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Etude d’une Aci-reductone Sulfurée: l’Acide β-Mercaptopyruvique

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Biological Aspects of Electrochemistry

Part of the book series: Experientia Supplementum ((EXS,volume 18))

Resumé

Les solutions aqueuses d’acide β-mercaptopyruvique présentent une tautomérie de pK apparent 9,3:

$$ C{H_2}SH - C{(\mathop {OH}\limits_I )_{{2^ - }}}CO{O^ - } + O{H^ - } \rightleftharpoons CH({S^ - }) = C(\mathop {OH}\limits_{II} ) - CO{O^ - } + 2{H_2}O $$

Le comportement à l’électrode de mercure est différent selon qu’il s’agit de la forme I ou de la forme II. En milieu acide (forme I) le processus de réduction est à deux faradays: CH2SH-CO-COO− + 2H+ + 2 e → CH2SH-CHOH-COO− tandis que l’oxydation correspond à un faraday et donne un mercaptide: CH2H-CO-COO− + Hg ⇋ CH2(SHg)-CO-COO− + H+ + e

En milieu alcalin (forme II) les réactions précédentes sont concurrentes de processus spécifiques de la forme II: en chauffant, on développe une réaction de réduction désulfurante (jusqu’à 100%:à 50 °C):

De son côté, l’oxydation par deux faradays est accompagnée d’une décarboxylation; le terme principal de la réaction serait un hémimercaptal double de CHO-CHS.

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Author information

Authors and Affiliations

  1. Faculté des Sciences de Rouen, Laboratoire de Chimie Organique Physique, 76 - Mont Saint Aignan, France

    M.-B. Fleury

  2. Laboratoire de Chimie de l’E.N.S.E.T., 61, Avenue du Président Wilson, 94 - Cachan, France

    J. Tohier & J. Moiroux

Authors
  1. M.-B. Fleury
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  2. J. Tohier
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  3. J. Moiroux
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Editor information

Editors and Affiliations

  1. Istituto Superiore di Sanità, Rome, Italy

    Giulio Milazzo

  2. Istituto Chimico dell’Università, Rome, Italy

    Peter E. Jones (Visiting Professor) (Visiting Professor)

  3. Istituto di Chimica, Facoltà di Ingegneria dell’Università, Rome, Italy

    Liliana Rampazzo

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© 1971 Springer Basel AG

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Fleury, MB., Tohier, J., Moiroux, J. (1971). Etude d’une Aci-reductone Sulfurée: l’Acide β-Mercaptopyruvique. In: Milazzo, G., Jones, P.E., Rampazzo, L. (eds) Biological Aspects of Electrochemistry. Experientia Supplementum, vol 18. Birkhäuser, Basel. https://doi.org/10.1007/978-3-0348-5848-9_26

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  • DOI: https://doi.org/10.1007/978-3-0348-5848-9_26

  • Publisher Name: Birkhäuser, Basel

  • Print ISBN: 978-3-0348-5850-2

  • Online ISBN: 978-3-0348-5848-9

  • eBook Packages: Springer Book Archive

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