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Improved Synthesis of Bis (2,2,2-trifluoroethyl) Phosphono Esters

Zaluski, Jordan A

Abstract Details

2016, Master of Science in Chemistry, Youngstown State University, Department of Chemistry.
The reaction of primary a-halo esters with potassium bis (2,2,2-trifluoroethyl) phosphite (prepared from bis (2,2,2-trifluoroethyl) phosphite, potassium hexamethyldisilazide, and 18-crown-6 in THF at -78 oC) results in formation of the corresponding bis (2,2,2-trifluoroethyl) phosphono esters in good yield (60-74%). Yields diminish significantly when secondary α-halo esters are employed (10-12%) due to steric factors. Reaction conditions were applied to primary alkyl halides and α-halo ketones for the synthesis of bis (2,2,2-trifluoroethyl) alkyl phosphonates and bis (2,2,2-trifluoroethyl) vinyl phosphates respectively.
John Jackson, PhD (Advisor)
Douglas Genna, PhD (Committee Member)
Brian Leskiw, PhD (Committee Member)
111 p.

Recommended Citations

Citations

  • Zaluski, J. A. (2016). Improved Synthesis of Bis (2,2,2-trifluoroethyl) Phosphono Esters [Master's thesis, Youngstown State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1471443290

    APA Style (7th edition)

  • Zaluski, Jordan. Improved Synthesis of Bis (2,2,2-trifluoroethyl) Phosphono Esters. 2016. Youngstown State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ysu1471443290.

    MLA Style (8th edition)

  • Zaluski, Jordan. "Improved Synthesis of Bis (2,2,2-trifluoroethyl) Phosphono Esters." Master's thesis, Youngstown State University, 2016. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1471443290

    Chicago Manual of Style (17th edition)