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Capillary Electrophoresis Analysis of Substituted Benzoic Acids. An Experiment for the Organic Synthesis Laboratory
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Abstract
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.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Laboratory InstructionKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
SynthesisCiting Articles
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This article has been cited by 3 ACS Journal articles (3 most recent appear below).
A Student-Made Microfluidic Device for Electrophoretic Separation of Food Dyes
Saowapak Teerasong and Robert L. McClainJournal of Chemical Education2011 88 (4), 465-467A Student-Made Microfluidic Device for Electrophoretic Separation of Food Dyes
Saowapak Teerasong and Robert L. McClainJournal of Chemical Education2011 88 (4), 465-467We have developed an undergraduate laboratory activity to introduce students to microfluidics. In the activity, each student constructs their own microfluidic device using simple photolithographic techniques and then uses the device to separate a food dye ...
Capillary Electrophoresis: Focus on Undergraduate Laboratory Experiments
Lisa A. HollandJournal of Chemical Education2011 88 (3), 254-256Capillary Electrophoresis: Focus on Undergraduate Laboratory Experiments
Lisa A. HollandJournal of Chemical Education2011 88 (3), 254-256Capillary electrophoresis is a versatile technique well suited to teach concepts that are fundamental to a chemistry degree program. The applicability of capillary electrophoresis to metabolites, DNA, proteins, pharmaceutical compounds, environmental ...
The Question-Driven Laboratory Exercise: A New Pedagogy Applied to a Green Modification of Grignard Reagent Formation and Reaction
Jennifer M. Teixeira, Jessie Nedrow Byers, Marilu G. Perez and R. W. HolmanJournal of Chemical Education2010 87 (7), 714-716The Question-Driven Laboratory Exercise: A New Pedagogy Applied to a Green Modification of Grignard Reagent Formation and Reaction
Jennifer M. Teixeira, Jessie Nedrow Byers, Marilu G. Perez and R. W. HolmanJournal of Chemical Education2010 87 (7), 714-716Experimental exercises within second-year-level organic laboratory manuals typically involve a statement of a principle that is then validated by student generation of data in a single experiment. These experiments are structured in the exact opposite ...
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- Received: August 03, 2009
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