Theses and Dissertations
Issuing Body
Mississippi State University
Advisor
Mlsna, Todd E.
Committee Member
Pittman, Charles U., Jr.
Committee Member
Sygula, Andrzej
Committee Member
Scott, Colleen N.
Committee Member
Wipf, David O.
Date of Degree
5-6-2017
Document Type
Dissertation - Open Access
Major
Chemistry
Degree Name
Doctor of Philosophy
College
College of Arts and Sciences
Department
Department of Chemistry
Abstract
The first section of this dissertation (Chapter I-III) describes the development of new methodologies to prepare uracil and arylidenehydantoin derivatives. A regioselective synthesis of 6-alkyl- and 6-aryluracils was developed by the dimerization of 3-alkyl- and 3-aryl-2-propynamides promoted by either Cs2CO3 or K3PO4. A range of 3-aryl-2- propynamides, with both electron-deficient and electron-rich 3-aryl substituents, were successfully reacted in high yields. A synthetic route to prepare arylidenehydantoins was developed using the Pd-catalyzed dimerization of 3-aryl-2-propynamides. Both electron rich and electron deficient 3-aryl-2-propynamides were dimerized successfully to produce the desired arylidenehydantoins in moderate to excellent yields. The second section of this dissertation (Chapter IV and V) describes the development of a reliable low-cost method to determine amounts of xylitol in sugar free gum samples to predict dangerous exposure levels for dogs. Xylitol is generally considered safe for human consumption and is frequently used in sugar free gum, however, it is extremely toxic to dogs. It is unknown if partially consumed chewing gum is also dangerous. A method to determine xylitol content of these sugar free gum samples employing GC-MS with direct aqueous injection (DAI) is presented. This method was successfully applied to over 120 samples including, fresh gum, 5 min, 15 min, and 30 min chewed gum samples. Further extension of this work resulted in the development of an undergraduate laboratory experiment for upper-level undergraduate chemistry students which teaches calibration methods, xylitol extraction, sample preparation for GC-MS analysis, and data analysis.
URI
https://hdl.handle.net/11668/17693
Recommended Citation
Rajapaksha, RM Suranga Mahesh, "Novel One-Pot Syntheses of Uracils and Arylidenehydantoins, and Analysis of Xylitol in Chewing Gum by Gc-Ms" (2017). Theses and Dissertations. 3316.
https://scholarsjunction.msstate.edu/td/3316
Comments
GC-MS||xylitol||arylidenehydantoins||uracils||one-pot