2. Will the following reaction occur as written? HO, NH H2N cat. H2SO4 A) Yes, after initial protonation of the carbonyl oxygen, ethanol is added to open the lactam. B) No, the lactam would dimerize under these conditions. C) Yes, cyclic amides can easily be converted to esters due to the ring strain. D) No, ring opening of the lactam does not occur since the protonation of the nitrogen occurs more readily than protonation of the carbonyl oxygen.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
Section21.SE: Something Extra
Problem 30VC
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2. Will the following reaction occur as written?
HO,
NH
H2N
cat. H2SO4
A) Yes, after initial protonation of the carbonyl
oxygen, ethanol is added to open the
lactam.
B) No, the lactam would dimerize under these
conditions.
C) Yes, cyclic amides can easily be converted
to esters due to the ring strain.
D) No, ring opening of the lactam does not
occur since the protonation of the nitrogen
occurs more readily than protonation of the
carbonyl oxygen.
Transcribed Image Text:2. Will the following reaction occur as written? HO, NH H2N cat. H2SO4 A) Yes, after initial protonation of the carbonyl oxygen, ethanol is added to open the lactam. B) No, the lactam would dimerize under these conditions. C) Yes, cyclic amides can easily be converted to esters due to the ring strain. D) No, ring opening of the lactam does not occur since the protonation of the nitrogen occurs more readily than protonation of the carbonyl oxygen.
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