The scope of microwave induced synthesis of various cyclic compounds was investigated and considerably expanded. The advantages of this synthetic method were clearly demonstrated when compared to conventional heating methods of organic synthesis. The exposure of organic compounds to continual Ultraviolet (UV) radiation damages the materials and reduces their chemical and physical properties and in most cases irreversibly and this is not only a concern for industry but for consumers as well. Particularly prevalent are incidences of skin cancer now linked to UV radiation. Research efforts are directed towards finding cheap and efficient UV-absorbers to protect such light sensitive materials. Phenyl salicylates and hydroxybenzophenones constitute families of UV-absorber compounds, and this has necessitated this research. The condensation of differently substituted phenols with salicylic acid, catalyzed by either phosphoric acid (PPA), POCl3/ZnCl2 or ZnCl2 afforded the anticipated phenolic type UV -absorber molecules such as phenyl salicylate, 4-hydroxyphenyl-2-hydroxybenzoate, 2,3-dihydroxyphenyl-2-hydroxyphenylbenzoate, 3-hydroxyphenyl-2-hydroxybenzoate, (2,4-dihydroxyphenyl)(2-hydroxyphenyl)methanone, (2,3-dihydroxyphenyl)(2-hydroxyphenyl) methanone and 1,3-dihydroxyxanthone. PPA proved to be a more efficient catalyst for the condensation of salicylic acid with phenol, hydroquinone, pyrogallol and catechol while POCl3/ZnCl2 gave higher yields for resorcinol and phloroglucinol. In all cases, ZnCl2 alone did not show significant yield enhancement. The second part of this research work describes a convenient one-pot synthesis of NMethyl-2-pyrrolidone (NMP) an important industrial solvent by a conventional heating process and by microwave irradiation. The intermediate N-Methyl-hydroxybutyramide formed from the exothermic reaction of =-butyrolactone with aqueous monomethylamine, underwent an intramolecular condensation reaction catalyzed by highly active copper powder to form the anticipated product in very good yields.
| Identifer | oai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:wsu/vital:18488 |
| Date | January 2011 |
| Creators | Ndebvu, Rumbidzayi |
| Publisher | Walter Sisulu University, Faculty of Science, Engineering and Technology |
| Source Sets | South African National ETD Portal |
| Language | English |
| Detected Language | English |
| Type | Thesis, Masters, MSc |
| Format | xiv, 62 leaves, pdf |
| Rights | Walter Sisulu University |
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