IR spectral and structural changes caused by the conversion of 3-hydroxybenzaldehyde into the oxyanion

Spectrochim Acta A Mol Biomol Spectrosc. 2003 May;59(7):1541-8. doi: 10.1016/s1386-1425(02)00331-1.

Abstract

The spectral and structural changes, caused by the conversion of the 3-hydroxybenzaldehyde molecule into the corresponding oxyanion have been studied by IR spectra, and MP2 and DFT force field calculations. The conversion causes a 13 cm(-1) decrease in the frequency of the carbonyl stretching band nu(Cz=O), a 1.3-fold increase in its integrated intensity, strong intensity increases (2.1-5.3-fold) of the aromatic skeletal nu8 and nu19 as well as formyl nu(CH) bands. According to the calculations the oxyanionic charge is delocalized over aldehyde group (0.37 e-), phenylene ring (0.12 e-) and oxyanionic center (0.52 e-). The conversion into the oxyanion leads to geometry changes in the whole species, but it remains planar.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / chemistry
  • Benzaldehydes / chemistry*
  • Electrochemistry
  • Molecular Structure
  • Spectrophotometry, Infrared
  • Thermodynamics

Substances

  • Anions
  • Benzaldehydes
  • 3-hydroxybenzaldehyde