SATHEE: Aliphatic Compounds Containing Nitrogen

Aliphatic Compounds Containing Nitrogen - Result Question 16

####17. Considering the basic strength of amines in aqueous solution, which one has the smallest $p K_{b}$ value?

(2014 Main)

(a) ${(C H_{3})}_{2} N H$

(b) $C H_{3} N H_{2}$

(d) $C_{6} H_{5} N H_{2}$

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Answer:

Correct Answer: 17. (a)

Solution:

This problem can be solved by using the concept of effect of steric hindrance, hydration and H-bonding in basic strength of amines. Order of basic strength of aliphatic amine in aqueous solution is as follows (order of $K_{b}$ )

${(C H_{3})}_{2} \ddot{N} H > C H_{3} \ddot{N} H_{2} > {(C H_{3})}_{3} \ddot{N} > C_{6} H_{5} \ddot{N} H_{2}$

As we know, $p K_{b} = - \log K_{b}$

So, ${(C H_{3})}_{2} \ddot{N} H$ will have smallest $p K_{b}$ value. In case of phenyl amine, $N$ is attached to $s p^{2}$ -hybridised carbon, hence it has highest $p K_{b}$ and least basic strength.

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Aliphatic Compounds Containing Nitrogen - Result Question 16

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