V. Devi, P. Awasthi
Jan 1, 2022
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Journal
Journal of Molecular Structure
Abstract
ABSTRACT Ethyl 3-(2-(4-chlorophenoxy)acetamido)propanoate is synthesized and comprehensively studied as an insect growth regulator. The structure has been confirmed using fourier transform infra-red (FT-IR), nuclear magnetic resonance (1D-NMR, 2D-NMR), electrospray ionization (ESI-MS) spectroscopic techniques. The synthesized compound has been tested against the fifth instar of Galleria mellonella in comparison to pyriproxyfen (commercial IGR). Observed LC50 and LC90 values of synthesized compound and pyriproxyfen are 162 ppm & 549 ppm and 125 & 630 ppm respectively. Computational and structural parameters of the synthesized compound are determined and studied. Molecular geometry and unscaled vibrational frequencies are calculated by density functional theory (DFT) method using Becke's three-parameter lee-yang-parr (B3LYP) hybrid functional at 6-311G+(d,2p) level of basis set. The scaled quantum mechanical (SQM) method has been employed to calculate scaled vibrational frequencies. Further, 1H and 13C NMR spectra are calculated with (DFT/ B3LYP) using gauge independent atomic orbital method (GIAO) in the gaseous and solvent phases to confirm the structure of synthesized compound. Natural bond orbital (NBO) analysis has been used to study the intramolecular charge transfer (ICT) interactions, delocalization of electron density. HOMO-LUMO energies are calculated to describe global reactivity descriptors which played an important role in explaining the bioactivity of compounds. Parameters are also evaluated in solvent phases using the integral equation formalism polarization continuum model (IEF-PCM) of the DFT method. The Autodock software tool is used to study the binding interactions between ligand and receptor juvenile hormone binding protein (JHBP).