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2004
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In the Laboratory
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Synthesis of Chemiluminescent Esters: A Combinatorial Synthesis Experiment for Organic Chemistry Students
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Robert Duarte
Department of Math, Science and Technology, Farquhar School of Arts and Sciences, Nova Southeastern University, Fort Lauderdale, FL 33314
Janne T. Nielsen, and Veljko Dragojlovic
Oceanographic Center, Nova Southeastern University, Dania, FL 33004-3078
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July 2004
Vol. 81 No. 7
p. 1010
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| Abstract |
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In this laboratory exercise, a peroxyoxalate chemiluminescence experiment has been integrated with a combinatorial synthesis experiment. Students prepare a number of esters, in reactions between acyl chlorides and phenols, and test the compounds for chemiluminescence. If the experiment is parallel combinatorial synthesis, each student prepares one to two esters; if the experiment is mix-and-split combinatorial synthesis, each student prepares two mixtures of esters. Results from the entire class are combined, and based on the results, the students identify general structural features of an active (chemiluminescent) ester. In addition to rubrene, which emits the most intense light, a number of inexpensive fluorophores are suitable for this experiment including chlorophyll and anthracene. The laboratory exercise is suitable for introductory organic chemistry students and can be modified for more advanced students.
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| Supplement |
A handout for students, details of preparation, additional photographs, and information for instructors are available.
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 Contents |
JCE2004p1010W.doc (Microsoft Word)
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| Download |
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| More Information |
Citation |
Duarte, Robert; Nielsen, Janne T.; Dragojlovic, Veljko. J. Chem. Educ. 2004 81 1010.
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Keywords |
Excited States / Energy Transfer; Inquiry-Based / Discovery Method; Laboratory Instruction; Luminescence; Molecular Properties / Structure; Organic Chemistry; Organic Synthesis
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History |
Created:
Last Updated: |
May 27, 2004
January 19, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
2004
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July
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1010
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