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Physical Sciences and Mathematics

Butler University

2004

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Solvent-Free Conversion Of Alpha-Naphthaldehyde To 1-Naphthoic Acid And 1-Naphthalenemethanol: Application Of The Cannizzaro Reaction, John J. Esteb, Keith M. Glogorich, Stacey A. O'Reilly Jan 2004

Solvent-Free Conversion Of Alpha-Naphthaldehyde To 1-Naphthoic Acid And 1-Naphthalenemethanol: Application Of The Cannizzaro Reaction, John J. Esteb, Keith M. Glogorich, Stacey A. O'Reilly

Scholarship and Professional Work - LAS

The Cannizzaro reaction is routinely covered in organic textbooks, but owing to the shortage of suitable procedures for the undergraduate teaching laboratory, this reaction is seldom performed in a first-year organic chemistry class. In this experiment, powdered potassium hydroxide and α-naphthaldehyde are heated under solvent-free conditions to produce 1-naphthoic acid and 1-naphthalenemethanol in 86% and 79% yields, respectively. The solvent-free nature of this procedure greatly reduces the quantity of waste generated by students relative to the typical solvent-based method of preparation. Note:Link is to the article in a subscription database available to users affiliated with Butler University. Appropriate login information …


Simple Epoxide Formation For The Organic Laboratory Using Oxone, John J. Esteb Jan 2004

Simple Epoxide Formation For The Organic Laboratory Using Oxone, John J. Esteb

Scholarship and Professional Work - LAS

We present an epoxide formation experiment for a second-semester organic chemistry laboratory. This oxidation utilizes Oxone, a commercially available oxidizing agent, in the industrially relevant process of epoxide formation. The oxidant performing the oxidation is dimethyldioxirane, which is formed in situ. This experiment demonstrates a simple synthesis of an epoxide and formation of a secondary oxidizing agent.


Cautionary Comments (Author Response), John J. Esteb, Anne M. Wilson Jan 2004

Cautionary Comments (Author Response), John J. Esteb, Anne M. Wilson

Scholarship and Professional Work - LAS

Reply to concerns about a safety factor in the paper, “A Solvent-Free Oxidation of Alcohols in an Organic Laboratory."