Which one of the following is the correct order of increasing basic strength of nitrogen compounds in aqueous solution?

N H_{3} < C_{2} H_{5} N H_{2} < C_{6} H_{5} N H_{2} < {(C_{2} H_{5})}_{2} N H < C_{6} H_{5} C H_{2} N H_{2}

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C_{6} H_{5} N H_{2} < N H_{3} < C_{6} H_{5} C H_{2} N H_{2} < C_{2} H_{5} N H_{2} < {(C_{2} H_{5})}_{2} N H

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{(C_{2} H_{5})}_{2} N H < C_{6} H_{5} C H_{2} N H_{2} < N H_{3} < C_{2} H_{5} N H_{2} < C_{6} H_{5} N H_{2}

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C_{6} H_{5} C H_{2} N H_{2} < C_{2} H_{5} N H_{2} < N H_{3} < C_{6} H_{5} N H_{2} < {(C_{2} H_{5})}_{2} N H

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C_{2} H_{5} N H_{2} < C_{6} H_{5} N H_{2} < N H_{3} < {(C_{2} H_{5})}_{2} N H < C_{6} H_{5} C H_{2} N H_{2}

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Solution

The correct option is A $C_{6} H_{5} N H_{2} < N H_{3} < C_{6} H_{5} C H_{2} N H_{2} < C_{2} H_{5} N H_{2} < {(C_{2} H_{5})}_{2} N H$
Basic character depends upon the availability of lone pair of $N$ atom for donation. Presence of electron donating group like $- R$ , increases the electron density at $N$ -atom and thus makes its lone pair more availability for donation.
Aromatic amines are generally less basic because of the involvement of lone pair of nitrogen in delocalisation. Thus, the correct order of increasing basic strength is
$C_{6} H_{5} N H_{2} < N H_{3} < C_{6} H_{5} C H_{2} N H_{2} < C_{2} H_{5} N H_{2} < {(C_{2} H_{5})}_{2} N H$

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