Branched Alkanes Have Contrasting Stabilities
Bond separation reactions of highly branched alkanes are used to assess (de)stabilizing interactions associated with various 1,3-nonbonded substituent patterns. While n- and singly methylated alkanes show positive bond separation energies (BSEs), which increase systematically along the series, permethylated alkanes are characterized by decreasing BSEs. Analysis shows that singly methylated alkanes are more stabilized than linear alkane chains and that the unique destabilizing feature of permethylated alkanes arises from the close proximity of bulky methyl groups causing highly distorted geometries along the carbon backbone.
Keywords: Density-Functional Theory ; Paradigm Shifting Implications ; Plesset Perturbation-Theory ; Molecular-Orbital Theory ; Energy Evaluations ; Empirical Corrections ; Electronic-Structure ; Resonance Energies ; Organic-Compounds ; Hydrocarbons
Record created on 2010-05-27, modified on 2016-08-08