Solvent Effects on Some Nucleophilic Substitutions

  • Michael H. Abraham


The effects of hydroxylic solvents on △G values for the solvolysis of t-butyl chloride have been dissected into initial-state and transition-state contributions. The △G°t(Tr) values, after correction for the “size” or “cavity” effect, are well correlated with values for the Me4N+ C1 ion-pair and for α-aminoacids. Similar calculations have been carried out for other alkyl halides and for SN2 reaction of triethylamine with ethyl iodide. Dissections of △H and △S for these SN1 and SN2 reactions into initial-state effects are also reported.


Transition State Solvent Effect Alkyl Halide Transition State Theory Ethyl Iodide 
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Copyright information

© Plenum Press, New York 1981

Authors and Affiliations

  • Michael H. Abraham
    • 1
  1. 1.Department of ChemistryUniversity of SurreyGuildfordUK

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