Title: Provide a brief explanation to account for the observation that the frequency of the C=O stretching ...
Post by: divijnanda on Feb 9, 2018
Provide a brief explanation to account for the observation that the frequency of the C=O stretching absorption in the infrared spectrum of N,N-dimethylacetamide, CH3CON(CH3)2, is higher than that of methyl acetate, CH3CO2CH3
Title: Provide a brief explanation to account for the observation that the frequency of the C=O stretching ...
Post by: trackbeast13 on Feb 9, 2018
The C=O bond of the amide is weaker than that of the ester. Nitrogen is less electronegative than oxygen, and therefore a better electron pair donor. Accordingly, the resonance contributor in which the nitrogen has donated a pair of electrons to the carbonyl carbon atom is an important contributor to the structure.