A Green Electrophilic Aromatic Iodination

Carl S. Lecher adapted from Ken Doxsee and Jim Hutchison, Green Organic Chemistry: Strategies, Tools, and Laboratory Experiments, Brooks/Cole 2004.
Author institution: 
Marian University Indianapolis

Aromatic halogenation is an important tool for the conversion of aromatic compounds into specific compounds of interest or importance. This laboratory investigates the iodination of vanillin using household bleach in aqueous ethanol. The reaction conditions used in this laboratory are superior to traditional routes: less hazardous oxidizing agent - NaOCl vs. nitric acid and the use of ethanol, a relatively benign solvent. Used in 2nd semester organic lab.

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