Q28E
Question
The following molecular model represents a tetrahedral intermediate resulting from addition of a nucleophile to an aldehyde or ketone. Identify the reactants, and write the structure of the final product when the nucleophilic addition reaction is complete.
Step-by-Step Solution
VerifiedNucleophile addition reaction is one of the most important reactions shown by the "carbonyl carbon"(C=O), a polar group due to the mesomeric effect making carbon of the carbonyl group partially positive.
Carbonyl carbon's "partially positive" nature makes the nucleople attack easily, thus showing nucleophile addition reaction.
The given intermediate result is from adding pyrrolidine (secondary amine) with 3-methyl-2-butanone (ketone).
The product formed 1-(3-methylbut-2-en-2-yl)pyrrolidine has carbon-nitrogen single bond, and the amine nitrogen in the carbinolamine intermediate comes from a secondary amine, it is an enamine.
The structure and the formation of the enamine product are shown below
Structure of enamine