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Alkyl amines are stronger bases than ary...

Alkyl amines are stronger bases than aryl amines. Justify.

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(a) Aniline may be regarded as a resonance hybrid of the following five contributing structures (I-V).

Due to resonance, the lone pair of electro on the nitrogen atom gets delocalised over the benzene ring and thus it is less easily available for protonation. At the sametime nitrogen acquires some positive charge (II to IV) and this repels the incoming proton.
On the other hand in ethylamine, the delocalisation of lone pair of electrons on the nitrogen atom by resonance is not possible. Moreover the electron density on the nitrogen increased by the electron releasing inductive effect (+ I effect) of ethyl group.

Hence aniline is weaker base than ethylamine.
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BETTER CHOICE PUBLICATION-AMINES -QUESTION BANK (13.3 CHEMICAL REACTIONS)
  1. Why ethylamine is more basic than aniline ?

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  2. Why ethylamine is more basic than aniline ?

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  3. Alkyl amines are stronger bases than aryl amines. Justify.

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  4. Explain why secondary amines are more basic than primary amines.

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  5. Out of C(2)H(5)NH(2) and (C(2)H(5))(2)NH which is more basic and why?

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  6. Which is more basic and why? CH(3)NH(2)and(CH(3))(2)NH.

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  7. Why aniline a weaker base than methylamine?

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  8. Arrange the following in decreasing order of their basic strength in a...

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  9. Which ismore basic, aliphatic amines or ammonia and why ?

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  10. All three classes of aliphatic amines are stronger bases tha ammonia. ...

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  11. Give order of basicity of 1^(@),2^(@),3^(@) amines and ammonia.

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  12. All three classes of aliphatic amines are stronger bases tha ammonia. ...

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  13. Arrange 1^(@), 2^(@) and 3^(@) amines in increasing order of their bas...

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  14. Out of ethylamine and ammonia which is more basic and why?

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  15. Out of ammonia (NH(3)) and C(2)H(5)NH(2) which is more basic and why?

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  16. Why Methyl amine is stronger base than ammonia ?

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  17. Why 2^@ amine is more basic than 1^@ and 3^@ amine ?

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  18. Why benzylamine more basic than aniline?

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  19. The reaction of toluene with chlorine in the presence of ferric chlori...

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  20. Amino group in aniline is o, p-directing and activating in electroph...

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