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  • 1
    Electronic Resource
    Electronic Resource
    Kinetics and mechanism of the oxidation of DL-methionine bybis(2,2′-bipyridyl)copper(II) permanganate (1995)
    Springer
    Transition metal chemistry 20 (1995), S. 288-290 
    Details
    ISSN: 1572-901X
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary The oxidation ofDL-methionine (MT) bybis(2,2′-bipyridyl)copper(II) permanganate (BBCP) to the corresponding sulphoxide is first order in BBCP. Michaelis-Menten-type kinetics were observed with respect to MT. The formation constant of the intermediate complex and the rate constant for its decomposition were evaluated. The thermodynamic and activation parameters were also evaluated. The reaction is catalysed by H+ but 2,2′-bipyridine does not affect the reaction rate. A mechanism is proposed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00143494
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  • 2
    Electronic Resource
    Electronic Resource
    Kinetics and mechanism of the oxidation of substituted benzaldehydes by ethyl N-chlorocarbamate (1993)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 6 (1993), S. 1-6 
    Details
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The kinetics of the oxidation of a number of para- and meta-monosubstituted benzaldehydes by ethyl N-chlorocarbamate (ECC) were studied in aqueous acetic acid solution in the presence of perchloric acid. The main product of the oxidation is the corresponding benzoic acid. The reaction is first order with respect to the aldehyde, ECC and hydrogen ions. The oxidation of benzaldehyde exhibits a substantial primary kinetic isotope effect (kH/kD = 5·20 ± 0·10). Addition of ethyl carbamate has no effect on the rate. [EtOC(OH)NHCI]+ is postulated as the reactive oxidizing species. The rates of oxidation of para-substituted benzaldehydes exhibit an excellent correlation with Taft's σ1 and σR+ values whereas those of the meta-substituted compounds compounds correlate best with σ1 and σR0 values. The reaction constants are large and negative. A mechanism involving transfer of a hydride ion from the aldehyde to the oxidant, in the rate-determining step, is proposed.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/poc.610060102
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  • 3
    Electronic Resource
    Electronic Resource
    Kinetics and mechanism of the oxidation of diols by pyridinium bromochromate (1998)
    New York, NY : Wiley-Blackwell
    International Journal of Chemical Kinetics 30 (1998), S. 285-290 
    Details
    ISSN: 0538-8066
    Keywords: Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The kinetics of oxidation of four vicinal diols, four nonvicinal diols, and one of their monoethers by pyridinium bromochromate (PBC) have been studied in dimethyl sulfoxide. The main product of oxidation is the corresponding hydroxyaldehyde. The reaction is first-order with respect to each the diol and PBC. The reaction is acid-catalyzed and the acid dependence has the form: kobs=a+b[H+]. The oxidation of [1,1,2,2-2H4]ethanediol exhibited a primary kinetic isotope effect (kH/k D=6.70 at 298 K). The reaction has been studied in 19 organic solvents including dimethyl sulfoxide and the solvent effect has been analyzed using multiparametric equations. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed. © 1998 John Wiley & Sons, Inc. Int J Chem Kinet 30: 285-290, 1998.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Correlation analysis of reactivity in the addition of substituted benzylamines to ethyl α-cyanocinnamate (1996)
    New York, NY : Wiley-Blackwell
    International Journal of Chemical Kinetics 28 (1996), S. 165-170 
    Details
    ISSN: 0538-8066
    Keywords: Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The kinetics of addition of a number of ortho-, meta-, and para-substituted benzylamines to ethyl α-cyanocinnamate (ECC) in acetonitrile have been studied. The reaction is first-order with respect to the amine and ECC. The rates of reaction of meta- and para-substituted benzylamines showed excellent correlations with Taft's σ1 and σR0, and with σ1 and σRBA values, respectively. The reaction of the ortho-compounds showed a very good correlation with Charton's triparametric equation. The reaction is subject to steric hindrance by the ortho-substituents. A mechanism involving formation of a zwitterionic intermediate in a slow step followed by a fast proton transfer has been proposed. © 1996 John Wiley & Sons, Inc.
    Additional Material: 5 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/kin.2
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  • 5
    Electronic Resource
    Electronic Resource
    Correlation analysis of structure and reactivity in the oxidation of substituted benzyl alcohols by bis(2,2′-bipyridyl) copper(II) permanganate (1997)
    New York, NY : Wiley-Blackwell
    International Journal of Chemical Kinetics 29 (1997), S. 9-16 
    Details
    ISSN: 0538-8066
    Keywords: Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The oxidation of substituted benzyl alcohols by bis(2,2′-bipyridyl) copper(II) permanganate (BBCP), leading to the corresponding benzaldehydes is first-order with respect to BBCP. Michaelis-Menten type kinetics were observed with respect to the alcohols. The oxidation of a,a-dideuteriobenzyl alcohol indicated the presence of a substantial kinetic isotope effect. The rates of oxidation of meta- and para-substituted benzyl alcohols were correlated in terms of Charton's triparametric LDR equation whereas ortho- substituted benzyl alcohols were correlated with a four parametric LDRS equation. The results of correlation analyses point to an electron-deficient reaction center in the transition state. © 1997 John Wiley & Sons, Inc. Int J Chem Kinet 29: 9-16, 1997.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 6
    Electronic Resource
    Electronic Resource
    Kinetics and mechanism of the oxidation of some thioacids by benzyltrimethylammonium dichloroiodate (1996)
    New York, NY : Wiley-Blackwell
    International Journal of Chemical Kinetics 28 (1996), S. 681-685 
    Details
    ISSN: 0538-8066
    Keywords: Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The oxidation of thioglycolic, thiolactic, and thiomalic acids by benzyltrimethylammonium dichloroiodate (BTMAIC) to the corresponding disulfide dimer, is first-order with respect to each the thioacid and BTMAIC. The rates of oxidation were determined at different temperatures and the activation parameters were evaluated. The reaction failed to induce polymerization of acrylonitrile. The reaction rate increases with the increase in the concentration of zinc chloride. Addition of benzyltrimethylammonium chloride enhances the reaction rate. Suitable mechanism has been proposed. © 1996 John Wiley & Sons, Inc.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/kin.6
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