Abstract
The electrochemical reduction of 2-ethylpicolinate (A) in a sulfuric acid medium was studied on a lead cathode during electrolyses in a laboratory filter press reactor under galvanostatic conditions. The yield of the conversion of (A) to the corresponding 2-formylpyridine (B), 2-hydroxymethylpyridine (C) and picoline (D) was investigated as a function of the medium acidity, current density, concentration of (A) and temperature.
A reaction model including the three electrochemical steps: A → B → C → D is presented. The variations of the charge transfer constants are considered as functions of the reactant conversion and mass transport resistance is integrated. The simulation gives a reasonable description of the behaviour of this complex electrochemical process.
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References
L. Eberson, J.H.P. Utley, Carboxylic acids and derivatives, in: “Organic Electrochemistry,” M. Baizer ed., M. Dekker Inc., New york (1983).
H. Lund, Electroörganic preparations, XI. Reduction of isonicotinic acid in acid solution, Acta Chem. Scand. 17:972 (1963).
M. Ferles, M. Prystas, Untersuchungen in der pyridinreihe, VI. Betrag zur elektrolytischen reduktion der pyridincarbonsäuren, Collection Czechoslov. Chem. Commun. 24:3326 (1959).
T. Nonaka, T. Kato, T. Fuchigami, T. Sekine, Electroreduction of substituents on a pyridine ring in aqueous sulfuric acid, Electrochim. Acta, 26:887 (1980).
A.M. Romulus, Electrosynthèse d’hydroxyméthylpyridines à partir des esters correspondants, Thèse de l’Université Paul Sabatier, Toulouse, 1993.
A.M. Romulus, A. Savall, Electrochemical reduction of ethyl-2-picolinate on lead in a sulfuric acid medium, Electrochim. Acta, 37:625 (1992).
K. Scott, Reactor engineering models of complex electrochemical reaction schemes — I. Potentiostatic operation of parallel and series reactions in ideal reactors, Electrochim. Acta, 30:235 (1985).
K. Scott, I.F. McConvey, A.N. Haines, Reactor analysis of series and parallel electrochemical reactions during galvanostatic operation, J. Appl. Electrochem. 17:925 (1987).
A. Savall, J. Quesado, M. Rignon, J. Malafosse, Amino-alcohol electrosynthesis. Modelling of a set-up for producing amino-2-methyl-2-propanediol-1.3, J. Appl. Electrochem. 21:805 (1991).
K. Scott, Reactor engineering models of complex electrochemical reaction schemes — II. The effect of chemical reaction during batch electrolysis, Electrochim. Acta, 30:245 (1985).
E. Laviron, Polarographie et études physicochimiques des dérivés carbonylés et halogénés de la pyridine et de bases hétérocycliques, Thèse d’Etat, Dijon (1961).
J.P. Nougier, “Méthodes de calcul numérique,” 2ème édition, Masson, Paris (1985).
J.M. Coulson, J.F. Richardson, “Chemical Engineering,” Volume 6, Chapter 8, Pergamon, Oxford (1986).
R. C. Weast, “Handbook of Chemistry and Physics,” 68th Edition, CRC. Press, Boca Raton (1987).
L. Carlsson, B. Sandegren and D. Simonsson, Design and performance of a modular, multi-purpose electrochemical reactor, J. Electrochem. Soc. 130:342 (1983).
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Romulus, A.M., Savall, A. (1995). Aspects of the Electrosynthesis of 2-Hydroxymethylpyridine. In: Lapicque, F., Storck, A., Wragg, A.A. (eds) Electrochemical Engineering and Energy. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-2514-1_17
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DOI: https://doi.org/10.1007/978-1-4615-2514-1_17
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