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  • 1
    Electronic Resource
    Electronic Resource
    Flüssigphasenoxidation von 1,3-Dioxolanen (1994)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 155-159 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Liquid Phase Oxidation of 1,3-DioxolanesThe oxidation rate and the kind of oxidation products in the oxidation reactions of the 1,3-dioxolanes (1a to 1f) with molecular oxygen in liquid phase were investigated. The 2-methyl-substituted 1,3-dioxolane (1b) has a lower, the 4-methyl-substituted 1,3-dioxolane (1d) has a higher oxidation rate than the non-substituted 1,3-dioxolane (1a). The 2,2-disubstituted 1,3-dioxolanes show no oxidation but a hydrolytic reaction. The main-products of the liquid-phase oxidation of the 1,3-dioxolanes 1a, 1b, 1d and 1e are the glycol-carbonic acid-monoesters 8 and the 2-oxo-1,3-dioxolanes 6. Their formation is proved by gaschromatography, GC/MS-coupling, DC and 13C-n.m.r.-spectroscopy.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19943360210
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  • 2
    Electronic Resource
    Electronic Resource
    Übergangsmetalloxid- und Übergangsmetallacetylacetonat-katalysierte Olefinoxidation - ein VergleichDurchführung der experimentellen Arbeiten an der Technischen Hochschule Leuna-Merseburg.Herrn Prof. Dr. R. Taube zum 60. Geburtstag gewidmet (1992)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 334 (1992), S. 165-175 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Transition Metal Oxide- and Transition Metal Acetylacetonate-Catalyzed Olefine Oxidations - a ComparisonThe efficiencies of various homogeneous soluble transition metal acetylacetonates and of various heterogeneous transition metal oxides were studied to increase epoxide yields in autoxidation of olefins in liquid phase. The oxidation of cyclohexene, 1-octene, cis-4-octene, 3-ethyl-1-pentene and 2,4,4-trimethyl-1-pentene was investigated in absence of catalysts and in the presence of MoO2(acac)2 and MoO3 as well as other oxides and heterogenized oxide-catalysts.The comparison of oxide- and acetylacetonate-catalysis gave a high similarity of both. MoO3 acts preferentially as homogeneous catalyst too. Although other elements of heterogeneous catalysis were proved.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19923340213
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  • 3
    Electronic Resource
    Electronic Resource
    Flüssigphasenoxidation von Ethan-1,2-diol (1994)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 307-310 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Liquid-phase Oxidation of 1,2-Ethane DiolThe oxidation rate and the kind of oxidation products in the reaction of 1,2-ethane diol (1) with molecular oxygen in liquid phase at 150°C were investigated. 1 has a very low oxidation rate. Cu-, Zn-, Fe-, Co- and Al-acetylacetonates as catalysts increase the reaction rate. The main-products of the investigated reaction are the 1,3-dioxolan (2), the 2-methyl-1,3-dioxolan (3) and the 2-methylol-1,3-dioxolan (4). The formation of formic and acetic acids and of the 1,3-dioxolanes is proved by GC, DC and HPLC.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19943360406
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  • 4
    Electronic Resource
    Electronic Resource
    Zur übergangsmetallkatalysierten nucleophilen Epoxidringöffnungsreaktion (1981)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 323 (1981), S. 101-120 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The Transition Metal Catalyzed Nucleophilic Epoxide Ring Opening ReactionThe catalytic influence of MoO2(acac)2Acac-Acetylacetonat , Mo(CO) 6 , MoCl 5 , WCl 6 and TaCl 5 on the reaction of 1,2-epoxy-octane with ethanol at 100°C in dioxan or chlorobenzene as solvents is proved. Water and hydroperoxides react with a higher rate than alcohols. When changing from primary to secondary and tertiary alcohols a decrease of the reaction rate is observed. 2,3- and 3,4-Epoxyheptane and cis- and trans-4,5-epoxy-octane react more slowly than the corresponding 1,2-epoxides. Epichlorhydrin and methylglycidether react with a lower, cyclohexene oxide, styrene oxide and norbornene oxide react with a higher rate than 1,2-epoxyoctane. The reactivities of the two dicyclopentadiene monoepoxides correspond with the reactivities of the norbornene and cyclopentene oxides. In the molybdenum catalyzed epoxide ring opening reaction an isomer distribution appears in favour of the 1-hydroxy-2-ethoxy-alkane 2 . A mechanism in the coordination sphere of the transition metal complex is proposed.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19813230115
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  • 5
    Electronic Resource
    Electronic Resource
    Über die katalysierte Flüssigphasenoxidation von cis- und trans-Oct-4-enNach einem Vortrag auf der X. Komplexkatalysetagung in Rostock 1980. (1982)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 324 (1982), S. 596-608 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The Catalyzed Liquid-Phase Oxidation of cis- and trans-Oct-4-eneThe influences of MoO2(acac)2acac-Acetylacetonat. , MoO 3 and Co(acac) 3 on the liquid-phase oxidation of cis- and trans-oct-4-ene at 110°C were studied. In the presence of molybdenum catalysts the yield of epoxides and the stereoselectivity of epoxide formation are increased. The results are in good agreement with the hypothesis that molybdenum compounds effect only the stereospecific reaction of the hydroperoxides formed with the starting olefin yielding the corresponding epoxide.The cobaltic complex increases the rate of autoxidation, but has no remarkable influence on the yield of epoxides. In the presence of Co(acac)3 more trans-epoxide is formed from cis-oct-4-ene than in the uncatalyzed reaction. This can be explained by an increase of the lifetime of the intermediate peroxyalkyl radical, effected by complex formation of the radical with a cobalt species.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19823240415
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  • 6
    Electronic Resource
    Electronic Resource
    Dicyclopentadienoxidation. I, Unkatalysierte Flüssigphasenoxidation von Dicyclopentadien (1983)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 325 (1983), S. 481-488 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dicyclopentadiene Oxidation I. Uncatalyzed Liquid-Phase Oxidation of DicyclopentadieneDicyclopentadiene is oxidized by molecular oxygen to a mixture of the monoepoxides 2 and 3. The identification of the epoxides 2, 3 and 4 was executed with authentic samples prepared by epoxidation with peracetic acid or with tert-butylhydroperoxide in the presence of MoO2(acac)2acac  -  Acetylacetonat The main product is the substituted norbornene oxide 2 . Allylic oxidation is also observed. Remarkable amounts of hydroperoxides can be determined iodometrically. The formation of allylic oxidation products 7 , 8 , 9 and 10 was proved by GC-MS-analysis. It is shown that in the uncatalyzed liquid phase oxidation of dicyclopentadiene no more than 50% of epoxides are formed. The bisepoxide 4 was found in small amounts only at higher conversions of the dicyclopentadiene.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19833250318
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  • 7
    Electronic Resource
    Electronic Resource
    Dicyclopentadienoxidation. IV. Oxidation von 4,5- und 8,9-Dihydro-dicyclopentadien (1984)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 326 (1984), S. 121-128 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Dicyclopentadiene Oxidation. IV. Oxidation of 4,5- and 8,9-Dihydro-dicyclopentadieneA mixture of exo- and endo-4,5-dihydro-dicyclopentadiene 5 and also pure endo-8,9-dihydro-dicyclopentadiene 7 and pure exo-dicyclopentadiene 10 was oxidized in the absence and in the presence of catalysts. The compounds containing the norbornene structure mainly gave the corresponding exo-epoxides. No catalytic effects were observed in the formation of these nor-bornene epoxides. Compound 7 containing only the cyclopentene structure mainly yielded the corresponding hydroperoxide 9. In this case a catalytic effect of epoxidation catalysts was observed: in the presence of such catalysts the epoxide was increased.The results obtained prove the mechanism of dicyclopentadiene oxidation proposed by us.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19843260117
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  • 8
    Electronic Resource
    Electronic Resource
    Über den Druckeinfluß auf die Katalysierte Flüssigphasenoxidation von cis- und trans-Oct-4-en (1988)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 330 (1988), S. 22-26 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: About the Influence of Pressure on the Catalyzed Liquid-Phase Oxidation of cis- and trans-Oct-4-eneThe investigation of the influence of pressure on the liquid-phase oxidation of cis- and trans-oct-4-ene shows that the reaction rate increases up to 491 kPa in the non-catalyzed oxidation reaction, but up to 981 kPa in the MoO2(acac)2-catalyzed reaction n-oct-1-ene reacts more slowly than cis- and trans-oct-4-ene as well in the pressure-less reaction as in the oxidation under pressure. In the non-catalyzed oxidation reaction the cis/trans- ratios don't depend on the pressure, but in the MoO2(acac)2-catalyzed oxidation reaction the cis/trans-epoxide ratios increase with increasing pressure. The optimum of the reaction temperature lies between 110 and 130°C.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19883300106
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  • 9
    Electronic Resource
    Electronic Resource
    Elektrophile Additionen an umlagerungsfähige aliphatische Olefine (1969)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 311 (1969), S. 1037-1057 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Die Produkte einiger elektrophiler Additionen an 3-Methylbuten-(1), 3,3-Dimethylbuten-(1) und 2,3,3-Trimethylbuten-(1) wurden untersucht. Umlagerungen unter 1,2-Verschiebung eines Wasserstoffatoms bzw. einer Methylgruppe traten nur bei der Addition von Protonsäuren und bei der Addition von Chlor auf.
    Additional Material: 7 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19693110623
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  • 10
    Electronic Resource
    Electronic Resource
    DIELS-ALDER-Reaktionen. III. Mitt. CH. DUSCHEK, W. Höbold, W. PRITZKOW, B. ROTHENHÄUSSER, H. SCHMIDT, W. ENGLER, D. ESTEL, H. G. HAUTHAL, J. KORN u. G. ZIMMERMANN, J. prakt. Chem. 312, 15 (1970).. Über die Anwendung linearer Freier-Energie-Beziehungen auf DIELS-ALDER-Reaktionen (1974)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 316 (1974), S. 804-816 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Die DIELS-ALDER-Reaktionen einiger C5-Diene mit verschiedenen Philodienen wurden kinetisch untersucht. Auf Grund der Reaktionsgeschwindigkeiten mit Cyclopentadien in Dioxan bei 30°C kann man eine allgemeine Dienophilie-Skala definieren, mit der sich die Geschwindigkeiten von Diels-Alder-Reaktionen anderer Diene nach dem Prinzip der linearen Freien-Energie-Beziehungen korrelieren lassen.Lineare Freie-Energie-Beziehungen mit Parametern der Lösungsmittelpolarität lassen sich nicht nur für das endo/exo-Verhältnis der Reaktionsprodukte aus Cyclopentadien und Acrylmonomeren, sondern auch für die Geschwindigkeiten dieser Diels-Alder-Reaktionen aufstellen. Das spricht für relativ stark polare Übergangszustände bei Diels-Alder-Reaktionen von Dienkohlen-wasserstoffen mit stark polaren Philodienen.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19743160513
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