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Whether the ortho-carboxy substituent acts as an
Chapter 23, Problem 13P(choose chapter or problem)
Problem 13P
Whether the ortho-carboxy substituent acts as an intramolecular general-base catalyst or as an intramolecular nucleophilic catalyst can be determined by carrying out the hydrolysis of aspirin with 18 O-labeled water and determining whether 18 O is incorporated into ortho-carboxy- substituted phenol. Explain the results that would be obtained with the two types of catalysis.
Questions & Answers
QUESTION:
Problem 13P
Whether the ortho-carboxy substituent acts as an intramolecular general-base catalyst or as an intramolecular nucleophilic catalyst can be determined by carrying out the hydrolysis of aspirin with 18 O-labeled water and determining whether 18 O is incorporated into ortho-carboxy- substituted phenol. Explain the results that would be obtained with the two types of catalysis.
ANSWER:
Solution 12P
