Which of the following is least basic?
Show Hint
- \(\mathrm{(CH_3CO)_2\ddot{N}H}\)
- \(\mathrm{(CH_3CO)\ddot{N}HC_2H_5}\)
- \(\mathrm{(C_2H_5)_3\ddot{N}}\)
- \(\mathrm{(C_2H_5)_2\ddot{N}H}\)
The Correct Option is A
Solution and Explanation
Options (1) and (2) are amides/imides, where the nitrogen lone pair is delocalised into the C=O group(s).
In option (1), diacetylamine (an imide), the lone pair is delocalised over two carbonyl groups, so it is the least available and the compound is the least basic. In option (2) only one carbonyl is involved.
Answer: (1) \(\mathrm{(CH_3CO)_2NH}\)
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