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Acylation of Ferrocene: A Greener Approach

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Kurt R. Birdwhistell , Andy Nguyen , Eric J. Ramos and Robert Kobelja

Department of Chemistry, Loyola University, New Orleans, LA 70118

J. Chem. Educ., 2008, 85 (2), p 261

DOI: 10.1021/ed085p261

Publication Date (Web): February 1, 2008

Section:

History, Education, and Documentation

Abstract

The acylation of ferrocene is a common reaction used in organic laboratories to demonstrate Friedel–Crafts acylation and the purification of compounds using column chromatography. This article describes an acylation of ferrocene experiment that is more eco-friendly than the conventional acylation experiment. The traditional experiment was modified by replacing mineral acid with a polymeric acid catalyst and by using microwave heating instead of conventional heating.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Inorganic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Bronsted-Lowry Acids / Bases

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Citing Articles

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This article has been cited by 2 ACS Journal articles (2 most recent appear below).

Microwave Synthesis of Benchmark Organo-Iron Complexes
Sean M. Garringer, Andrew J. Hesse, John R. Magers, Kristopher R. Pugh, Stacy A. O’Reilly and Anne M. Wilson
Organometallics2009 28 (23), 6841-6844
- Microwave Synthesis of Benchmark Organo-Iron Complexes
  Sean M. Garringer, Andrew J. Hesse, John R. Magers, Kristopher R. Pugh, Stacy A. O’Reilly and Anne M. Wilson
  Organometallics2009 28 (23), 6841-6844
  Microwave-assisted reaction techniques have been applied to the formation of a variety of organo-iron species. The species synthesized include ferrocene and acetylferrocene, piano stool complexes such as CpFe(CO)2I, CpFe(PPh3)(CO)I, and CpFe(PPh3)(CO)(...
  Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
A Green Multicomponent Reaction for the Organic Chemistry Laboratory. The Aqueous Passerini Reaction
Matthew M. Hooper and Brenton DeBoef
Journal of Chemical Education2009 86 (9), 1077
- A Green Multicomponent Reaction for the Organic Chemistry Laboratory. The Aqueous Passerini Reaction
  Matthew M. Hooper and Brenton DeBoef
  Journal of Chemical Education2009 86 (9), 1077
  Water is the ideal green solvent for organic reactions. However, most organic molecules are insoluble in it. Herein, we report a laboratory module that takes advantage of this property. The Passerini reaction, a three-component coupling involving an ...
  Abstract | Hi-Res PDF | PDF w/ Links