| Identification | More | [Name]
HEXAFLUOROACETYLACETONE | [CAS]
1522-22-1 | [Synonyms]
1,1,1,5,5,5-HEXAFLUORO-2,4-PENTADIONE
1,1,1,5,5,5-HEXAFLUORO-2,4-PENTANEDIONE
1,1,1,5,5,5-HEXAFLUOROACETYLACETONATE
1,1,1,5,5,5-HEXAFLUOROACETYLACETONE
1,1,1,5,5,5-HEXAFLUOROPENTANE-2,4-DIONE
1,1,1,5,5-HEXAFLUORO-2,4-PENTANDIONE
1,1,5,5,5-HEXAFLUORO-2,4-PENTADIONE
HEXAFLUOROACETYLACETONE
HFAC
HFACAC
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
1,1,1,5,5,5-Hexafluoropentane-2,4-dione [HFAA]
Hexafluoroacetylacetone,min.98%HFAA
2,4-Pentanedione, 1,1,1,5,5,5-hexafluoro-
1,1,1,5,5,5-Hexafluoroacetylacetone 99%
1,1,1,5,5,5-Hexafluoroacetylacetone99%
HEXAFLUOROACETYLACETONE HFAC | [EINECS(EC#)]
216-191-0 | [Molecular Formula]
C5H2F6O2 | [MDL Number]
MFCD00000426 | [Molecular Weight]
208.06 | [MOL File]
1522-22-1.mol |
| Safety Data | Back Directory | [Hazard Codes ]
C,F,Xi | [Risk Statements ]
R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [F ]
3 | [Hazard Note ]
Flammable/Corrosive | [TSCA ]
T | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29147000 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Ethanol-->Methanol-->Diethyl ether-->Sulfuric acid-->Tetrahydrofuran-->Sodium-->N,N-Dimethylformamide-->Toluene-->Magnesium-->Sodium Methoxide-->tert-Butyl methyl ether-->Dibutyl ether-->Ethyl trifluoroacetate-->1,1,1-Trifluoroacetone-->1,1,1,5,5,5-HEXAFLUORO-2,2,4,4-PENTANE-T ETROL, 97-->3,3,3-TRIFLUOROPROPYNE | [Preparation Products]
2,2,2-TRIFLUORO-1-(3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)ETHANONE-->5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-->1-(1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-YL)-2,2,2-TRIFLUOROETHANONE-->4-Butoxy-1,1,1-trofluoro-3-buten-2-one-->1H-Benzimidazole,5-methyl-2-(trifluoromethyl)-(9CI) |
| Questions And Answer | Back Directory | [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/
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| Hazard Information | Back Directory | [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. | [Synthesis]
The general procedure for the synthesis of 1,1,1,5,5,5-hexafluoroacetylacetophenone from 1,1,1,5,5,5-hexafluoroacetylacetophenone dihydrate was as follows: 6.8 g (69 mmol, 4.9 eq.) of concentrated sulfuric acid was slowly added to 3.4 g (14 mmol, 1 eq.) of 1,1,1,5,5,5-hexafluoroacetylacetophenone dihydrate at 10 °C. The reaction mixture was stirred at room temperature for 3 hours and 35 minutes and the formation of a two-phase system was observed. Upon completion of the reaction, the mixture was left to stratify and the dehydrated organic phase was separated to obtain the dehydrated organic phase. 2.7 g of the target product 1,1,1,5,5,5-hexafluoroacetylacetone was finally obtained in 93% yield. The structure of the product was confirmed by 1H-NMR and 19F-NMR: 1H-NMR [internal standard: (CH3)4Si, deuterated solvent: CD3CN] δ 10.45 (2H); 19F-NMR [internal standard: CFCl3, deuterated solvent: CD3CN] δ -77.18 (6F). | [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.] |
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
1,1,1,5,5,5-Hexafluoroacetylacetone, 96%(1522-22-1) | [Alfa Aesar]
1,1,1,5,5,5-Hexafluoro-2,4-pentanedione, 98+%(1522-22-1) | [Sigma Aldrich]
1522-22-1(sigmaaldrich) | [TCI AMERICA]
Hexafluoroacetylacetone,>95.0%(GC)(1522-22-1) |
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