Synthesis and Separation of a Diastereomeric Sulfonium Ion by Capillary Zone Electrophoresis

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...

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Bibliographic Details
Published inJournal of chemical education Vol. 75; no. 12; p. 1590
Main Authors Valenzuela, Francisco A, Green, Thomas K, Dahl, Darwin B
Format Journal Article
LanguageEnglish
Published Easton Division of Chemical Education 01.12.1998
American Chemical Society
Subjects
Academic Achievement
Capillary zone
Chemical synthesis
Chemistry
Climate
Educational Environment
Electrophoresis
Instrumentation
Ions
Laboratory Experiments
Literature Reviews
Organic Chemistry
Quality Control
Research Methodology
Science education
Undergraduate Students
Western Kentucky
United States > US
Second-Year Undergraduate
Hands-On Learning / Manipulatives
Electrophoresis
Analytical Chemistry
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Summary: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.
ISSN:0021-9584
1938-1328
DOI:10.1021/ed075p1590