- The wavelength covered.
- The numerical size of the extinction coefficient.
Electronic transitions for any compound may be characterized as symmetry allowed or symmetry forbidden. This symmetry depends on the special ease of delocalization of electron in the compound. Symmetry-allowed trantitions generally have high extinction coefficient, and symmetry-forbidden transtitions have lower extinction coefficient.
The number of double bonds and the extent of resonance delocalization in a molecule are the critical factors that give a clear indications as to the maximum wavelength and a qualitative predictions of the extinction coefficient.
The more efficient the electron delocalization in a molecule, the higher its extinction coefficient. Example, Padimate-O, the two substituents on the benzene ring are in a para relation, whereas the two substituents in the homosalate are in a srerically hindered ortho relation. In ortho-disubstitued aromatic compounds, the two groups are close to one another, causing a deviation from planarity. The slightest deviation from coplarinity will significantly reduce resonance delocalizations. This results in a lower extinction coefficient for homosalate (=4300) than for padimate-O (27,300). Increased conjugation of double bond, leading to more efficient resonance delocalization, will also yield higher extinction coefficients.
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