| 词条 | Nonafluoro-tert-butyl alcohol |
| 释义 |
| Watchedfields = changed | verifiedrevid = 470614494 | Name = | ImageFile = Nonafluoro-tert-butanol.png | ImageSize = 130px | ImageName = Nonafluoro-tert-butyl alcohol | ImageSizeL1 = 120px | ImageSizeR1 = 100px | IUPACName = 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-ol | OtherNames = perfluoro-tert-butyl alcohol, perfluoro-tert-butanol | SystematicName = | Section1 = {{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 16035 | PubChem = 16924 | EC_number = 219-157-3 | InChI = InChI=1S/C4HF9O/c5-2(6,7)1(14,3(8,9)10)4(11,12)13/h14H | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 2378-02-1 | SMILES = OC(C(F)(F)F)(C(F)(F)F)C(F)(F)F }} | Section2 = {{Chembox Properties | Formula = C4F9OH | MolarMass = 236.04 g/mol | Appearance = Colorless liquid | BoilingPtC = 45 | Solubility = Miscible | pKa = 5.4 (in H2O) }} | Section3 = {{Chembox Hazards | MainHazards = Corrosive, eye irritant | FlashPt = | AutoignitionPt = }} | Section4 = | Section5 = | Section6 = }}Nonafluoro-tert-butyl alcohol (IUPAC name: 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-ol) is a fluoroalcohol. It is the perfluorinated analog of tert-butyl alcohol. Notably, as a consequence of its electron withdrawing fluorine substituents, it is very acidic for an alcohol, with a pKa value of 5.4, similar to that of a carboxylic acid. As another consequence of being a perfluorinated compound, it is also one of the lowest boiling alcohols, with a boiling point lower than that of methanol. It is prepared by addition of trichloromethyllithium to hexafluoroacetone, followed by halogen exchange with antimony pentafluoride.[1] The aluminate derived from its alkoxide anion, tetrakis[1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-oxy]aluminate(1–), {Al[(CF3)3CO]4}– is used as a weakly coordinating anion.[2] See also
References1. ^{{Cite journal|last=Filler|first=Robert|last2=Schure|first2=Ralph M.|date=1967-04-01|title=Highly acidic perhalogenated alcohols. A new synthesis of perfluoro-tert-butyl alcohol|journal=The Journal of Organic Chemistry|language=EN|volume=32|issue=4|pages=1217–1219|doi=10.1021/jo01279a081|issn=0022-3263}} 2. ^{{Cite journal|last=Krossing|first=Ingo|last2=Raabe|first2=Ines|date=2004-04-13|title=Noncoordinating Anions—Fact or Fiction? A Survey of Likely Candidates|journal=Angewandte Chemie International Edition|language=en|volume=43|issue=16|pages=2066–2090|doi=10.1002/anie.200300620|pmid=15083452|issn=1433-7851}} 2 : Alcohols|Trifluoromethyl compounds |
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