Quantum chemistry studies of far-infrared spectra of aromatic urethanes

Spectrochim Acta A Mol Biomol Spectrosc. 2008 Nov 1;71(1):238-44. doi: 10.1016/j.saa.2007.12.009. Epub 2008 Feb 14.

Abstract

Restricted Hartree-Fock and density function calculations (B3LYP), using 6-311++G(d,p), have been used to investigate the far infrared spectra of aromatic urethanes, synthesized on the basis of 2,4-and 2,6-toluene diisocyanate (2,4-TDI, 2,6-TDI), and the spectrum of ethylphenylurethane. It is shown, that the region of frequencies of 100-200 cm(-1) is associated primarily with torsional vibrations of methyl groups. For almost all studied urethanes, the bands are observed in the region 385-340 cm(-1), which is associated with in plane deformations of angles C-C-N-C, C-O-C and C-N-C of the urethane groups according to the calculations. The bands, observed at 300-320 and 260-280 cm(-1), are assigned to in plane and out of plane deformations of the urethane skeleton, which are mixed with vibrations of methyl group connected to the benzene ring.

MeSH terms

  • Carbon / chemistry
  • Models, Chemical
  • Molecular Conformation
  • Nitrogen / chemistry
  • Oxygen / chemistry
  • Quantum Theory
  • Spectrophotometry, Infrared / methods*
  • Spectroscopy, Fourier Transform Infrared / methods
  • Temperature
  • Toluene 2,4-Diisocyanate / chemistry
  • Urethane / chemistry*

Substances

  • Toluene 2,4-Diisocyanate
  • Urethane
  • Carbon
  • 2,6-diisocyanatotoluene
  • Nitrogen
  • Oxygen