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Determination by the EPR Radical Equilibration Technique of the O–H Bond Dissociation Enthalpy in 3,5-Dimethylphenol

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Abstract

The O–H bond dissociation enthalpy (BDE) of 3,5-dimethylphenol has been determined, by using the EPR radical equilibration technique, as 362.5 ± 1.5 kJ/mol. This value is 7 kJ/mol smaller than that of phenol, this indicating that alkyl substitution of the meta hydrogens of phenol induces a weakening of the O–H bond, in contrast with what was reported in a recent calorimetric study.

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Authors and Affiliations

  1. Dipartimento di Chimica Organica “A. Mangini,”, Università di Bologna, Via S. Donato 15, I-40127, Bologna, Italy

    Marco Lucarini, Veronica Mugnaini & Gian Franco Pedulli

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  1. Marco Lucarini
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  2. Veronica Mugnaini
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  3. Gian Franco Pedulli
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Correspondence to Gian Franco Pedulli.

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Lucarini, M., Mugnaini, V. & Pedulli, G.F. Determination by the EPR Radical Equilibration Technique of the O–H Bond Dissociation Enthalpy in 3,5-Dimethylphenol. Structural Chemistry 14, 399–401 (2003). https://doi.org/10.1023/A:1024406128668

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