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University of Illinois at Urbana-Champaign

A Quantitative Analysis of Solvent Effects on Keto-Enol Tautomeric Equilibria

Abstract

dc:description

Solvent dependent tautomeric equilibria of dimedone, 2-methyl-1,3-cyclohexanedione, anthrone, acetylacetone, ethyl acetoacetate and 3-oxabicyclo{4.3.0}-2,9-dioxononane, representative of the major classes of (beta)-dicarbonyl and phenolic tautomeric equilibria, are determined in a variety of solvents by high dilution FT NMR and UV studies. O-Methylated enol ethers are used as models for the ultraviolet chromophores of dimedone and 2-methyl-1,3-cyclohexanedione, and a comparison is made to NMR results on these systems. Temperature studies are performed to examine trends in (DELTA)H('0) and (DELTA)S('0) in the different systems.

Degree

thesis:*
Name thesis:degree_name
Ph.D.
Level thesis:degree_level
Dissertation
Discipline thesis:degree_discipline
Chemistry
Grantor
University of Illinois at Urbana-Champaign
Year dc:date
2014

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Mills, Sander Gilbert

Subjects

dc:subject × 1

Identifiers

dc:identifier.*
Identifier
(UMI)AAI8410000
OAI identifier oai:identifier
oai:www.ideals.illinois.edu:2142/70246

Chain of custody

source
Harvested from
University of Illinois - Urbana-Champaign
Base URL
www.ideals.illinois.edu/oai-pmh
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
citation

Mills, Sander Gilbert. A Quantitative Analysis of Solvent Effects on Keto-Enol Tautomeric Equilibria. Dissertation thesis, University of Illinois at Urbana-Champaign, 2014. http://hdl.handle.net/2142/70246