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.
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