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  Home > JCE Print > Journal of Chemical Education > Issues > 2005  > April  >
In the Laboratory
The Microscale Laboratory
Synthesis of Meso-Octamethylporphyrinogen: An Undergraduate Laboratory Mini-Scale Experiment in Organic Heterocyclic Chemistry
Abilio J. F. N. Sobral
Department of Chemistry, FCTUC, University of Coimbra, 3004-535 Coimbra, Portugal
Cover
April 2005
Vol. 82 No. 4
p. 618
Abstract
In this laboratory experiment, students synthesize and investigate the properties of a stable porphyrinogen. Porphyrinogens are an important class of porphyrin precursors as well as important macrocycles for the preparation of coordination compounds. The acid-catalyzed cyclization of pyrrole and acetone uses common, inexpensive reagents to afford the meso-octamethylporphyrinogen in a near-analytical grade in one step, directly from the reaction medium.
Supplement
Detailed student procedures, postlab questions and answers, instructors notes with comments on the experiment, reagent and product’s CAS number and RyS phrases, elemental analysis, MS, 1H NMR, 13C NMR, and FTIR spectra are available.
*  Contents JCE2005p0618W.doc (Microsoft Word)
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JCE2005p0618W.pdf

JCE2005p0618W.zip
More Information
*  Citation
 Sobral, Abilio J. F. N. J. Chem. Educ. 2005 82 618.
*  Keywords
 Heterocycles; Organic Chemistry; Organic Synthesis
*  History
 Created:
Last Updated:		 March 4, 2005
March 14, 2005
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