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Synthesis and Reactions of bis(2,2,2-Trifluoroethyl)-β-Ketophosphonates

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Degree
Master of Science in Chemistry, Youngstown State University, Department of Chemistry, .
Abstract
The research contained herein is focused on a previously unreported synthesis of bis(2,2,2-trifluoroethoxy)-β-ketophosphonates via the hydration of the corresponding bis(2,2,2-trifluoroethoxy) alkynylphosphonates. The first step was to prepare all starting materials, namely the bis(2,2,2-trifluoroethyl) alkynylphosphonates from the corresponding commercially available terminal alkynes and bis(2,2,2-trifluoethoxy) phosphorochloridate. The hydration of the bis(2,2,2-trifluoroethoxy) alkynylphosphonates to yield the desired products was accomplished using mercury sulfate and 10% sulfuric acid. 2,2,2-Trifluoethanol was used as the solvent. The use of these β-keto phosphonates in the Horner-Wadsworth-Emmons reaction was also examined.
Subject Headings
Chemistry
Keywords
organic chemistry; phosphonates; organophosphorus
Committee / Advisors
John Jackson, PhD (Advisor)
Peter Norris, PhD (Committee Member)
Howard Mettee, PhD (Committee Member)
Pages
xii, 122 p.

Document number: ysu1220828375
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