(a)
Interpretation:
The complete, detailed mechanism of the given reaction is to be drawn, and the major organic product is to be predicted.
Concept introduction:
Nitriles undergo hydrolysis under basic conditions to a primary amide. The reaction starts with the nucleophilic addition of the hydroxide ion to the carbonyl carbon, which is then followed by a series of proton transfer steps. Under basic conditions, the proton transfers occur either from a water molecule or to the hydroxide ion.
(b)
Interpretation:
The complete, detailed mechanism of the given reaction is to be drawn, and the major organic product is to be predicted.
Concept introduction:
Nitriles undergo hydrolysis under acidic conditions to a primary amide. The reaction starts with the protonation of the nitrile nitrogen. This is followed by the nucleophilic addition of a molecule of water. This is then followed by a series of proton transfer steps. Under acidic conditions, the proton transfers occur either from a hydronium ion or to a water molecule.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
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