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Kinetics and mechanism of the hydrolysis of dichloranhydrides of carboxylic acids

Communication 2. Reaction rate as a function of temperature and the relation between energy and entropy of activation and the polarity of the medium

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    A spectrophotometric method has been used to investigate hydrolysis of the chloranhydridcs of phthalic (PC) and terephthalic (TPC) acids in aqueous dioxan in the temperature range 10–65°.

  2. 2.

    The constant concentration activation energy of the reaction and the preexponential multiplier increase with increase in water concentration in the mixture.

  3. 3.

    The relations between the reaction rate and the polarity of the medium have been used to find the isodielectric activation energies for different values of ɛ in the medium, and it has been shown that Eε increases with increase in dielectric constant of the solution. Hydrolysis of both chloranhydrides shows a “compensation effect” between Eε and log10A.

  4. 4.

    A reaction mechanism is proposed for the hydrolysis of chloranhydrides, and the dimensions and polarity of the activated complex have been found.

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Literature cited

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Authors and Affiliations

  1. Institute of Chemical Physics, Academy of Sciences, USSR

    S. G. Éntelis, R. P. Tiger, É. Ya. Nevel'skii & I. V. Épel'baum

Authors
  1. S. G. Éntelis
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  2. R. P. Tiger
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  3. É. Ya. Nevel'skii
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  4. I. V. Épel'baum
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Additional information

This paper is published on the basis of a resolution of a meeting of the principal editors of the journals of the Academy of Sciences, USSR, July 12, 1962, as the dissertational work o f S. G. Enteliz.

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Éntelis, S.G., Tiger, R.P., Nevel'skii, É.Y. et al. Kinetics and mechanism of the hydrolysis of dichloranhydrides of carboxylic acids. Russ Chem Bull 12, 386–392 (1963). https://doi.org/10.1007/BF00844387

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  • DOI: https://doi.org/10.1007/BF00844387

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