Related Experiment Video
Updated: May 9, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Spectral properties of a simple azine Schiff base and its sensing ability towards protic environment through hydrogen
Debarati Ray1, Sasanka Dalapati, Nikhil Guchhait
1Department of Chemistry, University of Calcutta, 92 APC Road, Calcutta 700 009, India.
Abstract:
A simple azine linkage containing Schiff base p-N,N-diethylaminobenzaldazine (PDEAB) has been synthesized and its spectroscopic properties have been investigated using steady state absorption and fluorescence measurement. Both the absorption and emission studies indicate that the compound PDEAB forms intermolecular hydrogen bond with protic solvents. The formation of intermolecular hydrogen bond between PDEAB and protic solvents is further verified by Quantum chemical calculation using Density Functional Theory (DFT) (B3LYP/6-31++G(d,p)) and Natural Bond Orbital (NBO) analysis. The non-fluorescent nature (fluorescence off) of PDEAB in aprotic environment can be switched over to a fluorescent system (fluorescence on) in presence of protic solvents and hence this molecule can be used as highly sensitive fluorosensor for protic solvent in aprotic medium like ACN or DOX.
Related Concept Videos
Basicity of Heterocyclic Aromatic Amines
Basicity of Aromatic Amines
NMR Spectroscopy Of Amines
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Amines to Sulfonamides: The Hinsberg Test
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing sulfonyl...
IR Spectrum Peak Splitting: Symmetric vs Asymmetric Vibrations

