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Optica Publishing Group
  • Applied Spectroscopy
  • Vol. 49,
  • Issue 12,
  • pp. 1772-1775
  • (1995)

FT-IR Solution Spectra of Propyl Sulfide, Propyl Sulfoxide, and Propyl Sulfone

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Abstract

FT-IR spectra were obtained of 0.5% volumetric solutions of propyl sulfide, propyl sulfoxide, and propyl sulfone in hexane, CCl<sub>4</sub>, CS<sub>2</sub>, and CHCl<sub>3</sub> to assist in the assignment of FT-IR-PAS spectra of propyl sulfoxide sorbed within the structure of several peats and onto cellulose. The C-H stretching bands of all three compounds showed a 10-fold larger solvent sensitivity than did analogous aliphatic bands in a comparable series of <i>n</i>-alkanes in solution. The S=O stretching bands of alkyl sulfoxides are known to be quite sensitive to solvent environments because of donor-acceptor interactions involving the oxygen of the sulfoxide group and the slightly acidic protons of generalized organic acids; the expected decreases in frequency were seen with propyl sulfoxide and acidic solvents like chloroform. The frequencies of asymmetric and symmetric stretching vibrations of the -SO<sub>2</sub> group of propyl sulfone both exhibit smaller decreases in CHCl<sub>3</sub> than does the sulfoxide S=O stretching vibration.

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