Purification and Modification of Fullerene C60 in the Undergraduate Laboratory

Tracey Spencer , Barney Yoo and Kent Kirshenbaum
Department of Chemistry, New York University, New York, NY 10003
J. Chem. Educ., 2006, 83 (8), p 1218
DOI: 10.1021/ed083p1218
Publication Date (Web): August 1, 2006

Abstract

We describe an experiment for the undergraduate chemistry laboratory encompassing extraction and column purification of buckminsterfullerene C60 from fullerene-rich soot followed by a one-pot 1,3-dipolar cycloaddition of an azomethine ylide to C60. The fullerene N-methyl pyrrolidine product is then purified by silica gel chromatography. Characterization of the starting material and product can be performed by UV–vis, MS, 1H NMR, and 13C NMR. This laboratory utilizes fundamental experimental techniques while exposing students to developing opportunities in fullerene research. The experimental procedures are straightforward and require materials of relatively low cost.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Aromatic Compounds

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History

  • Received: August 03, 2009

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