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Synthesis and Separation of a Diastereomeric Sulfonium Ion by Capillary Zone Electrophoresis
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Abstract
An undergraduate laboratory exercise utilizing capillary zone electrophoresis in the analysis of the student-synthesized sulfonium ion sec-butylmethyl-p-tolylsulfonium tetrafluoroborate is presented. The sulfonium ion contains two stereogenic centers and thereby yields four optical isomers. Sulfated cyclodextrin is used as the buffer modifier to achieve chiral separation. Additionally, the NMR spectrum for this compound is presented and discussed.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Analytical ChemistryKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
ElectrophoresisCiting Articles
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This article has been cited by 7 ACS Journal articles (5 most recent appear below).

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 ...

Weak Acid pKa Determination Using Capillary Zone Electrophoresis
Mike SolowJournal of Chemical Education2006 83 (8), 1194Weak Acid pKa Determination Using Capillary Zone Electrophoresis
Mike SolowJournal of Chemical Education2006 83 (8), 1194This article describes a general chemistry experiment designed to measure the pKa of benzoic acid using capillary zone electrophoresis. Despite the fact that modern biology relies so heavily on this analytical technique, students get very little ...

Capillary Electrophoresis Analysis of Substituted Benzoic Acids. An Experiment for the Organic Synthesis Laboratory
Nancy S. Mills , John D. Spence and Michelle M. BusheyJournal of Chemical Education2005 82 (8), 1226Capillary Electrophoresis Analysis of Substituted Benzoic Acids. An Experiment for the Organic Synthesis Laboratory
Nancy S. Mills , John D. Spence and Michelle M. BusheyJournal of Chemical Education2005 82 (8), 1226Capillary 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 ...

Capillary Electrophoresis Analysis of Cations in Water Samples. An Experiment for the Introductory Laboratory
Christopher J. Pursell , Bert Chandler and Michelle M. BusheyJournal of Chemical Education2004 81 (12), 1783Capillary Electrophoresis Analysis of Cations in Water Samples. An Experiment for the Introductory Laboratory
Christopher J. Pursell , Bert Chandler and Michelle M. BusheyJournal of Chemical Education2004 81 (12), 1783Capillary electrophoresis is gradually working its way into the undergraduate laboratory curriculum. Typically, experiments utilizing this newer technology have been introduced into analytical or instrumental courses. We have introduced an experiment into ...

Determination of a Diffusion Coefficient by Capillary Electrophoresis. An Experiment for the Physical and Biophysical Chemistry Laboratories
Kathryn R. Williams , Bhavin Adhyaru , Igor German and Thomas RussellJournal of Chemical Education2002 79 (12), 1475Determination of a Diffusion Coefficient by Capillary Electrophoresis. An Experiment for the Physical and Biophysical Chemistry Laboratories
Kathryn R. Williams , Bhavin Adhyaru , Igor German and Thomas RussellJournal of Chemical Education2002 79 (12), 1475Students measure the diffusion coefficient of dopamine (3-hydroxytyramine) by capillary electrophoresis using three evaluation methods: single-point, graphical, and stopped migration. The experiment combines instruction of modern instrumentation with the ...
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- Received: August 03, 2009
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