Synthesis, Characterization and Solvatochromic Studies Using the Solvent Polarity Parameter, ENT on 2-Chloro-3-Ethylamino-1,4-Naphthoquinone

J Fluoresc. 2017 Jul;27(4):1505-1512. doi: 10.1007/s10895-017-2090-6. Epub 2017 Apr 12.

Abstract

Quinones are molecules with varied biological activities and electronic properties which are used for important applications [1, 2]. Quinone with a heteroatom substituted, namely 2-chloro-3-ethylamino-1,4-naphthoquinone (N-CAN) was synthesized and characterized by various techniques such as H1-NMR, C13-NMR, Mass spectroscopy and FT-IR spectroscopy. In this study, the solvatochromic effects on the spectral properties of 2-chloro-3-ethylamino-1,4-naphthoquinone have been investigated in different solvents taking into consideration, the solvent parameters like dielectric constant (ε) and refractive index (η) of different solvent polarities. Using Lippert-Mataga, Bakshiev's, Kawski-Chamma-Viallet and Reichardt equations, the ground state (μg) and excited state (μe) dipole moments were calculated. The angle between the excited state and ground state dipole moments were also calculated. Graphical Abstract ᅟ.

Keywords: 2-chloro-3-ethylamino-1,4-naphthoquinone; Dipole moments; Kawski-Chamma-Viallet, Reichardt equations; Lippert-Mataga, Bakshiev’s.