Title

Introduction of a Simple Experiment for the Undergraduate Organic Chemistry Laboratory Demonstrating the Lewis Acid and Shape Selective Properties of Zeolite Na-Y

Document Type

Article

Publication Date

9-2017

Publication Source

Journal of Chemical Education

Volume

94

Issue

9

Inclusive pages

1343-1346

DOI

10.1021/acs.jchemed.6b00662

Publisher

American Chemical Society

ISBN/ISSN

00219584

Abstract

A simple, inexpensive, discovery-based experiment for undergraduate organic laboratories has been developed that demonstrates the Lewis acid and shape-selective properties of zeolites. Calcined zeolite Na-Y promotes the electrophilic aromatic bromination of toluene with a significantly higher para/ortho ratio than observed under conventional conditions. The experiment can be completed in one three-hour laboratory period. The zeolite can be recovered and regenerated for later reuse. A broad range of organic course topics from orientation in electrophilic aromatic substitution to photochemistry can be discussed.

Keywords

Aromatic Compounds, Electrophilic Substitution, Green Chemistry, Instrumental Methods, Laboratory Instruction, Lewis Acids/Bases, Molecular Properties/Structure, Organic Chemistry, Second-Year Undergraduate

Disciplines

Chemistry

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