• Hydrogen bonding in alcohols, acids and secondary amides - Electrostatic interaction and resonance

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/seca/056/03/0155-0163

    • Keywords

       

      Acetamide; Dissociation Energy; Ionic Character; Secondary Amide; Double Bond Character

    • Abstract

       

      The free OH and NH stretching frequencies of methanol, ethanol, formic and acetic acids and of N-methyl acetamide are used to calculate the shift in their frequencies due to hydrogen bonding. These calculations are based on the fact that the hydrogen bonding is an electrostatic interaction and that the ionic character of the bond diminishes on hydrogen bonding. The observed and the calculated bonded stretching frequencies agree fairly in methanol and ethanol, but in formic and acetic acids and N-methyl acetamide, the agreement between the corresponding observed and calculated frequencies is obtained only when the two possible resonance structures in these molecules are taken into consideration for calculations.

    • Author Affiliations

       

      K Venkata Ramiah1 P G Puranik1

      1. Department of Physics, University College of Science, Osmania University, Hyderabad
    • Dates

       
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