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UV/Vis Spectroscopic Evaluation of 4-Nitropyridine N-Oxide as a Solvatochromic Indicator for the Hydrogen-Bond Donor Ability of Solvents
Authors:Lagalante Anthony F  Jacobson Ryan J  Bruno Thomas J
Institution:National Institute of Standards and Technology, Chemical Sciences and Technology Laboratory, Physical and Chemical Properties Division, 325 Broadway, Boulder, Colorado 80303.
Abstract:The potential of 4-nitropyridine N-oxide to act as a solvatochromic indicator of the hydrogen-bond donor ability of solvents has been evaluated. A linear free-energy relationship has been established that is predominantly dependent on the Kamlet-Taft alpha parameter of the solvent. In comparison to the previously reported results obtained for pyridine N-oxide, 4-nitropyridine N-oxide possesses a solvatochromic effect that is located in the long wavelength ultraviolet region (lambda = 330-355 nm) of the spectrum, making it a viable probe for hydrogen-bond donation assessment.
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