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The increasing basicity order of the following compounds is: (A) CH3CH2NH2 (B) CH3CH2NHCH2CH2CH3 (C) CH3N(CH3)CH3 (D) Ph-NH-CH3

1. (A) < (B) < (C) < (D)
2. (D) < (C) < (B) < (A)
3. (D) < (C) < (A) < (B)
4. (A) < (B) < (D) < (C)

Correct answer: (D) < (C) < (A) < (B)

Solution

In aqueous solution basicity order is 2deg > 1deg > 3deg amine, with the N-aryl amine (D) least basic. Here B is 2deg, A is 1deg, C is 3deg (Me3N), D is N-methylaniline. Increasing: (D) < (C) < (A) < (B).

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