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Question

Rank in the order of increasing basic strength.

A
(d) < (b) < (c) < (a)
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B
(d) < (c) < (b) < (a)
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C
(b) < (a) < (c) < (d)
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D
(c) < (b) < (a) < (d)
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Solution

The correct option is A (d) < (b) < (c) < (a)
More stable the conjugate acid, more will be its basic strength.
Conjugate acid of (a) is stabilised both NH2 present in the molecule thus giving three equivalent resonating structures. In (c), there will be 3 resonating structures, but two are equivalent. Hence (c) is less basic than (a).
In (b), there are 2 equivalent resonating structures so it will be more stable and more basic than (d) where there is no resonance.

Therefore, the increasing order of basic strength follows,
(d) < (b) < (c) < (a)

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