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  • 1
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 7 (1994), S. 646-651 
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The reaction of 2-(p-nitrophenyl)ethyl bromide with hydroxide ion was studied at 50 and 25°C in the presence of cationic chemodegradable surfactants, i.e. [2-alkyl(1,3-dioxolan-4-yl)methyl] trimethylammonium bromides Ia-c (alkyl: a = n-C9H19, b = n-C11H23, c = n-C13H27). The kinetic data were interpreted with the pseudo-phase ion-exchange (PIE) formalizm at both temperatures. The results indicate that the major source of rate enhancement is the increased reactant concentration in the small micellar reaction volume. The surfactant stability in micellar conditions was probed by means of a hydrolysis reaction of the surfactant 1,3-dioxolane ring. The kinetics of acid hydrolysis of Ia-c micelles, as a result of specific hydronium ion concentration, is one order of magnitude smaller than that of unaggregated systems.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    Library Location Call Number Volume/Issue/Year Availability
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  • 2
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 8 (1995), S. 71-76 
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The reaction of 2-(p-nitrophenyl)ethyl bromide with hydroxide ion was studied in oil-in-water (o/w) microemulsions at 50°C. The octane-in-water microemulsion systems were stabilized by chemodegradable cyclic acetal-type cationic surfactants as [(2-alky-1,3-dioxolan-4-yl)methyl]trimethylammonium bromides Ia-c (alkyl: a = n-C9H19; b = C11H23; c = C13H27) and butan-1-ol as co-surfactant. The rate constants were also determined in the corresponding aqueous micelles and in water. The hydrolytic lability of Ia-c in the microemulsion systems was achieved at 50°C by acid hydrolysis of the 1,3-dioxolane ring. Systematic synthetic studies of the dehydrobromination were performed in order to develop a preparative approach for the product separation without unfavourable process such as foaming and emulsification.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    Library Location Call Number Volume/Issue/Year Availability
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