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Date of Award
4-24-2015
Document Type
Thesis-ISU Access Only
Degree Name
Master of Science (MS)
Department
Department of Chemistry
First Advisor
Richard W. Nagorski
Abstract
Prior research within the group on N-(hydroxybenzyl)acetamides showed an unexpected break in the Hammet plot for one of the constants of the hydroxide dependent breakdown. In order to determine the origin and structural breadth that resulted in the break in the Hammet plot, a new set a compounds have been synthesized. The N-(α-Hydroxybenzyl)benzamide derivatives were synthesized via a three part synthesis. These novel compounds were purified and fully characterized.
Upon synthesis kinetic studies of the carbinolamides performed in water as a function of pH. Analysis of the data and construction of Hammet plots showed similar results to previous studies including the anomaly observed in the hydroxide dependant breakdown.
Recommended Citation
Tyminski, Kurt Scott, "Kinetic and Mechanistic Effects of Substituents on the Aldehyde Portion of N- ( Hydroxybenzyl ) Benzamides" (2015). Theses and Dissertations. 639.
https://ir.library.illinoisstate.edu/etd/639
DOI
http://doi.org/10.30707/ETD2015.Tyminski.K
Page Count
153
Comments
Imported from ProQuest Tyminski_ilstu_0092N_10537.pdf