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  • Organic Chemistry  (3)
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  • 1
    Electronic Resource
    Electronic Resource
    Umsetzungen von Epoxiden mit Isocyanaten, I. 5-Phenoxymethyl-3-phenyl-2-oxazolidinon (1976)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1976 (1976), S. 221-224 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Epoxides with Isocyanates, I.  -  5-Phenoxymethyl-3-phenyl-2-oxazolidinoneWhen phenyl isocyanate was reacted with 2,3-(epoxypropyl) phenyl ether only 5-phenoxy-methyl-3-phenyl-2-oxazolidinone (2) could be detected, regardless of whether aluminium chloride, aluminium isopropoxide, pyridine, tetramethylammonium iodide, or calcium ethoxide was used as catalyst. The best yields were obtained with calcium ethoxide in toluene.
    Notes: Bei der Umsetzung von Phenylisocyanat mit (2,3-Epoxypropyl)phenyläther bildet sich unabhängig vom Katalysator (Aluminiumchlorid, Aluminiumisopropylat, Pyridin, Tetra-methylammoniumjodid oder Calciumäthylat) 5-Phenoxymethyl-3-phenyl-2-oxazolidinon (2). Die beste Ausbeute wurde mit Calciumäthylat in Toluol erhalten.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197619760204
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Umsetzung von Epoxiden mit Isocyanaten, III Massenspektroskopische Untersuchungen der 2-Oxazolidinone (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 210-218 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reaction of Epoxides will Isocyanates, III-Study of 2-Oxazolidinones by Mass SpectrometryThe decomposition of 2-oxazolidinones in the mass spectrometer is initiated essentially by two steps: 1) Elimination of carbon dioxide by α-decomposition; 2) a-cleavage by liberation of carbon monoxide and of the corresponding aldehyde.-The 5-aryl-3-phenyl-2-oxazolidinones (e. g. 1) undergo both reactions at roughly equal rates. 5-Alkyl- or 5-alkylidene-3-phenyl-2-oxazolidi-nones (e. g.4, 5) preferentially eliminate carbon dioxide. The main degradation reaction of 4-aryl-3-phenyl-2-oxazolidinones (e. g. 2) is α-cleavage.
    Notes: Der Zerfall von 2-Oxazolidinonen im Massenspektrometer wird im wesentlichen durch zwei Primärschritte eingeleitet: 1) Abspaltung von Kohlendioxid durch p-Zerfall; 2) a-Spaltung unter Freisetzung von Kohlenmonoxid und dem entsprechenden Aldehyd.-Bei 5-Aryl-3-phenyl-2-oxazolidinonen (z. B. 1) vollziehen sich beide Reaktionen in gleichem Maße; 5-Alkyl- oder 5-Alkyliden-3-phenyl-2-oxazolidinone (z. B. 4, 5) spalten vorzugsweise Kohlendioxid ab. 4-Aryl-3-phenyl-2-oxazolidinone (z. B. 2) zeigen als Hauptreaktion die α-Spaltung.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790209
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  • 3
    Electronic Resource
    Electronic Resource
    Umsetzung von Epoxiden mit Isocyanaten, II Darstellung und Charakterisierung von 2-Oxazolidinonen (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 200-209 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reaction of Epoxide with Isocyanates, II1b)-Preparation and Characterization of 2-OxazolidinonesIsocyanates react with epoxides to yield 2-oxazolidinones. The reaction of isocyanates with un-symmetrically substituted epoxides 1 was studied in order to investigate differences in the direction of ring opening of the epoxides as a function of the type of catalyst (nucleophilic or electrophilic). With the exception of styrene oxides, where 4- and 5-substituted 2-oxazolidinones 4 and8 are formed, all other epoxides examined lead to 5-substituted 2-oxazolidinones, independent of the catalyst, e.g. 2a-c.
    Notes: Isocyanate reagieren mit Epoxiden zu 2-Oxazolidinonen. Um auf die Öffnungsrichtung des Epoxidringes in Abhängigkeit vom Katalysator (nucleophil oder elektrophil) schließen zu können, wurden Umsetzungen von Isocyanaten mit unsymmetrisch substituierten Epoxiden 1untersucht; dabei konnte festgestellt werden, daß nur aus Styroloxid auch in 4-Stellung substituierte2-Oxazolidinone 4 und 8 gebildet werden. Alle anderen untersuchten Epoxide führen unabhängig vom Katalysator ausschließlich zu 5-substituierten 2-Oxazolidinonen, z. B. 2a-c.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790208
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    Paper (German National Licenses)
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