Document Type
Thesis - Open Access
Award Date
1974
Degree Name
Master of Science (MS)
Department / School
Chemistry
Abstract
Via a literature search it has been shown, by means of the ira spectra of thioamides, the dipole moments of thiocarbonyl compounds, the basicity of thioamides and thioureas, the acidity of carboxylic acids carrying a substituent with the thiocarbonyl function, LCAO-b MOc method, and proton chemical shifts, that the thiocarbonyl group has a tendency to give greater mesomeric interaction (a) than the carbonyl group (b) with electron donating heteroatoms. A comparison of the charge distribution in unconjugated thiocarbonyl (c), carbonyl (d), and imine (e) chromophores is made by means of surveying the dipole moments of several small molecules, calculating the forces constants from the ir absorption frequencies, measuring the bond distances by x-ray, and observing the proton chemical shifts in the nmrd spectra. The use of the electronic absorption spectra, molecular orbital theory, and mass spectrometry are also included. All data support the hypothesis that the thiocarbonyl chromophore has more ionic contribution to the resonance hybrid than is present in (d) or (e). This is not predictable on the basis of the electronegativity of the heteroatoms.
Library of Congress Subject Headings
Chemistry, Organic
Thiocarbonyl compounds
Format
application/pdf
Number of Pages
67
Publisher
South Dakota State University
Recommended Citation
Lee, John Yuchu, "A Study of the Charge Distribution in Unconjugated Thiocarbonyl Compounds: a Comparison with Carbonyl and Imine Chromophores" (1974). Electronic Theses and Dissertations. 4734.
https://openprairie.sdstate.edu/etd/4734
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