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Question

The increasing order of basic strength for the following compounds is:
(I) CH3CH2NH2
(II) CH3NHCH3
(III) CH3NHPh
(IV) CH3NHCHO

A
IV<III<I>II
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B
III<IV<I>II
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C
IV<III<II>I
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D
II<I<III>IV
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Solution

The correct option is C IV<III<II>I
Aliphatic amines are stronger bases than ammonia and aromatic amines are weaker bases than NH3 and 3°>2°>1° basic strength in a gaseous phase.

Thus, the increasing order of basic strength from the options can be
IV<III<II>I

II,III,IV are secondary amines. III is aromatic, hence is less basic than II,IV. The lone pair of amine resonates with the CHO bond, hence it cannot be freely available, thus it is less basic.

Option C is correct.

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