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2005
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In the Laboratory
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Capillary Electrophoresis Analysis of Substituted Benzoic Acids. An Experiment for the Organic Synthesis Laboratory
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Nancy S. Mills, John D. Spence, and Michelle M. Bushey
Department of Chemistry, Trinity University, San Antonio, TX 78212-7200
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August 2005
Vol. 82 No. 8
p. 1226
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| Abstract |
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Capillary electrophoresis is gradually working its way into the undergraduate
laboratory curriculum. Typically, experiments utilizing this technology have
been introduced into analytical or instrumental courses. We have introduced
an experiment into the organic chemistry sequence, in the synthesis laboratory,
that utilizes capillary electrophoresis to evaluate the pKa shift
on a series of student-prepared substituted benzoic acids. The pKa shift
is examined in reference to the electrophoretic-migration behavior of benzoic
acid and is a result of the electron-withdrawing or electron-donating characteristics
of the substituent. This strategy allows us to increase the exposure of students
to modern methods of separation. We are using repeated exposure to increase
students' knowledge of separation strategies and techniques. Through this process
students will gain a better, fuller understanding of CE than they would have
with a single exposure in the analytical or instrumental laboratory. In our
curriculum, this is the second time students work with capillary electrophoresis,
and it occurs in the second-year laboratory.
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| Supplement |
The student handout, modified for use at other institutions, and mass spectra, 1H NMR and IR spectra of various compounds, are available.
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 Contents |
JCE2005p1226W.doc (Microsoft Word)
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| Download |
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| More Information |
Citation |
Mills, Nancy S.; Spence, John D.; Bushey, Michelle M. J. Chem. Educ. 2005 82 1226.
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Keywords |
Analytical Chemistry; Electrophoresis; Grignard Reagents; Hands-On Learning / Manipulatives; Instrumental Methods; Laboratory Instruction; Organic Chemistry; Second-Year Undergraduate; Separation Science; Synthesis
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History |
Created:
Last Updated: |
July 5, 2005
July 12, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
2005
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August
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1226
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