Kinetic Study on the Morpholinolysis of Esters Analogues to Flutamide in MeOH-H2O Mixtures: Effect of Medium on Reactivity & Mechanism

  •  Nada. Youssef    
  •  Shawky Elshazly    
  •  Ezzat. A. Hamed    


The kinetics of the reaction of esters analogous to flutamide namely substituted phenyl acetate, butyrate and isobutryrate with morpholine in different percentages of MeOH-H2O solvent mixture are measured spectrophotometrically at 25oC. The second order rate constants increased with increasing water content. The correlation between rate constants, single, dual and multiparameters of MeOH-H2O mixed solvents namely solvatochromic parameters ?, ?, ?*, as well as correlation with solvent properties such as ?H2O, ?MeOH, [H2O]. log[H2O], and 1/? are examined. Single-parameter correlations of log kA versus ?*, and ?-parameters give good and acceptable results respectively. However, ?-parameter shows different behaviours. Addition of a second and a third parameter improved the correlation. The coefficient values of these parameters show that the titled reactions depend mainly on the non-specific solvation and minor specific solvation of the mixed solvent. The media effect can be described by means of the solvatochromic parameters of the mixed solvent.


This work is licensed under a Creative Commons Attribution 4.0 License.
  • ISSN(Print): 1916-9698
  • ISSN(Online): 1916-9701
  • Started: 2009
  • Frequency: semiannual

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