A Single Universal Scale of Radical Stabilization Energies Does Not Exist: Global Bond Dissociation Energies and Radical Thermochemistries Are Described by Combining Two Universal Scales

Abstract

Results from any single scale of radical stabilization energies are dependent on the species chosen for setting its zero. A scale of radical destabilization energies with a universal zero reference point is shown to exist, but it must be used in conjunction with a universal scale capable of describing the polarities of bonds broken and formed. The use of the two scales is demonstrated for calculating bond dissociation enthalpies, enthalpies of reactions, enthalpies of formation, and the magnitude of steric effects, resonance, and conjugation stabilization. Examples of applications include explanations of some observed effects in autoxidations and polymerizations.