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Considering the basic strength of amines...

Considering the basic strength of amines in aqueous solution, which one has the smallest `pK_(b)` value?

A

`(CH_(3))_(2)NH`

B

`CH_(3)NH_(2)`

C

`(CH_(3))_(3)N`

D

`C_(6)H_(5)NH_(2)`

Text Solution

Verified by Experts

The correct Answer is:
A

Arylamines are less basic than alkyl amines and even ammonia. This is due to resonance. In aryl amines the lone pair of electrons on N is partly shared with the ring the is thus less available for sharing with a proton. In alkylamines, the electron releasing alkyl group increases the electron density on nitrogen atom and thus also increases the ability of amine for protonation. Hence more the no. of alkyl groups higher should be the basicity of amine. But a sllight discrepancy occurs in case of trimethyl amines due to steric effect. Hence the correct order is
`(CH_(3))_(2)NH gt CH_(3)NH_(2) gt (CH_(3))_(3)N gt C_(6)H_(5)NH_(2)`
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DISHA PUBLICATION-AMINES-Exercise - 2 : Concept Applicator
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  19. C (major product) is -

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