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Optica Publishing Group
  • Applied Spectroscopy
  • Vol. 44,
  • Issue 9,
  • pp. 1552-1557
  • (1990)

Infrared Study of Substituted Nitrobenzenes in Carbon Tetrachloride and Chloroform Solutions

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Abstract

Both the <i>v</i>NO<sub>2</sub> modes are affected by solute/solvent interaction for nitrobenzenes in CHCl<sub>3</sub> and/or CCl<sub>4</sub> 1% or less solutions. The <i>v</i><sub>asym.</sub>NO<sub>2</sub> mode decreases in frequency in the order of physical phase: vapor, CCl<sub>4</sub> solution, and CHCl<sub>3</sub> solution. The <i>v</i><sub>sym.</sub>NO<sub>2</sub> mode generally increases in frequency in going from CCl<sub>4</sub> solution to CHCl<sub>3</sub> solution. However, in the few cases when the <i>v</i><sub>sym.</sub>NO<sub>2</sub> mode decreases in frequency, this frequency decrease is a factor of ~0.5 or less than the frequency decrease for <i>v</i><sub>asym.</sub>NO<sub>2</sub>. In cases where a C=O or a SO<sub>2</sub> group is also joined to the 4-nitrophenyl group, the SO<sub>2</sub> or C=O group is also affected by solute/solvent interaction. Physical factors such as intermolecular hydrogen bonding, dipolar effects, chemical effects, and steric factors of both solute and solvent appear to be involved in determining the degree of solute/solvent interaction.

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