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A Microscale Heck Reaction In Water

A Microscale Heck Reaction In Water
Contributors
logo with green flask with green gem superimposed on part of flask
Summary
This laboratory experiment features the palladium-catalyzed Heck synthesis of (E)-4-acetylcinnamic acid from 4-iodoacetophenone and acrylic acid by mid-level undergraduates. Traditional Heck reaction organic solvents (e.g. acetonitrile) and base (e.g. triethylamine) are replaced by water and sodium carbonate respectively. This approach introduces fundamentals of green chemistry (aqueous and catalytic reactivity) to students whilst highlighting contemporary research via an industrially important reaction.

Supplemental materials include (a) laboratory notes for students, (b) additional notes for instructors, and (c) spectroscopic information and physical data.

Summary prepared for the original GEMs database July 2008 by Andrew P. Dicks, Department of Chemistry at the University of Toronto.

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Moderation state
Published
Object Type
Laboratory experiment
Journal articles
Audience
Introductory Undergraduate
Upper/Advanced Undergraduate
Published on
Green Chemistry Principles
Waste Prevention
Atom Economy
Safer Solvents and Auxiliaries
Design for Energy Efficiency
Reduce Derivatives
Learning Goals/Student Objectives
See published journal article.

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Safety Precautions, Hazards, and Risk Assessment
See published journal article.