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The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 22 (2017) pp 77-79

IBX Oxidation for the Undergraduate Organic Chemistry Laboratory

Jesse D. More*, Joshua Dumbroff, Elise M. Heiss, and Andrew Hantel

Department of Chemistry, Loyola University Maryland, Baltimore, MD 21210,
Received March 6, 2017. Accepted April 7, 2017.

Published: 9 May 2017

Abstract. This manuscript describes an experiment suitable for sophomore or advanced organic chemistry students involving the oxidation of piperonyl alcohol to piperonal using the hypervalent iodine oxidizing agent IBX (o-iodoxybenzoic acid). The reaction is simple to carry out in one lab period, and gives the product in good yield and purity without purification.

Key Words: Laboratories and Demonstrations; organic chemistry

(*) Corresponding author. (E-mail:

Article in PDF format (432 KB) HTML format

Supporting Materials:

Notes for the instructor, a photograph of the product, a lab handout with student instructions, pre-lab and post-lab questions, NMR spectra of the product piperonal. (982 KB)

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