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  • 1
    Electronic Resource
    Electronic Resource
    Reaction of perfluoro-2-methyl-2-pentene with cycloalkanone oximes: new examples of the Beckmann—Chapman rearrangement (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 1009-1014 
    Details
    ISSN: 1573-9171
    Keywords: perfluoro-2-methyl-2-pentene ; fluoroalkyl ethers of cycloalkanone oximes ; fluoroalkenyl ethers of cycloalkanone oximes ; thermal rearrangement ; fluoroalkylpyrrolines ; N-fluoroalkenyl lactams, X-ray analysis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The base-catalyzed reaction of cycloalkanone oximes (la,b) with perfluoro-2-methyl-2-pentene (PFMP) initially affords the addition products,i.e., fluoroalkyl ethers (2a,b). In the presence of KOH, the latter undergoes dehydrofluorination to give perfluoroalkenyl ethers (3a,b). Thermolysis of ethers3a,b results in compounds of two types — pyrrolines (4a,b) andN-perfluoroalkenyl lactams (5a,b). The latter are also prepared from PFMP and the corresponding lactams. The structure ofN-[perfluoro-(2-methyl-2-penten-3-yl)]-2-pyrrolidone (5c) was established by X-ray diffraction study.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01558068
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  • 2
    Electronic Resource
    Electronic Resource
    Reaction of hexafluoropropylene and its oligomers with acetone oxime (1994)
    Springer
    Russian chemical bulletin 43 (1994), S. 1004-1008 
    Details
    ISSN: 1573-9171
    Keywords: hexafluoropropylene ; perfluoro-2-methyl-2-pentene ; perfluoro-3-isopropyl-4-methyl-2-pentene ; O-perfluoroalkyl- andO-perfluoroalkenyl acetone oximes, synthesis ; 4-hydroxy-2-methyl-5,5-bistrifluoromethyl-4-pentafluoroethyl-1-pyrroline, X-ray structural analysis ; perfluoro-3-isopropyl-4-methyl-3-penten-2-one
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Reactions of perfluoropropylene and its oligomers with acetone oxime in the presence of a base afford perfluoroalkyl and/or perfluoroalkenyl ethers of acetone oxime. When heated to 100 °C, the 3-perfluoro-2-methyl-2-pentenyl ether of acetone oxime (3) is quantitatively converted to 4-hydroxy-3-methyl-5,5-bistrifluoromethyl-4-pentafluoroethyl-1-pyrroline (4), the structure of which was established by X-ray diffraction analysis. A convenient one-stage synthesis of perfluoro-3-isopropyl-4-methyl-3-penten-2-one (7) was proposed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01558067
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