what is IR carbonyl stretching frequency? How does it vary with different organic compounds? Justify.
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The approximate stretching frequencies are as follows:
Acid: 17101710, Ketone: 17151715, Ester: 17301730 (all cm−1cm−1)
This would seem to suggest that the acid decreases the carbonyl bond strength and the ester weakens it. This must be as a result of the fact that in the ester inductive withdrawal is more effective than resonance and the converse is true in the acid. However, I am finding it hard to reasonably justify why. Presumably this is also linked to the relative electrophilicity of the ester and the acid.
Acid: 17101710, Ketone: 17151715, Ester: 17301730 (all cm−1cm−1)
This would seem to suggest that the acid decreases the carbonyl bond strength and the ester weakens it. This must be as a result of the fact that in the ester inductive withdrawal is more effective than resonance and the converse is true in the acid. However, I am finding it hard to reasonably justify why. Presumably this is also linked to the relative electrophilicity of the ester and the acid.
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