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Question
Which of the following is the strongest Bronsted-Lowry base ?
Which of the following is the strongest Bronsted-Lowry base ?
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Solution
The correct option is D
In (a) :
lone pair of nitrogen is not available because of delocalisation as shown :
Similarly, the lone pair in pyrrole i.e. option (c) is also delocalised in making the compound aromatic, making it least basic (as aromaticity is the biggest stabilization factor).
So, basic strength of (a) and (c) is less than that of (b) and (d)
Between option (b) and (d) :
Due to electron donating (+I) effect of cyclic chain attached, there is more electron density on nitrogen in case of (d).
So, basic strength of (d) is more than that of (b)
Correct option is (d)
In (a) :
lone pair of nitrogen is not available because of delocalisation as shown :
Similarly, the lone pair in pyrrole i.e. option (c) is also delocalised in making the compound aromatic, making it least basic (as aromaticity is the biggest stabilization factor).
So, basic strength of (a) and (c) is less than that of (b) and (d)
Between option (b) and (d) :
Due to electron donating (+I) effect of cyclic chain attached, there is more electron density on nitrogen in case of (d).
So, basic strength of (d) is more than that of (b)
Correct option is (d)
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