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Although esters typically have carbonyl stretching frequencies at about 1740 cm^-1 in the infrared spectrum, the corresponding band for lactones can vary greatly with ring size. Three examples are shown in the margin. Propose an explanation for the IR bands of these smaller ring lactones. | Numerade

Although esters typically have carbonyl stretching frequencies a…

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. (Hint: Use the range of carbonyl stretching frequencies for aldehydes and ketones as the "base" frequency range of an unsubstituted carbonyl group and consider the influence of electronegative atoms on the carbonyl group and/or atoms that alter the resonance hybrid of the carbonyl.) What do

Use arguments based on resonance and electronegativity effects to ex…

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