Question: Use arguments based on resonance and electronegativity effects to explain the trend in carbonyl IR stretching frequencies from higher frequency for esters and carboxylic acids

Use arguments based on resonance and electronegativity effects to explain the trend in carbonyl IR stretching frequencies from higher frequency for esters and carboxylic acids to lower frequencies for amides. What does this suggest about the way the nitrogen atom influences the distribution of electrons in an amide carbonyl group?

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