CHEMISTRY EDUCATION: RESEARCH AND PRACTICE IN EUROPE 2002, Vol. 3, No. 1, pp. 33-64	THE PRACTICE OF CHEMISTRY EDUCATION (REVIEW PAPER) Concepts

Saad MOULAY
Universite de Blida, Laboratoire de Chimie-Physique Moleculaire et Macromoleculaire, Institut de Chimie Industrielle (Algeria)

THE MOST WELL-KNOWN REARRANGEMENTS IN ORGANIC CHEMISTRY AT HAND

ABSTRACT: Rearrangement occurs in many organic reactions. Rearranged products result from the thermodynamic stability facet. The widely used rearrangements are those which take place on the carbonium ions. Wagner-Meerwein rearrangement is undoubtedly the best example of this kind. Rearrangements on heteroatoms such as oxygen and nitrogen in organic compounds are best illustrated by those of Hofmann and Beckmann. Cope and Claisen rearrangements are among the most well-known pericyclic reactions governed by the Woodward-Hoffmann rules. These reactions are decribed in detail here, while the rest are compiled in tables. Few industrial applications of crucial rearrangements are importantly outlined. [Chem. Educ. Res. Pract. Eur.: 2002, 3, 33-64]

KEY WORDS: organic chemistry; rearrangements; isomerization; classical carbonium ion; non-classical carbonium ion; sigmatropic shift

CORRESPONDENCE: Saad MOULAY, Laboratoire de Chimie-Physique Moleculaire et Macromoleculaire, Institut de Chimie Industrielle, Universite de Blida, Route de Soumaa, B. P. 270 Blida 09000, Algeria; fax: 213 25 43 36 31 / 11 64 / 38 64 / 36 39; e-mail: saadmoul@yahoo.com

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