Abstract

Proton transfer (PT) reaction between 2-aminopyridine (2AP) with 2,6-dichloro-4-nitrophenol (DCNP) has been investigated spectrophotometrically in methanol (MeOH), acetonitrile (AN) and acetonitrile with 1,2-dichloroethane binary mixtures (1:1, ANDEI) and (3:1, ANDEII). A long wavelength band in the range 395–424 nm due to the proton transfer complex formation has been recorded. The formation constants of the PT-reaction (K PT) have been estimated using Benesi–Hildebrand equation. It has been found that K PT recorded larger value in AN than MeOH and binary mixtures. This result was interpreted in terms of solvatochromic parameters like, solvent polarizability (π ⁎), hydrogen bond donor (α), and hydrogen bond acceptor (β). The molecular composition of the PT-complex has been identified by Job's and photometric titration methods where 1:1 complex is formed. Based on the rapidity and simplicity of the PT-reaction as well as the stability and simple composition of the formed complex, a rapid, accurate and sensitive spectrophotometric method for determination of 2AP was proposed. In addition, the solid PT-complex (2AP-DCNP) has been isolated and characterized using elemental analyses and FTIR measurements.

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