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Kinetics and Mechanism of Monomolecular Heterolysis of Commercial Organohalogen Compounds: XXXVI.1 Solvent Effect on the Activation Parameters of Heterolysis of 1-Methyl-1-chlorocyclohexane. Correlation Analysis of Solvation Effects in Heterolysis of 1-Methyl-1-chlorocyclohexane and 1-Methyl-1-chlorocyclopentane

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Abstract

The kinetics of heterolysis of 1-methyl-1-chlorocyclohexane in six protic and eight aprotic solvents at 25-50°C was studied by the verdazyl method; v = k[RCl], E1 mechanism. The correlation analysis of the solvent effects on the activation free energy ΔG , enthalpy ΔH , and entropy ΔS of heterolysis of 1-methyl-1-chlorocyclohexane and 1-methyl-1-chlorocyclopentane was performed for the same sets of solvents.

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REFERENCES

  1. Dvorko, G.F., Koshchii, I.V., and Ponomareva, E.A., Zh. Obshch. Khim. 2003, vol. 73, no. 3, p. 404.

    Google Scholar 

  2. Brown, H.C. and Borkowski, M., J. Am. Chem. Soc. 1952, vol. 74, no. 8, p. 1894.

    Google Scholar 

  3. Ranganayakulu, K., Vasamathi Devi, M., Balaji Rao, R., and Rajeswari, K., Can. J. Chem. 1980, vol. 58, no. 6, p. 1484.

    Google Scholar 

  4. Dvorko, G.F., Koshchii, I.V., and Ponomareva, E.A., Zh. Obshch. Khim. 2003, vol. 73, no. 2, p. 224.

    Google Scholar 

  5. Dvorko, G.F., Ponomarev, N.E., and Ponomareva, E.A., Zh. Obshch. Khim. 1999, vol. 69, no. 11, p. 1835.

    Google Scholar 

  6. Reichardt, C., Solvent Effects in Organic Chemistry Weinheim: Chemie, 1979.

    Google Scholar 

  7. Abraham, M.H., Grellier, P.L., Naschzadeh, A., and Walker, R.A., J. Chem. Soc., Perkin Trans. 2 1988, no. 6, p. 1717.

  8. Dvorko, G.F., Zaliznyi, V.V., and Ponomarev, N.E., Zh. Obshch. Khim. 2002, vol. 72, no. 9, p. 1501.

    Google Scholar 

  9. Dvorko, G.F., Koshchii, I.V., Prokopets, A.M., and Ponomareva, E.A., Zh. Obshch. Khim. 2002, vol. 72, no. 12, p. 1989.

    Google Scholar 

  10. Dvorko, G.F. and Ponomareva, E.A., Usp. Khim. 1991, vol. 60, no. 10, p. 2089.

    Google Scholar 

  11. Palm, V.A., Osnovy kolichestvennoi teorii organicheskoi khimii (Fundamentals of the Quantitative Theory of Organic Reactions), Leningrad: Khimiya, 1977.

    Google Scholar 

  12. Makitra, R.G. and Pirig, Ya.N., Zh. Obshch. Khim. 1986, vol. 56, no. 3, p. 657.

    Google Scholar 

  13. Marcus, Y., Chem. Soc. Rev. 1993, vol. 22, no. 6, p. 409.

    Google Scholar 

  14. Exner, O., Chem. Listy 1973, vol. 76, no. 2, p. 135.

    Google Scholar 

  15. Hammett, L.R., Physical Organic Chemistry. Reaction Rates, Equilibria, and Mechanisms New York: McGraw-Hill, 1970, 2nd ed.

    Google Scholar 

  16. Kafarov, V.V., Metody kibernetiki v khimii i khimicheskoi tekhnologii (Cybernetic Methods in Chemistry and Chemical Technology), Moscow: Khimiya, 1971.

    Google Scholar 

  17. Abraham, M.H., Doherty, R.M., Kamlet, M.J., Harris, J.M., and Taft, R.W., J. Chem. Soc., Perkin Trans. 2 1987, no. 5, p. 913.

  18. Dvorko, G.F., Vasil'kevich, A.I., Ponomareva, E.A., and Koshchii, I.V., Zh. Obshch. Khim. 2000, vol. 70, no. 5, p. 776.

    Google Scholar 

  19. Isaacs, N.S., Physical Organic Chemistry New York: Wiley, 1992.

    Google Scholar 

  20. Dvorko, G.F., Koshchii, I.V., Prokopets, A.M., and Ponomareva, E.A., Zh. Obshch. Khim. 2002, vol. 72, no. 11, p. 1902.

    Google Scholar 

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Dvorko, G.F., Koshchii, I.V. & Ponomareva, E.A. Kinetics and Mechanism of Monomolecular Heterolysis of Commercial Organohalogen Compounds: XXXVI.1 Solvent Effect on the Activation Parameters of Heterolysis of 1-Methyl-1-chlorocyclohexane. Correlation Analysis of Solvation Effects in Heterolysis of 1-Methyl-1-chlorocyclohexane and 1-Methyl-1-chlorocyclopentane. Russian Journal of General Chemistry 73, 569–574 (2003). https://doi.org/10.1023/A:1025640520072

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