The basicity of compounds I (CH_3NH_2), II ((CH_3)_2NH), III ((CH_3)_3N) and IV (C_6H_5CH_2NH_2) varies in the order [AMU 2004, Jamia Millia Islamia 2004]

JEE Main Chemistry question

The basicity of compounds I (), II (), III () and IV () varies in the order [AMU 2004, Jamia Millia Islamia 2004]

(A)I > II > III > IV
(B)II > I > III > IVCorrect
(C)III > I > II > IV
(D)IV > I > II > III

Answer: (B)

Solution

Among the three simple methylamines, the secondary amine (II) is the most basic in aqueous solution, striking the best balance between inductive electron donation (from two methyl groups) and ease of solvation of its conjugate acid; the primary (I) is next; and the tertiary (III) is

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Question ID VK-150310