Theoretical Investigation of Substituent Effect on the Carbonyl Stretcing Vibration in Carbonyl Oximes
Abstract
In this study, changes in carbonyl vibrational frequency of isonitrosoacetophenone (inapH) molecules containing different substituents and affecting physicochemical parameters were investigated. In this context, the geometries and vibration frequencies of the selected molecules were calculated using the Density Functional Theory (B3LYP) with 6-311++G(d,p) basis set. The halogens (-F, -Cl and -Br), the hydroxyl (-OH) and the alkyl (-CH3, -CH2CH3 and –CH2CH2CH3) groups were used as a substituent. The carbonyl stretching vibrations, Mulliken charges on carbon and oxygen atoms, dipole moment and electronegativity of substitute groups of inapH molecules were calculated. The calculated values of the carbonyl stretching vibrations were used in the artificial neural networks (ANNs) to determine the contributions of the influencing physicochemical parameters. The developed ANNs has four input and one output neurons. It also has three hidden layers, five, seven and nine hidden layer neurons, and full connectivity between neurons. Input parameters are electronegativity, dipole moment, Mulliken charges of C and O atoms. The change of carbonyl stretching vibration was investigated as four variable.
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