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Optica Publishing Group
  • Applied Spectroscopy
  • Vol. 46,
  • Issue 2,
  • pp. 306-316
  • (1992)

Infrared Study of 4-Substituted Benzaldehydes in Dilute Solution in Various Solvents: The Carbonyl Stretching Mode

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Abstract

The carbonyl stretching mode in some of the 4-<i>x</i>-benzaldehydes is in Fermi resonance with an overtone of a fundamental which occurs at lower frequency. In general, the unperturbed <i>v</i>C=O frequencies for 4-<i>x</i>-benzaldehydes do appear to correlate with the σ<sub><i>p</i></sub> values of the 4-<i>x</i> atom or group. The AN values of the solvents show a pseudo-correlation with the carbonyl and <i>v</i><sub>asym.</sub>NO<sub>2</sub> stretch vibrations of 4-<i>x</i>-benzaldehyde. However neither σ<sub><i>p</i></sub> nor AN values appear to take into account solute/solvent interactions such as intermolecular hydrogen bonding with the C=O group and with other sites in the molecule such as the phenyl group π system and with the electronic system of other functional groups, since the points in each plot do not correlate in the exact manner in each case.

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