Portland State University. Department of Chemistry
Alfred S. Levinson
Date of Award
Master of Science (M.S.) in Chemistry
1 online resource (65 p.)
O-methyl podocarpinitrile oxide, Nitrile oxides, Photochemistry
The photolytic reaction of 0-methyl podocarpinitrile oxide to yield the δ-lactam (shown below) was studied under various conditions such as: solvent (hexane, methanol), mercury lamp wattage (lOOW, 450W), filter (Pyrex, Corex, Vycor), and additives (dichloromethane, hexafluorobenzene). The reactions were analyzed with IR, NMR and HPLC. Preparative medium pressure liquid chromatography and TLC were used in the δ-lactam isolation. The conditions resulting in the optimum yield of δ-lactam were determined. The photolytic stability of the δ-lactam under the conditions in which it was formed indicated that it was relatively stable only in hexane.
Hunter, Dianne Marie, "A study of the photolysis of O-methyl podocarpinitrile oxide" (1980). Dissertations and Theses. Paper 2962.