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Spiro Oxadiazolines - Source of Cyclic Dioxa Carbenes

<p> It is known that alkoxyoxadiazolines undergo thermal decomposition to form carbenes via an ylide intermediate. This project involved the preparation and subsequent thermolysis of spirooxadiazolines of type 4.</p> <p> Spiro oxadiazoline (4) was prepared by oxidation of (3) with lead tetraacetate in dichloromethane. The first order rate constant for the thermolysis of 4b in benzene at 111°C is determined. The primary thermolysis products were found to be acetone, nitrogen and the cyclic dioxacarbene (5). Formation of (5) was confirmed by various trapping experiments. (See Diagram in Thesis)</p> / Thesis / Master of Science (MSc)

Identiferoai:union.ndltd.org:mcmaster.ca/oai:macsphere.mcmaster.ca:11375/19332
Date10 1900
CreatorsJose, Besy
ContributorsWarkentin, John, Chemistry
Source SetsMcMaster University
Languageen_US
Detected LanguageEnglish
TypeThesis

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