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Transfer gibbs free energies from H2O to CH3OH for a series of substituted phenyltropylium ions, Malachite Green, and Crystal Violet

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Abstract

The solubilities of the perchlorate salts of phenyltropylium,para-methoxyphenyltropylium, andpara-dimethylaminophenyltropylium and the fluoroborate salts of Malachite Green and Crystal Violet have been determined in H2O and CH3OH. From these data the transfer Gibbs free energies from H2O to CH3OH have been calculated and compared to the predictions of Ritchie and Virtanen. The introduction of a dimethylamino substituent in thepara position of the phenyl ring substantially increases the relative stability of the cations in CH3OH compared to H2O. This observation is accounted for in terms of London dispersion forces.

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Authors and Affiliations

  1. Department of Chemistry, Georgia State University, 30303, Atlanta, Georgia

    Harry P. Hopkins Jr. & C. J. Alexander

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  1. Harry P. Hopkins Jr.
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  2. C. J. Alexander
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Hopkins, H.P., Alexander, C.J. Transfer gibbs free energies from H2O to CH3OH for a series of substituted phenyltropylium ions, Malachite Green, and Crystal Violet. J Solution Chem 5, 249–255 (1976). https://doi.org/10.1007/BF00645462

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  • DOI: https://doi.org/10.1007/BF00645462

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