You are here

FAU Collections » FAU Research Repository » FAU College Collections » Harriet L. Wilkes Honors College » Honors Student Theses

Phase-vanishing reactions with PTFE (teflon) as a phase screen

Download pdf | Full Screen View

Date Issued:
2010
Summary:
Phase-vanishing reactions are triphasic reactions that involve a reagent, a liquid perfluoroalkane, and a substrate. In a phase-vanishing reaction with PTFE (polytetrafluoroethylene) tape as the phase screen instead of a liquid perfluoroalkane, there is no limitation related to the density of a phase, and the denser phase can be in the top layer. Additionally, PTFE tape is inexpensive, easy to use, and reusable. In this work we qualitatively described PTFE tape's thickness, stretching characteristics, and permeability. We investigated the phase-vanishing PTFE method's usefulness both in known transformations and also in a novel nucleophile-assisting leaving group (NALG) reaction with menthol, thionyl bromide, and zirconium(IV) chloride. We successfully used PTFE tape as a phase screen in bromination, bromolactonization, esterification, chemiluminescence, and tandem bromination/esterification phase-vanishing reactions. We found that the PTFE tape is an effective phase screen and useful in performing a slow addition of a reagent.
Title: Phase-vanishing reactions with PTFE (teflon) as a phase screen.
127 views
50 downloads
Name(s): Van Zee, Nathan J.
Harriet L. Wilkes Honors College
Type of Resource: text
Genre: Thesis
Issuance: multipart monograph
Date Issued: 2010
Publisher: Florida Atlantic University
Physical Form: electronic resource
Extent: ix, 42 p. : ill.
Language(s): English
Summary: Phase-vanishing reactions are triphasic reactions that involve a reagent, a liquid perfluoroalkane, and a substrate. In a phase-vanishing reaction with PTFE (polytetrafluoroethylene) tape as the phase screen instead of a liquid perfluoroalkane, there is no limitation related to the density of a phase, and the denser phase can be in the top layer. Additionally, PTFE tape is inexpensive, easy to use, and reusable. In this work we qualitatively described PTFE tape's thickness, stretching characteristics, and permeability. We investigated the phase-vanishing PTFE method's usefulness both in known transformations and also in a novel nucleophile-assisting leaving group (NALG) reaction with menthol, thionyl bromide, and zirconium(IV) chloride. We successfully used PTFE tape as a phase screen in bromination, bromolactonization, esterification, chemiluminescence, and tandem bromination/esterification phase-vanishing reactions. We found that the PTFE tape is an effective phase screen and useful in performing a slow addition of a reagent.
Identifier: 779618170 (oclc), 3335453 (digitool), FADT3335453 (IID), fau:1409 (fedora)
Note(s): by Nathan J. Van Zee.
Thesis (B.A.)--Florida Atlantic University, Honors College, 2010.
Includes bibliography.
Electronic reproduction. Boca Raton, Fla., 2010. Mode of access: World Wide Web.
Subject(s): Free radicals (Chemistry)
Reflectance spectroscopy
Fluorine compounds
Polytetrafluoroethylene
Chemistry, Analytic -- Quantitative
Held by: FBoU FAUER
Persistent Link to This Record: http://purl.flvc.org/FAU/3335453
Use and Reproduction: Copyright © is held by the author, with permission granted to Florida Atlantic University to digitize, archive and distribute this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires permission of the copyright holder.
Host Institution: FAU

In Collections