Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Contribution of Electrophilic Interference on Solvolytic Reactions in Fluorinated Alcohol Mixtures

  • Published : 1991.08.20
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Abstract

The degree of electrophilic interference on the solvolytic reactions of model substrates has been studied in fluorinated alcohol solvent mixtures. With variation of solvent composition of 1,1,1,3,3,3-hexafluoro-2-propanol(HFP) and 2-propanol (PrOH) mixtures, the magnitude of electrophilic solvent assistance was changed inversely with the degree of nucleophilic solvent assistance. The contribution of electrophilic interference for 2-adamantyl tosylate showed higher than tert-butyl chloride in HFP-PrOH mixtures. Through a correlation of nucleophilic solvent assistance and electrophilic solvent assistance based on the method of double differences, HFP-PrOH mixture showed a big discrepancy from non-fluorinated alcohol systems.

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