Abstract
The aromatic nucleophilic substitution of 3,5-dinitro-4-chlorobenzoate with OH− was studied in the presence and absence of cationic polyelectrolytes. The cationic polyelectrolytes enhanced the reaction much more appreciably than did the low-molecular-weight electrolytes. The more hydrophobic the polyelectrolyte, the larger the rate enhancement. The acceleration observed was due to a decrease in the enthalpy of activation, as has been found for a variety of reaction systems studied previously.
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References
For convenient reviews of this topic, see the review articles presented by N. Ise at the Symposium on Polyelectrolytes, Pasadena, May 1973, and at the Advanced Studies Institute, Troy, New York, July 1973, to be published.
S. Harada and K. Arai, Makromol. Chem., 107, 64 (1967).
T. Ueda, S. Harada, and N. Ise, Polym. J., 3, 476 (1972).
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J. N. Brønsted and R. Livingston, J. Am. Chem. Soc., 49, 435 (1927).
C. A. Bunton and L. Robinson, J. Am. Chem. Soc., 90, 5972 (1968).
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Ueda, T., Harada, S. & Ise, N. Influence of Cationic Poly electrolytes in the Aromatic Nucleophilic Substitution Reaction of 3,5-Dinitro-4-chlorobenzoate. Polym J 6, 313–317 (1974). https://doi.org/10.1295/polymj.6.313
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DOI: https://doi.org/10.1295/polymj.6.313