Document Type

Thesis

Date of Award

5-19-1997

School/College

College of Science, Engineering, and Technology (COSET)

Degree Name

MS in Chemistry

First Advisor

John B. Sapp

Abstract

The acetyl and phenylacetyl esters were prepared of 4, 4' - sulfonyldiphenol and 4, 4' - thiodiphenol. As part of the characterization, elemental analyses were performed on the products to confirm the proposed molecular formulas. Additional mass data was obtained through Gas Chromatography - Mass Spectrometry, GC-MS, analysis. Spectral data was obtained by subjecting all of the products to Infrared, Nuclear Magnetic Resonance, NMR, spectra and Raman Spectroscopy. The presence or absence of functional. groups was confirmed by vibrational frequencies in the infrared and chemical shifts of protons in NMR spectra. Raman spectra were obtained and compared with the infrared data. The most dramatic evidence appears to be the large shift in the NMR analysis of the aromatic protons closest to the highly electronegative oxygen atoms attached to the sulfur of the sulfone group. 1 2 showed the presence of the resulting functional groups and the nuclear magnetic resonance data helped identify the location of all of the protons. The Raman spectra were produced but, in this research, were not directly involved in the identification process. Comparison of spectral data of the resulting esters, which differed only at the site of the sulfur atom gives unequivocal proof of structure.

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