Look at the imide, the nitrogen analog of an anhydride below: a) For a neutral imide, will the carbonyl carbon be more (easier to attack) or less (harder to attack) electrophilic than the C of a neutral anhydride? b) If the imide is hydrolyzed under acidic conditions, which atom, one of the oxygens or the nitrogen, will be protonated? Explain your answer.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Look at the imide, the nitrogen analog of an anhydride below:

a) For a neutral imide, will the carbonyl carbon be more (easier to attack) or
less (harder to attack) electrophilic than the C of a neutral anhydride?


b) If the imide is hydrolyzed under acidic conditions, which atom, one of the
oxygens or the nitrogen, will be protonated? Explain your answer.

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won't presence of a more electronegative atom, like nitrogen, near the carbonyl carbon in the imide results in decreased electron density around the carbon making it less electrophilic?

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