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Question

Arrange the given compounds in the decreasing order of their basic strengths:


A
B > A > C > D
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B
A > C > B > D
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C
C > A > B > D
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D
A > B > C > D
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Solution

The correct option is B A > C > B > D
A: Amidine
It's conjugate acid formed will be stabilized with equivalent resonating structures , and sp2 hybridised nitrogen will be more basic here because the lone pair of other nitrogen is involved in resonance.


C: It has two alkyl groups, showing +I effect and hence increasing the electron density making it more basic than B (ethylamine) where there is only one alkyl group.
In D: The lone pair is delocalised so it is less available on the nitrogen atom, hence it is least basic.


Correct order is:
A > C > B > D

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