|
|
| Home > JCE Print > Journal of Chemical Education > Issues >
2000
>
March
> |
|
In the Laboratory
|
|
|
|
Multicomponent Reactions: A Convenient Undergraduate Organic Chemistry Experiment
|
Ricardo Bossio, Stefano Marcaccini, and Roberto Pepino
CNR, Dipartimento di Chimica Organica Ugo Schiff, Univerità di Firenze,
Via Gino Capponi 9, I-50121 Firenze, Italy
Carlos F. Marcos
Departamento de Química Orgánica, Facultad de Veterinaria, Universidad de
Extremadura, Avenida de la Universidad s/n, E-10071 Caceres, Spain
|
|
March 2000
Vol. 77 No. 3
p. 382
|
|
|
|
| Abstract |
|
We present two experiments for the synthesis of, respectively, a ß-lactam and a succinimide, based
on a 4-component Ugi condensation. The experimental procedures for both syntheses are identical
except for the choice of the starting amine, whose electron richness is controlled by the presence
or absence of an electron-withdrawing group. Analysis of the reaction mechanisms exemplifies the
importance of electronics in the pathway the reaction takes and, therefore, in the nature of the
products.
All the reactions involved are high yielding and easy to carry out, and the products can be
directly isolated with a good degree of purity with no need of further manipulation.
1H NMR and IR spectra show characteristic signals of the products, and their study
constitutes an interesting problem of structural elucidation.
|
| Supplement |
Experimental notes, safety information, IR and NMR spectra are included.
|
 Contents |
|
| Download |
|
|
| More Information |
Citation |
Bossio, Ricardo; Marcaccini, Stefano; Marcos, Carlos F.; Pepino, Roberto. J. Chem. Educ. 2000 77 382.
|
Keywords |
Organic Chemistry; Synthesis; Drugs / Pharmaceuticals; NMR Spectrometry; IR Spectroscopy
|
History |
Created:
Last Updated: |
February 14, 2000
August 31, 2005
|
|
|
|
|
|
| Home > JCE Print > Journal of Chemical Education > Issues >
2000
>
March
> Page
382
|
|
|
| JCE HS CLIC |
|
Our Secondary School editors work hard to distill all the JCE materials to produce a fraction of particular interest to high school teachers. We call it CLIC.
|
| Contributions Welcome |
| JCE welcomes your submission |
| Advertisers |
| In recent years we have worked hard to better match our advertisers with our readers. When shopping for chemistry education materials, visit our advertisers' WWW sites first. |
| Be An Ambassador |
| Take JCE along on your outreach missions. Copies of the Journal, guest access to JCE Online, our publications catalog, and more are available for your participants. |
|
