Abstract
Polarized and depolarized Raman optical activity spectra of menthol, menthyl chloride, neomenthol and neothiomenthol from 800 to 1500 cm −1 are reported. Despite axial symmetry in all the bonds, the presence of the heteroatoms O or S seems to induce large deviations from the expected ratio of 2:1 between the polarized and depolarized Raman optical activity intensities, but Cl does not. These deviations might originate in large electric quadrupole contributions induced by excited state interactions involving O or S Rydberg p orbitals and valence orbitals on other parts of the molecule. Such interactions appear to undermine the bond polarizability theory of Raman intensities.
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