- Fluorinated diols from the mercury-photosensitized dehydrodimerization of fluorinated alcohols in the vapour phase
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Several fluorinated diols were synthesized from commercially available fluorinated alcohols via mercury-photosensitized dehydrodimerization in the vapour phase. In almost all cases, the corresponding dl- and meso-diols were obtained in a 50 : 50 ratio. Field-ionization (FI) and field-desorption (FD) mass spectrometry proved effective as an analytical method for these diols. The nuclear magnetic resonance (NMR) characteristics of the symmetrically substituted diols depend strongly on their stereochemical nature (dl- and meso-diastereoisomers) and substituents. The presence of the -CF2H end group, as in 1,1,4,4-tetrafluoro-2,3-butanediol and 1,1,2,2,5,5,6,6-octafluoro-3,4-hexanediol, causes an additional inequivalence in the meso-form due to molecular asymmetry. The 1H and 19F NMR spectra of 1,1,4,4-tetrafluoro-2,3-butanediol and the 19F NMR spectrum of 1,1,2,2,5,5,6,6-octafluoro-3,4-hexanediol have been fully interpreted.
- Voss,Lichnock,Bargon
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- Preparation of fluorinated functional compounds
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Fluorinated functional compounds, namely perfluorinated and partially-fluorinated functional compounds, such as perfluorinated and partially-fluorinated carboxylic acids, esters, ketones, alcohols, amides, carboxylic acid fluorides, and derivatives thereof, are prepared by: (a) directly fluorinating a fluorinatable cyclic or acyclic carbonate by contacting the carbonate with fluorine gas in a temperature-controlled reactor to fluorinate the carbonate, and (b) combining the resulting fluorinated carbonate with a reactive nucleophile and allowing the carbonate and the nucleophile to react to form a fluorinated functional derivative of the fluorinated carbonate.
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- Hydrolysis of phosphoranes containing a perfluoropinacolyl ring
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The hydrolysis of phosphoranes Ph2P(pfp)Cl, Ph2P(pfp)OR, PhP(pfp)(OR)2 and (RO)3P(pfp), containing a perfluoropinacolyl (pfp) ring, occurs under neutral, basic, or acidic conditions and leads to the formation of acyclic perfluoropinacolyl products, i.e.R2
- Janzen, Alexander F.,Lemire, Alberta E.,Marat, Roland Kirk,Queen, Alan
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p. 2264 - 2267
(2007/10/02)
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