Acid-base strengths in pyridine

M. Bos, E.A.M.F. Dahmen

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    Abstract

    Although pyridine is a solvent with a low dielectric constant, spectrophotometric determinations show simple dissociation without ion pairs as intermediates for some sulfonphthaleins and polynitrophenols in pyridine.

    The salts of a number of amines and hydrochloric acid, perchloric acid and picric acid are not completely dissociated in pyridine. Dissociation constants of these salts were determined from differential vapour pressure measurements. For the titrations in pyridine of an acid with an amine, calculations were based on the following reactions : HX∡H+ + X−; B + H+ ∡BH+; BH+ +X−∡BH+X−. With this reaction scheme it was possible to determine pKa values for protonated amines in pyridine from the curves of titrations carried out with a calibrated glass electrode. Evidence for the occurrence of homoconjugation of some polynitrophenols in pyridine was found in the titration of these compounds with tetramethylguanidine. Homconjugation constants were estimated from the titration curves.
    Original languageEnglish
    Pages (from-to)39-46
    JournalAnalytica chimica acta
    Volume53
    Issue number1
    DOIs
    Publication statusPublished - 1971

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    Titration
    Acids
    acid
    salt
    Amines
    hydrochloric acid
    vapor pressure
    electrode
    Salts
    glass
    Vapor Pressure
    Hydrochloric Acid
    ion
    Pressure measurement
    Vapor pressure
    Glass
    pyridine
    amine
    Electrodes
    Permittivity

    Cite this

    Bos, M. ; Dahmen, E.A.M.F. / Acid-base strengths in pyridine. In: Analytica chimica acta. 1971 ; Vol. 53, No. 1. pp. 39-46.
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    Acid-base strengths in pyridine. / Bos, M.; Dahmen, E.A.M.F.

    In: Analytica chimica acta, Vol. 53, No. 1, 1971, p. 39-46.

    Research output: Contribution to journalArticleAcademic

    TY - JOUR

    T1 - Acid-base strengths in pyridine

    AU - Bos, M.

    AU - Dahmen, E.A.M.F.

    PY - 1971

    Y1 - 1971

    N2 - Although pyridine is a solvent with a low dielectric constant, spectrophotometric determinations show simple dissociation without ion pairs as intermediates for some sulfonphthaleins and polynitrophenols in pyridine.The salts of a number of amines and hydrochloric acid, perchloric acid and picric acid are not completely dissociated in pyridine. Dissociation constants of these salts were determined from differential vapour pressure measurements. For the titrations in pyridine of an acid with an amine, calculations were based on the following reactions : HX∡H+ + X−; B + H+ ∡BH+; BH+ +X−∡BH+X−. With this reaction scheme it was possible to determine pKa values for protonated amines in pyridine from the curves of titrations carried out with a calibrated glass electrode. Evidence for the occurrence of homoconjugation of some polynitrophenols in pyridine was found in the titration of these compounds with tetramethylguanidine. Homconjugation constants were estimated from the titration curves.

    AB - Although pyridine is a solvent with a low dielectric constant, spectrophotometric determinations show simple dissociation without ion pairs as intermediates for some sulfonphthaleins and polynitrophenols in pyridine.The salts of a number of amines and hydrochloric acid, perchloric acid and picric acid are not completely dissociated in pyridine. Dissociation constants of these salts were determined from differential vapour pressure measurements. For the titrations in pyridine of an acid with an amine, calculations were based on the following reactions : HX∡H+ + X−; B + H+ ∡BH+; BH+ +X−∡BH+X−. With this reaction scheme it was possible to determine pKa values for protonated amines in pyridine from the curves of titrations carried out with a calibrated glass electrode. Evidence for the occurrence of homoconjugation of some polynitrophenols in pyridine was found in the titration of these compounds with tetramethylguanidine. Homconjugation constants were estimated from the titration curves.

    U2 - 10.1016/S0003-2670(01)80068-4

    DO - 10.1016/S0003-2670(01)80068-4

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    JO - Analytica chimica acta

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    SN - 0003-2670

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