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ERIC Number: EJ921613
Record Type: Journal
Publication Date: 2011-Jan
Pages: 3
Abstractor: As Provided
Reference Count: 19
ISSN: ISSN-0021-9584
A Fluorogenic Aromatic Nucleophilic Substitution Reaction for Demonstrating Normal-Phase Chromatography and Isolation of Nitrobenzoxadiazole Chromophores
Key, Jessie A.; Li, Matthew D.; Cairo, Christopher W.
Journal of Chemical Education, v88 n1 p98-100 Jan 2011
Normal-phase chromatography is an essential technique for monitoring chemical reactions, identifying the presence of specific components, as well as the purification of organic compounds. An experiment to facilitate the instruction and understanding of the concepts behind normal-phase chromatography at the introductory and intermediate undergraduate organic chemistry levels is described. The experiment exploits a fluorogenic aromatic nucleophilic substitution (S[subscript N]Ar) reaction to allow thin-layer and flash chromatography to be performed using direct visualization and can also be used to demonstrate the influence of organic structure on observable bulk properties. Finally, the experiment provides an opportunity to teach microscale separations using flash chromatography and provides a convenient one-step nucleophilic aromatic substitution. (Contains 1 figure and 1 scheme.)
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A