Keywords
Organic Chemistry, Insecticides, Organic compounds, 2, 5-diaryl-1, 3, 4-oxadiazoles, 4-dichlorobenzoic acid derivatives, Monoacylhydrazine and diacylhydrazine formation, Nitration and reduction methods, NMR and infrared spectroscopy characterization
Abstract
This report regards the research conducted in the synthesis of 2,5-disubstituted-1,3,4-oxadiazoles as potential insecticides which are closely related to the known insecticide DOWCO 416R, 2,5-bis(2,4-dichlorophenyl)-1,3,4-oxadiazole. The following compounds were synthesized: 2-(2,4-dichloro-5-nitrophenyl)-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole, (2-(2,4-dichloro-5-nitrophenyl)-5-phenyl-1,3,4-oxadiazole, 2-(2,4-dichloro-5-aminophenyl)-5-aminophenyl)-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole and 2-(2,4-dichloro-5-aminophenyl)-5-phenyl-1,3,4-oxadiazole.
From the commercially available starting material, 2, 4-dichlorobenzoic acid, preparation of the above compounds involved nitration, reduction, esterification, preparation of monoacylhydrazines, preparation of substituted diacylhydrazines and preparation of 2, 5-disubstituted-1, 3, 4-oxadiazoles. All these compounds were characterized via NMR and infrared spectroscopy. In addition, this report includes discussion and recommendations concerning the experimental procedures and conditions for the preparation of these compounds.
Notes
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Graduation Date
1983
Advisor
Mattson, Guy C.
Degree
Master of Science (M.S.)
College
College of Arts and Sciences
Degree Program
Industrial Chemistry
Format
Pages
30 pages
Language
English
Rights
Public Domain
Length of Campus-only Access
None
Access Status
Masters Thesis (Open Access)
Identifier
DP0014092
Subjects
Pesticides--Synthesis; Insecticides--Research; Organonitrogen compounds--Synthesis; Insecticides--Analysis; Pesticides--Research
STARS Citation
Dobe, Joachim D., "Preparation of 2,5-Diaryl-1,3,4-Oxadiazoles" (1983). Retrospective Theses and Dissertations. 676.
https://stars.library.ucf.edu/rtd/676
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