name: HEXAFLUOROACETYLACETONE
• Synonyms: 1,1,1,5,5,5-hexafluoro-4-pentanedione;1,1,1,5,5,5-hexafluoro-pentan-2,4-dione;1,3-Bis(trifluoromethyl)propane-1,3-dione;Hexafluoro-2,4-pentanedione;1,1,1,5,5-HEXAFLUORO-2,4-PENTANDIONE;1,1,1,5,5,5-HEXAFLUOROPENTANE-2,4-DIONE;1,1,1,5,5,5-HEXAFLUORO-2,4-PENTADIONE;1,1,1,5,5,5-HEXAFLUORO-2,4-PENTANEDIONE
• CAS NO: 1522-22-1
• Molecular Formula: C₅H₂F₆O₂
• Molecular Weight: 208.06
• EINECS: 216-191-0
• Product Categories: Halogen compounds;organofluorine compounds
• Mol File: 1522-22-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 70-71 °C(lit.)
• Flash Point: 32 °C
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.47 g/mL at 25 °C(lit.)
• Vapor Pressure: 6.813mmHg at 25°C
• Refractive Index: n20/D 1.332(lit.)
• Storage Temp.: Flammables area
• PKA: 4.30±0.10(Predicted)
• Water Solubility: Not miscible in water.
• Sensitive: Hygroscopic
• BRN: 1790138
• CAS DataBase Reference: HEXAFLUOROACETYLACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: HEXAFLUOROACETYLACETONE(1522-22-1)
• EPA Substance Registry System: HEXAFLUOROACETYLACETONE(1522-22-1)

Safety Data

• Hazard Codes: C,F,Xi
• Statements: 10-20/21/22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2920 8/PG 2
• WGK Germany: 3
• F: 3
• TSCA: T
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1522-22-1(Hazardous Substances Data)

Usage

Description

HEXAFLUOROACETYLACETONE acts as a chelating ligand. For example, it can forms metal-chelate complexes with Ca(II), Zn (II), Cu(II), Ni(II), Co(II), Nd(III), Rh(III), Fe(III) and Cr(III), making it be useful in extracting related metal ions. It can also be used as liquid crystal intermediate.

References

Chattoraj, S. C., A. G. C. Jr, and R. E. Sievers. "Cadmium and zinc chelates of hexafluoroacetylacetone the gas phase reaction of a novel volatile cadmium complex with hydrogen sulphide." Journal of Inorganic & Nuclear Chemistry 28.9(1966):1937-1943. Tomazic, Branko B., and J. W. O'Laughlin. "Synergic extraction of iron with hexafluoroacetylacetone and tributyl phosphate." Analytical Chemistry 45.8(2002):1519-1526. http://www.sigmaaldrich.com/catalog/product/aldrich/238309?lang=en®ion=US https://www.alfa.com/zh-cn/catalog/L01693/

Chemical Properties

clear colorless to slightly yellow liquid

Uses

1,1,1,5,5,5-Hexafluoro-2,4-pentanedione acts as a chelating ligand. It is used as liquid crystal intermediate.

General Description

Hexafluoroacetylacetone forms metal-chelate complexes with Cu(II), Ni(II), Co(II), Nd(III), Rh(III), Fe(III) and Cr(III). Hexafluoroacetylacetone on hydration yields 1,1,1,5,5,5-hexafluoropentane-2,2,4,4-tetraol.

Purification Methods

It forms a dihydrate which has no UV spectrum compared with max (CHCl3) 273nm ( 7,800) for the anhydrous ketone. The dihydrate decomposes at ~90o. The hydrate (10g) plus anhydous CaSO4 (Drierite, 30g) are heated and distilled, the distillate is treated with more CaSO4 and redistilled. When the distillate is treated with aqueous NaOH and heated, the dihydrate crystallises on cooling. The Cu complex has m 135o (after sublimation). [Gilman et al. J Am Chem Soc 78 2790 1956, Belford et al. J Inorg Nucl Chem 2 11 1956, Beilstein 1 IV 3681.]

InChI:InChI=1/C5H2F6O2/c6-1-2(12)4(7,8)3(13)5(9,10)11/h1H2

Synthetic route

1,1,1,5,5,5-hexafluoro-3-pentyn-2-one trimethylsilylethyl ketal → 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1)

Conditions	Yield
With sulfuric acid In tetrahydrofuran; water at 40 - 50℃; for 7.5h;	93%

1,1,1,5,5,5-hexafluoro-3-trifluoromethyl-pentane-2,4-dione (69962-11-4) → trifluoromethyl 2,2,2-trifluororethyl ketone (400-49-7) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + trifluoroacetic acid (76-05-1)

Conditions	Yield
With water 1.) 20 deg C, 7 d, 2.) 100 - 110 deg C, 70 h; Title compound not separated from byproducts;

1,1,1,5,5,5-hexafluoro-3-trifluoromethyl-pentane-2,4-dione (69962-11-4) → trifluoromethyl 2,2,2-trifluororethyl ketone (400-49-7) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + trifluoroperacetic acid + 1,1-bis(trifluoroacetyl)-2,2,2-trifluoroethane monohydrate + trifluoroacetic acid (76-05-1)

Conditions	Yield
With water at 20℃; for 168h; Product distribution; other temp., other time;

1,1,1,5,5,5-hexafluoro-3-trifluoroacetyl-pentane-2,4-dione (72721-52-9) → 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + trifluoroacetic acid (76-05-1)

Conditions	Yield
With water Title compound not separated from byproducts;

1,1,1,5,5,5-hexafluoro-3-trifluoroacetyl-pentane-2,4-dione (72721-52-9) → 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 1,1,1,5,5,5-hexafluoro-3-trifluoroacetyl-pentane-2,4-dione enol tautomer + trifluoroacetic acid (76-05-1)

Conditions	Yield
With sulfuric acid; phosphorus pentoxide at 20℃; Product distribution; effect of temp. on keto-enol equilibrium;

bis(gem-diol) 1,1,1,5,5,5-hexafluoropentane-2,2,4,4-tetraol (428-75-1) → 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1)

Conditions	Yield
With sulfuric acid In toluene at 80℃;
With sulfuric acid In tert-butyl methyl ether; toluene at 20℃; for 5h;
With sulfuric acid In tetrahydrofuran; toluene at 20℃; for 5h;

1,1,1-trifluoro-2-propanone (421-50-1) + ethyl trifluoroacetate, (383-63-1) → 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1)

(hexafluoroacetylacetonato)(1,5-cyclooctadiene)rhodium(I) + 1-Phenyl-4,4,4-trifluorobutane-1,3-dione (326-06-7) → (trifluorobenzoylacetonato)(1,5-cyclooctadiene)rhodium(I) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1)

Conditions	Yield
In Petroleum ether Kinetics; React. in the temp. range from 14.8-24.8°C (10-fold excess TFBA).; Monitoring by UV.;

3,3,3-trifluoroprop-1-yne (661-54-1) + ethyl trifluoroacetate, (383-63-1) → 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1)

Conditions	Yield
Stage #1: 3,3,3-trifluoroprop-1-yne With n-butyllithium In n-heptane; tert-butyl methyl ether at -103 - -28℃; Inert atmosphere; Large scale; Stage #2: ethyl trifluoroacetate, In n-heptane; tert-butyl methyl ether at -38 - -30℃; for 2h; Inert atmosphere; Large scale; Further stages;	2.6 kg
Stage #1: 3,3,3-trifluoroprop-1-yne With n-butyllithium In tetrahydrofuran; hexane at -30℃; for 0.25h; Inert atmosphere; Stage #2: ethyl trifluoroacetate, In tetrahydrofuran; hexane at -30℃; for 2h; Inert atmosphere; Stage #3: With sulfuric acid In tetrahydrofuran at 10℃; for 3.58h;	2.7 g

ferric hydroxide + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → Fe(hexafluoropentanedionate)3

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated at 50°C with HHFA, flow rate 0.5-2l/h, temp. rise 4°C/min, duration 50min; sublimation;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + einsteinium thenoyltrifluoroacetonate → (253)Es(3+)*3CF3COCHCOCF3(1-)=(253)Es(CF3COCHCOCF3)3

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated with HHFA at 45°C, flow rate 0.5-2.0l/h, temp. rise 4°C/min, duration 40min; sublimation;	100%
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated with HHFA at 45°C, flow rate 0.5-2.0l/h, reaction at 200°C for 60min; sublimation;	96.5%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + berkelium(IV)thenoyltrifluoroacetonate → (249)Bk(4+)*4CF3COCHCOCF3(1-)=(249)Bk(CF3COCHCOCF3)4

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated with HHFA at 40°C, flow rate 0.5-2.0l/h, temp. rise 4°C/min, duration 55min; sublimation;	100%

(51)Cr(OH)3 + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → (51)Cr(3+)*3CF3COCHCOCF3(1-)=(51)Cr(CF3COCHCOCF3)3

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated at 50°C with HHFA, flow rate 0.5-2l/h, temp. rise 4°C/min, duration 30min; sublimation;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 7-butyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (80509-86-0) → C5H2F6O2*C11H21N3 (1315481-07-2)

Conditions	Yield
Cooling with ice;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 1,3,4,6,7,8-hexahydro-1-methyl-2H-pyrimido[1,2-a]pyrimidine → C5H2F6O2*C8H15N3 (1315481-05-0)

Conditions	Yield
Cooling with ice;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + tert-butylimino-tri(pyrrolidino)phosphorane (161118-67-8) → C5H2F6O2*C16H33N4P (1315481-21-0)

Conditions	Yield
Cooling with ice;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 1-ethyl-2,2,4,4,4-pentakis(dimethylamino)-2λ5,4λ5-catenadi(phosphazene) (165535-45-5) → C5H2F6O2*C12H35N7P2 (1315481-17-4)

Conditions	Yield
Cooling with ice;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + N-(1,3-dimethylimidazolidin-2-ylidene)butan-1-amine (674334-34-0) → C5H2F6O2*C9H19N3 (1315481-12-9)

Conditions	Yield
Cooling with ice;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + Fc-C6H4-CH=CH-Ru(CO)(PiPr3)2(Cl) → Fc-C6H4-CH=CH-Ru(CO)(PiPr3)2(hexafluoroacetylacetonate)

Conditions	Yield
With sodium carbonate In methanol; dichloromethane at 50℃; Inert atmosphere;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 2-(1H,1H,2H,2H-perfluorooctylthio)-1-methylimidazole → 2-(1H,1H,2H,2H-perfluorooctylthio)-1-methylimidazolium 1,1,1,5,5,5-hexafluoro-2,4-pentanedionate

Conditions	Yield
In acetone at 20℃; for 0.25h;	100%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + triphenylbismuthane (603-33-8) → bismuth(III) hexafluoroacetylacetonate

Conditions	Yield
In neat (no solvent) byproducts: benzene; Refluxing (1 h).; Evapn. in vac., vac. sublimation, elem. anal.;	99%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + californium thenoyltrifluoroacetonate → (249)Cf(3+)*3CF3COCHCOCF3(1-)=(249)Cf(CF3COCHCOCF3)3

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated with HHFA at 45°C, flow rate 0.5-2.0l/h, reaction at 191°C, duration 70min; sublimation;	99%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 1,2-diamino-benzene (95-54-5) → 2-Trifluoromethylbenzimidazole (312-73-2)

Conditions	Yield
With iron(III) trifluoromethanesulfonate In N,N-dimethyl-formamide at 80℃; for 24h; Catalytic behavior; Reagent/catalyst;	99%
With gadolinium(III) chloride hexahydrate at 80℃; for 4h;	82%

(η5-cyclopentadienyl)copper(I) trimethylphosphine + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → trimethylphosphine(hexafluoroacetylacetonato)copper(I)

Conditions	Yield
In pentane byproducts: C6H5; stirring under nitrogen at 0°C for 1h, volatile components were removed in vacuum; sublimation at 30°C in vacuum, elem. anal.;	98.5%
In pentane byproducts: C5H6; to the Cu-complex pentane was added; cooled to 0°C;ligand was added while stirring; stirring for 0.75 h; volatiles were removed in vacuo; residue can be sublimed in vacuo (ca 35°C, 0.01 Torr); can be recrystallized from pentane; elem. anal.;	98.5%

{(C8H12)(OOCCH3)2Pd2} (99632-71-0) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → (μ-1-3-η:6-8-η-octadienyl)(hexafluoroacetylacetonato)2Pd2 (94698-82-5)

Conditions	Yield
In chloroform (C8H12)Pd2(OAc)2 stirred with CH2(COCF3)2 in CHCl3 at room temp. for 16 h; evapd., washed with n-pentane;	98%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + silver nitrate → silver 1,1,1,5,5,5-hexafluoroacetylacetonate (76122-00-4)

Conditions	Yield
With triethylamine under N2;	98%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + americium thenoyltrifluoroacetonate → (243)Am(3+)*3CF3COCHCOCF3(1-)=(243)Am(CF3COCHCOCF3)3

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated with HHFA at 50°C, flow rate 0.5-2.0l/h, reaction at 180°C for 65min; sublimation;	98%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + neptunium thenoyltrifluoroacetonate → (239)Np(4+)*4CF3COCHCOCF3(1-)=(239)Np(CF3COCHCOCF3)4

Conditions	Yield
boat with starting metal compound placed in apparatus for thermoradiometric studies, Ar saturated with HHFA at 50°C, flow rate 0.5-2.0l/h, reaction at 180°C for 65min; sublimation;	98%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → ammonium 1,1,1,5,5,5-hexafluoro-2,4-pentanedionate

Conditions	Yield
With ammonia In water; acetonitrile at 20℃; for 24h;	98%
With ammonia In hexane Cooling with ice;	95%
With ammonium hydroxide for 0.5h;

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 1,1-bis(4-methoxyphenyl)-2-propyn-1-ol (101597-25-5) → 3-(3,3-bis(4-methoxyphenyl)allylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione (1236034-39-1)

Conditions	Yield
With [Ru(η3-2-C3H4Me)(CO)(1,1'-bis(diphenylphosphino)ferrocene)][SbF6]; trifluoroacetic acid at 75℃; for 9h; Inert atmosphere; Sealed tube; neat (no solvent);	98%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + cholin hydroxide (123-41-1) → [choline][hexafluoroacetylacetonate] (1428640-83-8)

Conditions	Yield
In water for 0.5h; Cooling with ice;	98%
In water

Ru(CH2C(CH3)CH2)2((C6H11)2PCH2P(C6H5)2) (309965-66-0) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → Ru((CF3CO)2CH)2((C6H11)2PCH2P(C6H5)2)

Conditions	Yield
In toluene (Ar); addn. dropwise of hexafluoroacetylacetone to a soln. of rutheniumcomplex in toluene at -78°C, warming to room temp., stirring for10 min; evapn., dissolving in ether, column chromy (Al2O3, ether-pentane 1:1), evapn.; elem. anal.;	97%

Ru(CH2C(CH3)CH2)2(((CH3)2CH)2PCH2P(C6H5)2) (309965-65-9) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → Ru((CF3CO)2CH)2(((CH3)2CH)2PCH2P(C6H5)2)

Conditions	Yield
In benzene (Ar); addn. dropwise of hexafluoroacetylacetone to a soln. of rutheniumcomplex in C6H6, stirring for 20 min; evapn., dissolving in pentane, filtration, evapn.;	97%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + (6-bromopyridin-2-yl)hydrazine (26944-71-8) → C10H6BrF6N3O (1560667-06-2)

Conditions	Yield
With trifluoroacetic acid In tetrahydrofuran for 12h; Reflux; Inert atmosphere;	97%
With trifluoroacetic acid In tetrahydrofuran for 5h; Time; Solvent; Reagent/catalyst; Concentration; Reflux; Schlenk technique;	94%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-2-(trifluoromethyl)-1H-benzo[d]imidazole (656-49-5)

Conditions	Yield
With iron(III) trifluoromethanesulfonate In N,N-dimethyl-formamide at 80℃; for 24h;	97%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + ethyl 3,4-diaminobenzoate (37466-90-3) → ethyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-5-carboxylate (89457-09-0)

Conditions	Yield
With iron(III) trifluoromethanesulfonate In N,N-dimethyl-formamide at 80℃; for 24h;	97%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + S-(4-methoxyphenyl)-S-methylsulfoximine (77970-95-7) → N-(trifluoromethyl) methyl 4-methoxyphenyl sulfoximine

Conditions	Yield
With acetylferrocene; di-tert-butyl(2',4',6'-tri-tert-butylbiphenyl-2-yl)phosphine; bis(1,5-cyclooctadiene)iridium(I) tetrafluoroborate In N,N-dimethyl-formamide at 80℃; for 5h; Catalytic behavior; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;	96.8%

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) + S-methyl-S-(4-nitrophenyl)sulfoximine (22133-01-3) → N-(trifluoromethyl) methyl 4-nitrophenyl sulfoximine

Conditions	Yield
With acetylferrocene; di-tert-butyl(2',4',6'-tri-tert-butylbiphenyl-2-yl)phosphine; bis(1,5-cyclooctadiene)iridium(I) tetrafluoroborate In N,N-dimethyl-formamide at 70℃; for 6h; Catalytic behavior; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;	96.5%

5-amino-1,2-dihydropyrazol-3-one (28491-52-3) + 1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → 4,6-ditrifluoromethyl-3-oxo-2,3-dihydropyrazolo<3,4-b>pyridine (681839-63-4, 89990-37-4)

Conditions	Yield
With acetic acid for 2h; Heating;	96%
With acetic acid for 3h; Heating;	88%

Upstream product

• 69962-11-4 1,1,1,5,5,5-hexafluoro-3-trifluoromethyl-pentane-2,4-dione 
• 72721-52-9 1,1,1,5,5,5-hexafluoro-3-trifluoroacetyl-pentane-2,4-dione 
• 428-75-1 bis(gem-diol) 1,1,1,5,5,5-hexafluoropentane-2,2,4,4-tetraol 
• 421-50-1 1,1,1-trifluoro-2-propanone 
• 383-63-1 ethyl trifluoroacetate, 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 661-54-1 3,3,3-trifluoroprop-1-yne 

Downstream Products

• 14179-59-0 C₂₂H₁₆F₆P⁽¹⁺⁾*C₅HF₆O₂^(1-) 
• 51420-72-5 7-amino-2,4-bis(trifluoromethyl)-1,8-naphthyridine 
• 681839-63-4 4,6-ditrifluoromethyl-3-oxo-2,3-dihydropyrazolo<3,4-b>pyridine 
• 75108-40-6 E-1,1,1,5,5,5-hexafluoro-4-(trimethylsiloxy)-3-pentene-2-one 
• 108132-71-4 4-Ethoxy-3,5-dimethoxy-benzoic acid [4,4,4-trifluoro-3-oxo-1-trifluoromethyl-but-(Z)-ylidene]-hydrazide 
• 28598-72-3 5,7-bis(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine 
• 113258-53-0 2-(5,6-diphenyl-1,2,4-triazin-3-yl-hydrazon)-4,6-bistrifluoromethyl-2,5-dihydropyrimidine 
• 56666-71-8 1,1,1,5,5,5-hexafluoro-4-chloro-3-penten-2-one 
• 421-50-1 1,1,1-trifluoro-2-propanone 
• 76-05-1 trifluoroacetic acid 
• 14704-41-7 3,5-bis(trifluoromethyl)pyrazole 
• 118509-29-8 5,6-diphenyl-3-[3',5'-di(trifluoromethyl)pyrazol-1-yl]-1,2,4-triazine 
• 134947-25-4 N-benzoyl-3,5-bis(trifluoromethyl)pyrazole 
• 123066-63-7 1-(4-nitrophenyl)-3,5-bis(trifluoromethyl)-1H-pyrazole 

Relevant articles and documents

Method for Producing 1,1,1,5,5,5-Hexafluoroacetylacetone

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.

PROCESSES FOR PRODUCING 1,1,1,5,5,5 HEXAFLUOROACETYL ACETONE

The present invention relates to a process for preparation of 1,1,1,5,5,5-hexafluoroacetyl acetone.

Process for purifying 1,1,1,5,5,5-hexafluoroacetylacetone

The invention relates to a process for purifying a crude 1,1,1,5,5,5-hexafluoroacetylacetone. This process includes (a) hydrating the crude 1,1,1,5,5,5-hexafluoroacetylacetone to a 1,1,1,5,5,5-hexafluoroacetylacetone hydrate; and (b) dehydrating the 1,1,1,5,5,5-hexafluoroacetylacetone hydrate, thereby obtaining a purified 1,1,1,5,5,5-hexafluoroacetylacetone. Prior to the step (b), the 1,1,1,5,5,5-hexafluoroacetylacetone hydrate may be brought into contact with a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble. Furthermore, the step (a) may be conducted in a poor solvent in which 1,1,1,5,5,5-hexafluoroacetylacetone dihydrate is substantially insoluble. It is possible by the process to easily obtain 1,1,1,5,5,5-hexafluoroacetylacetone with high purity.