A series of routes are described for the synthesis of new potential insecticides which are symmetrical or asymmetrical similogs of 2,5-Bis (dichloropheny1)-1,3,4-oxadiazole and its precursor diacyl hydrazine. Also two new aromatic nucleophilic substitution reactions are discussed. Activated aryl halides are reacted with fluorinated alkoxide anions. In all cases, substitution of the halogen by a fluoroalkoxy group was observed, and activated aryl halides are reacted with HMPA as an N, N-dimethyl aminating agent. In all cases, substitution of the halogen by a dimethyl amino group was observed. The effect of the activating group and the leaving group is described and a possible mechanism is proposed. All compounds synthesized are characterized and identifies by NMR, IR and /or mass spectroscopy.
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Gupton, John T.
Master of Science (M.S.)
College of Arts and Sciences
Length of Campus-only Access
Masters Thesis (Open Access)
Colon, Cesar, "Part I: The Synthesis of New Potential Insecticides. Part II: New Aromatic Nucleophililic Subsitution Reactions, Fluoroalkoxylation and N,N-Dimethylamination" (1983). Retrospective Theses and Dissertations. 674.