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Cyclodextrin Inclusion Complexes with a Solvatochromic Fluorescent Probe

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Gary A. Baker

Department of Chemistry, State University of New York, Buffalo, NY 14260

Nicole J. Crane , Rudolph C. Mayrhofer and Thomas A. Betts

Department of Physical Sciences, Kutztown University of PA, Kutztown, PA 19530

J. Chem. Educ., 2002, 79 (10), p 1261

DOI: 10.1021/ed079p1261

Publication Date (Web): October 1, 2002

Abstract

The fluorescence emission maximum of 6-propionyl-2-(N,N-dimethylamino)naphthalene, PRODAN, shifts about 150 nm between solutions of cyclohexane and water. The tremendous sensitivity of this fluorescent probe to the polarity of its local solvent environment makes it a suitable probe for assessing cyclodextrin, CD, complexation. Students first establish the solvatochromic nature of PRODAN and then use the changes in the emission spectra upon inclusion in β- or γ-CD to determine stoichiometry and formation constants for the complexes.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Equilibrium

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