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Abstract by Siyeon (Sia) Im

Personal Infomation


Presenter's Name

Siyeon (Sia) Im

Degree Level

Undergraduate

Co-Authors

Mary Jackman

Abstract Infomation


Department

Chemistry and Biochemistry

Faculty Advisor

Steven Castle

Title

Fragmentation of oxime ether rings

Abstract

By subjecting a cyclic oxime ether to microwave irradiation, fragmentation of the oxime ether ring can be induced in order to to generate a cyanide and a primary radical. Radical traps such as TEMPO and isopropyl iodide can be used in the iminyl radical fragmentation, installing oxygen- and iodine-containing functional groups. Oxygen, carbon, and nitrogen donating radicals are used to create C-C bonds, C-O bonds, and C-N bonds. Methanol, trifluoro-toluene, and acetonitrile each give 80% or higher yields of the nitrile product. Acetonitrile yields the highest percent yield (94%) due to its polarity. Thus, we will use acetonitrile for our primary solvent. Various radical traps and different oxime ethers will continue to be explored in our further studies of this fragmentation.