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ASOR FINAL 8-6-2020 with cert.pdf (1.27 MB)

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Attempted One Pot Synthesis of Carbamates of Carboxylic Acids via Curtius Rearrangement

Asor, Angela
http://rave.ohiolink.edu/etdc/view?acc_num=ysu1597093471732878

Abstract Details

2020, Master of Science in Chemistry, Youngstown State University, Department of Chemistry.
This thesis reports the attempted synthesis of carbamates from carboxylic acids via Curtius rearrangement of acyl azide intermediates. Successful synthesis of carbamates of some common alcohols such as ethanol, isopropyl alcohol and cholesterol were achieved adopting the use of diphenyl phosphoryl azide as the azide substrate. The products were confirmed by infra-red spectroscopy, proton nuclear magnetic resonance (1H) and carbon-13 nuclear magnetic resonance (13C). A possible double Curtius rearrangement reaction and product was observed using terephthalic acid as the carboxylic acid and this was confirmed with infra-red spectroscopy and nuclear magnetic resonance as well. Less toxic azides used could not be proven to have worked or not due to the insufficient data obtained from their reactions.
Peter Norris, PhD (Advisor)
John A. Jackson, PhD (Committee Member)
Nina Stourman, PhD (Committee Member)
82 p.
Chemistry; Organic Chemistry
Azides, Synthesis, Carbamates, One Pot

Recommended Citations

Citations

  • Asor, A. (2020). Attempted One Pot Synthesis of Carbamates of Carboxylic Acids via Curtius Rearrangement [Master's thesis, Youngstown State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1597093471732878

    APA Style (7th edition)

  • Asor, Angela. Attempted One Pot Synthesis of Carbamates of Carboxylic Acids via Curtius Rearrangement. 2020. Youngstown State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ysu1597093471732878.

    MLA Style (8th edition)

  • Asor, Angela. "Attempted One Pot Synthesis of Carbamates of Carboxylic Acids via Curtius Rearrangement." Master's thesis, Youngstown State University, 2020. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1597093471732878

    Chicago Manual of Style (17th edition)

ysu1597093471732878
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This open access ETD is published by Youngstown State University and OhioLINK.