Abstract
In solution, thiourea dioxide exists in an equilibrium between its dioxide and sulfinic acid forms. This tautomeric relationship, as they all are, is substantially influenced by the solvent's polarity and hydrogen bonding capabilities. More well-known systems, e.g., acetylacetone, have been extensively studied in this regard, while thiourea dioxide's equilibrium has not. We have initiated a hybrid computational-spectroscopic investigation of this system utilizing low-cost Hartree-Fock methods with the 3–21G, 3–21+G, 3–21G*, 3–21+G*, MINI, MIDI, SBKJC and HW basis sets. Beyond gas phase calculations, both tautomeric forms were modeled using the C-PCM implicit solvent model for water and toluene. Obtained modeling results are compared to room temperature NMR spectra.
College
College of Science & Engineering
Department
Chemistry
Campus
Winona
First Advisor/Mentor
Joseph West
Start Date
4-19-2023 9:00 AM
End Date
4-19-2023 10:00 AM
Presentation Type
Poster Session
Format of Presentation or Performance
In-Person
Session
1a=9am-10am
Poster Number
32
Included in
Validation of Computational Methods for the Tautomerism of Thiourea Dioxide
In solution, thiourea dioxide exists in an equilibrium between its dioxide and sulfinic acid forms. This tautomeric relationship, as they all are, is substantially influenced by the solvent's polarity and hydrogen bonding capabilities. More well-known systems, e.g., acetylacetone, have been extensively studied in this regard, while thiourea dioxide's equilibrium has not. We have initiated a hybrid computational-spectroscopic investigation of this system utilizing low-cost Hartree-Fock methods with the 3–21G, 3–21+G, 3–21G*, 3–21+G*, MINI, MIDI, SBKJC and HW basis sets. Beyond gas phase calculations, both tautomeric forms were modeled using the C-PCM implicit solvent model for water and toluene. Obtained modeling results are compared to room temperature NMR spectra.
