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Strengths of p-Alkoxy- and -Alkylthio-benzoic Acids

Abstract

ALTHOUGH the literature contains references to the pKa values of the acids (I)1–3 and (II)4, in neither case have they been determined in a common solvent; in each series, the group R has included only primary and secondary alkyl. Moreover, a discrepancy exists between the results of Jones and Speakman1 and of Cavil], Gibson and Nyholm2 for the p-alkoxybenzoic acids (I; R=Me, Et and Pri).

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References

  1. Jones, B., and Speakman, J. C., J. Chem. Soc., 19, (1944).

  2. Cavill, G. W. K., Gibson, N. A., and Nyholm, R. S., J. Chem. Soc., 2466 (1949).

  3. Baker, J. W., Barrett, G. F. C., and Tweed, W. T., J. Chem. Soc., 2831 (1952).

  4. Baliah, V., Shanmüganathan, S., and Varadachari, R., J. Phys. Chem., 61, 1013 (1957).

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SMITH, N. Strengths of p-Alkoxy- and -Alkylthio-benzoic Acids. Nature 211, 186–187 (1966). https://doi.org/10.1038/211186a0

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  • DOI: https://doi.org/10.1038/211186a0

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