Green Multicomponent Reaction for the Organic Chemistry Laboratory. The Aqueous Passerini Reaction.
Document Type
Article
Date of Original Version
9-1-2009
Department
Chemistry
Abstract
Water is the ideal green solvent for organic reactions. However, most organic molecules are insoluble in it. Herein, we report a laboratory module that takes advantage of this property. The Passerini reaction, a three-component coupling involving an isocyanide, aldehyde, and carboxylic acid, typically requires ~ 24 h reaction times in organic solvents, but produces a quantitative conversion and yield in < 30 min when performed in water. This rate enhancement allows the Passerini reaction to be easily adapted for use in a second-year organic laboratory course. Additionally, the incorporation of this laboratory module facilitates discussions of both green chemistry and combinatorial chemistry in the curriculum.
Citation/Publisher Attribution
Hooper, M. M., & DeBoef, B. (2009). A Green Multicomponent Reaction for the Organic Chemistry Laboratory. The Aqueous Passerini in Reaction. Journal of Chemical Education, 86(9), 1077. doi: 10.1021/ed086p1077
Available at: http://dx.doi.org/10.1021/ed086p1077
Terms of Use
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