Effect of Ionic Liquid on Prototropic and Solvatochromic Behavior of

Oct 25, 2010 - Depending on solubilizing milieu and conditions, fluorescein may exist in one or more of its prototropic forms (cationic, neutral (zwit...
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15042

J. Phys. Chem. B 2010, 114, 15042–15051

Effect of Ionic Liquid on Prototropic and Solvatochromic Behavior of Fluorescein Maroof Ali, Poulami Dutta, and Siddharth Pandey* Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India ReceiVed: July 16, 2010; ReVised Manuscript ReceiVed: September 22, 2010

The effect of a water-miscible room-temperature ionic liquid (IL), 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]), on the behavior of a common and popular probe fluorescein is assessed. Depending on solubilizing milieu and conditions, fluorescein may exist in one or more of its prototropic forms (cationic, neutral (zwitterionic, quinoid, and lactone), monoanionic (phenolate and carboxylate), and dianionic) in the solution. Information regarding the various prototropic forms of fluorescein in buffer-rich aqueous IL mixtures ([bmim][BF4] e 50 wt %, mole fraction