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

White, Kevin Michael

Abstract Details

2008, Master of Science in Chemistry, Youngstown State University, Department of Chemistry.
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.
John Jackson, PhD (Advisor)
Peter Norris, PhD (Committee Member)
Howard Mettee, PhD (Committee Member)
122 p.

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Citations

  • White, K. M. (2008). Synthesis and Reactions of bis(2,2,2-Trifluoroethyl)-β-Ketophosphonates [Master's thesis, Youngstown State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1220828375

    APA Style (7th edition)

  • White, Kevin. Synthesis and Reactions of bis(2,2,2-Trifluoroethyl)-β-Ketophosphonates. 2008. Youngstown State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ysu1220828375.

    MLA Style (8th edition)

  • White, Kevin. "Synthesis and Reactions of bis(2,2,2-Trifluoroethyl)-β-Ketophosphonates." Master's thesis, Youngstown State University, 2008. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1220828375

    Chicago Manual of Style (17th edition)