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Which of the following is least basic ?

1. (CH3CO)NHC2H5
2. (C2H5)3N
3. (CH3CO)2NH
4. (C2H5)2NH

Correct answer: (CH3CO)2NH

Solution

(CH3CO)2NH is least basic because the presence of two acetyl groups (CH3CO) significantly stabilizes the lone pair of electrons on the nitrogen through resonance, making it less available to accept protons compared to the other options.

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