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Microwave-Assisted Organic Synthesis in the Organic Teaching Lab: A Simple, Greener Wittig Reaction
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Abstract
A greener, microwave-assisted Wittig reaction has been developed for the second-semester organic teaching laboratory. Utilizing this microwave technique, a variety of styrene derivatives have been successfully synthesized from aromatic aldehydes in good yields (41–68%). The reaction not only occurs under neat reaction conditions, but also employs an inexpensive, non-pyrophoric base and readily available glassware. The average reaction times have been reduced to a matter of minutes rather than the hours typical of literature procedures. This method will therefore provide a quick and easy example of a Wittig reaction that can be accomplished in any undergraduate organic lab. The mixture of cis and trans alkenes produced by this method also provides instructors with opportunities to emphasize spectroscopic analysis of product mixtures.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Organic ChemistryKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
Aldehydes / KetonesCiting Articles
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This article has been cited by 5 ACS Journal articles (5 most recent appear below).
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JCE Classroom Activity #105. A Sticky Situation: Chewing Gum and Solubility
Ingrid Montes-González, Jose A. Cintron-Maldonado, Ilia E. Pérez-Medina, Verónica Montes-Berríos and Saurie N. Román-LópezJournal of Chemical Education2010 87 (4), 396-397JCE Classroom Activity #105. A Sticky Situation: Chewing Gum and Solubility
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- Received: August 03, 2009
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