| 词条 | Hexafluoroacetylacetone |
| 释义 |
| Watchedfields = changed | verifiedrevid = 455252402 | ImageFile = Hfacenol.png | ImageSize = | IUPACName = 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione | OtherNames = Hexafluoroacetylacetone, HfacH |Section1={{Chembox Identifiers | InChI = 1/C5H2F6O2/c6-4(7,8)2(12)1-3(13)5(9,10)11/h1H2 | InChIKey = QAMFBRUWYYMMGJ-UHFFFAOYAR | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C5H2F6O2/c6-4(7,8)2(12)1-3(13)5(9,10)11/h1H2 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = QAMFBRUWYYMMGJ-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 1522-22-1 | PubChem = 24874462 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID =21106446 | SMILES = FC(F)(F)C(=O)CC(=O)C(F)(F)F }} |Section2={{Chembox Properties | Formula = C5H2F6O2 | MolarMass = 208.06 g/mol | Appearance = colourless liquid | Density = 1.47 g/mL | MeltingPt = | BoilingPtC = 70 to 71 | BoilingPt_notes = | Solubility = organic solvents |Section3={{Chembox Hazards | MainHazards = toxic | FlashPt = | AutoignitionPt = }}Hexafluoroacetylacetone is the chemical compound with the nominal formula CF3C(O)CH2C(O)CF3 (often abbreviated as hfacH). This colourless liquid is a ligand precursor and a reagent used in MOCVD. The compound exists exclusively as the enol CF3C(OH)=CHC(O)CF3. For comparison under the same conditions, acetylacetone is 85% enol.[1] Metal complexes of the conjugate base exhibit enhanced volatility and Lewis acidity relative to analogous complexes derived from acetylacetone. This organofluorine compound was first prepared by the condensation of ethyl ester of trifluoroacetic acid and 1,1,1-trifluoroacetone.[2] It has been investigated as an etchant for copper and its complexes, such as Cu(Hfac)(trimethylvinylsilane) have been employed as precursors in microelectronics.[3] Being highly electrophilic, hexafluoroacetylacetone is hydrated in water to give the tetraol.[4] References1. ^{{cite journal|title=Keto-Enol Tautomerism in β-Dicarbonyls Studied by Nuclear Magnetic Resonance Spectroscopy. I. Proton Chemical Shifts and Equilibrium Constants of Pure Compounds|author1=Jane L. Burdett|author2=Max T. Rogers|journal=J. Am. Chem. Soc.|year=1964|volume=86|page=2105–2109|doi=10.1021/ja01065a003}} 2. ^{{cite journal |author1=Henne, Albert L. |author2=Newman, Melvin S. |author3=Quill, Laurence L. |author4=Staniforth, Robert A. | title = Alkaline condensation of fluorinated esters with esters and ketones | year = 1947 | journal = Journal of the American Chemical Society | volume = 69 | issue = 7| pages = 1819–20 | doi =10.1021/ja01199a075 }} 3. ^{{cite journal |author1=Mark J. Hampden-Smith |author2=Toivo T. Kodas | title = Chemical vapour deposition of copper from (hfac)CuL compounds | year = 1995 | journal = Polyhedron | volume = 14 | issue = 6| pages = 699–732 | doi = 10.1016/0277-5387(94)00401-Y}} 4. ^{{cite journal|last=|first=|last2=van Eldik|first2=R.|date=|year=1989|title=A Spectroscopic and Mechanistic Study of the Enolization and Diol Formation of Hexafluoroacetylacetone in the Presence of Water and Alcohol|url=|journal=Chem. Ber.|volume=122|issue=|page=315|doi=10.1002/cber.19891220218|pmid=|access-date=|via=|last1=Aygen|first1=S.}} 3 : Chelating agents|Diketones|Trifluoromethyl compounds |
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