Problem

Write the structure of the carbinolamine intermediate and the imine product formed in the...

Write the structure of the carbinolamine intermediate and the imine product formed in the reaction of each of the following:

(a) Acetaldehyde and benzylamine, C6H5CH2NH2


(b) Benzaldehyde and butylamine, CH3CH2CH2CH2NH2


(c) Cyclohexanone and tert-butylamine, (CH3)3CNH2


(d) Acetophenone and cyclohexylamine,

Sample Solution The carbinolamine is formed by nucleophilic addition of the amine to the carbonyl group. Its dehydration gives the imine product.

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