Stable s-butyl trifluoroacetyl nitroxide (3) has been generated in electron-transfer reaction of O-benzoyl-N-s-butylhydroxylamine (1) and trifluoroacetyl peroxide (2) in F113 (CFCl2CF2Cl) solution at room temperature. ESR measurement of a N and a H β values for 3 in 21 solvents has been carried out at 24~ 25°C. The a N values for 3 in 12 aprotic solvents show a linear correlation with the cybotactic solvent parameters E T and Z, i.e. a N = 1.35×10-2 E T+6.84, a N = 0.78×10-2 Z+6.88. The physical significance for the slopes, slope × E T or slope × Z, the extrapolated intercepts on the a N axis are linked to the sensitivity of the nitroxide toward the solvation, the magnitude of the overall solvaton effect on the a N values, and the intrinsic a N value of 3 in the ideal gaseous state, respectively. The plots of a N versus noncybotactic solvent constants, such as dipolar moment (μ) and dielectric constant (ε), all show random cases.
Research on Chemical Intermediates – Springer Journals
Published: Oct 13, 2004
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