McElrath, Eby2022-06-222022-06-22196813726173https://hdl.handle.net/10657/9879This work Is an extension of the study on the coumarone (I) and thianaphthene (II) systems previously investigated by Hanson and Ruchelman, (1), (2). The objectives of this research are: (1) to Investigate the aromatic properties of the coumarone and thianaphthene systems; (2) to Investigate the effects produced at a carboxyl group In the 2-posltlon of the heterocyclic ring by a substituent located In the benzene ring portion of the molecule; (3) to investigate the transmission of electronic effects through the oxygen and sulfur heteroatoms and compare their abilities to transmit these effects with the vinyl group, -CH=CH-, of completely carbocyclic systems; and (4) to develop and Improve the techniques of synthesis of the coumarones and thianaphthenes which were previously difficult to synthesize. The ionization constants of the methoxy substituted coumarllic acids and thianaphthene-2-carboxyllo acids were determined as well as the carbonyl stretching frequencies of the methyl esters of the acids. The data obtained was used in an attempt to provide answers to the objectives stated previously.application/pdfenThis item is protected by copyright but is made available here under a claim of fair use (17 U.S.C. Section 107) for non-profit research and educational purposes. Users of this work assume the responsibility for determining copyright status prior to reusing, publishing, or reproducing this item for purposes other than what is allowed by fair use or other copyright exemptions. Any reuse of this item in excess of fair use or other copyright exemptions requires express permission of the copyright holder.Thesisreformatted digital