<span style="font-size:12.0pt;font-family: "Times New Roman";mso-fareast-font-family:"Times New Roman";mso-ansi-language: EN-IN;mso-fareast-language:EN-IN;mso-bidi-language:AR-SA" lang="EN-IN">Effects of mixed CH₃CN-H₂O solvents on the rate of intramolecular general base-catalysed aminolysis of ionized phenyl salicylate</span>

Abstract

<span style="font-size:12.0pt;font-family: " times="" new="" roman";mso-fareast-font-family:"times="" roman";mso-ansi-language:="" en-in;mso-fareast-language:en-in;mso-bidi-language:ar-sa"="" lang="EN-IN">Nucleophilic second-order rate constants, <i>k</i>_{<span style="mso-bidi-font-style: italic">n</span>}^ms, for the reaction of <i style="mso-bidi-font-style: normal">n</i>-butylamine, piperidine and pyrrolidine with ionized pheyl salicylate, PS^-, show a nonlinear decrease with increase in the content of CH₃CN in mixed aqueous solvents at <u><</u> 60% (v/v)CH₃CN. The values of <i>k</i>_{<span style="mso-bidi-font-style:italic">n</span>}^ms remain almost unchanged with change in the content of CH₃CN at > 60 % (v/v) CH₃CN. Effects of mixed CH₃CN-H₂O solvents on <i>pK</i>_{<span style="mso-bidi-font-style:italic">a</span>}<i> </i>of leaving group, phenol, and protonated amine nucleophile are concluded to be the major factors affecting <i>k</i>_{<span style="mso-bidi-font-style:italic">n</span>}^ms values.</span>