The hydrolysis of an amide often requires harsh conditions, high emperatures, or a special enzyme. Identify which of the following statements does NOT provide a reason for this lack of reactivity.

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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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The hydrolysis of an amide often requires harsh conditions, high
temperatures, or a special enzyme. Identify which of the following
statements does NOT provide a reason for this lack of reactivity.
A) The pka of NH4+ is ~10 and the
pka of H₂O is ~16.
B) The nitrogen of the amide can
donate electrons to make a
resonance structure that stabilizes
the partial positive charge on the
carbon.
C) -NH₂ is not as stable of a
leaving group as -OH, since it is
less electronegative.
D) There is significant 'double-
bond' character between the
carbon and nitrogen in an amide.
Transcribed Image Text:The hydrolysis of an amide often requires harsh conditions, high temperatures, or a special enzyme. Identify which of the following statements does NOT provide a reason for this lack of reactivity. A) The pka of NH4+ is ~10 and the pka of H₂O is ~16. B) The nitrogen of the amide can donate electrons to make a resonance structure that stabilizes the partial positive charge on the carbon. C) -NH₂ is not as stable of a leaving group as -OH, since it is less electronegative. D) There is significant 'double- bond' character between the carbon and nitrogen in an amide.
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