Date of Award
Fall 1988
Document Type
Thesis - Restricted
Degree Name
Master of Science (MS)
Department
Chemistry
First Advisor
Jache, Albert
Second Advisor
Cremer, Sheldon E.
Third Advisor
Hoffman, Norman E.
Abstract
Introduction of fluorine into organic molecules is important from the chemical and pharmaceutical point of view. There is only a limited number of reagents known that are able to introduce fluorine into organic molecules under mild conditions. Among these are: fluoroxytrifluoromethane, CF30F 1 ; fluoroxypentafluoroethane, CF3CF20F 2; trifluoroacetyl hypofluorite, CF3COOF 3; fluorine, F2 4 ; xenon difluoride, XeF2 5 ' 6 ; and acetyl hypofluorite, CH3COOF T-9. Cesium fluoroxysulfate has been recently prepared 11 and used to fluorinate various organic molecules 11-14,17-29. This investigation was directed to the study of the fluorination of toluene with cesium fluoroxysulfate in acetonitrile and the effect that water concentration, catalysts, and temperature had on this reaction. Another part of the project was a comparison on the different products obtained in the fluorination by either fluorine or cesium fluoroxysulfate of three organic compounds which can exist in their keto or enol form or that could act as ligands, namely ethyl acetoacetate, methyl acetoacetate, and dimethyl malonate.
Recommended Citation
Suarez, Lydia J., "The Fluorination of Organic Compounds by Fluorine and Cesium Fluoroxysulfate in Acetonitrile and Aqueous Solution" (1988). Master's Theses (1922-2009) Access restricted to Marquette Campus. 2738.
https://epublications.marquette.edu/theses/2738