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Introduction to Alkenes

Explain why a...

Question

Explain why aniline is not as basic as ammonia?

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Solution

In aniline the lone pair of nitrogen atom is an conjugation with the $π$ -electrons of the benzene ring and thus, takes part in resonance. Hence, this pair not available for donatination while in ammonia it is so. Thus, aniline is less basic than ammonia.

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Similar questions

Q. a) Identify the reactant

A

in the following reaction:

A + 2 R - X ⟶ R_{4} N^{+} X^{-}

b) Explain Hoffmann's bromamide degradation reaction for the preparation of methanamine.
c) Which is more basic among aqueous solutions of aniline and ammonia? Give one reason.

p K_{b}

values of ammonia, methenamine and benzenamine (aniline) are

4.75, 3.38

9.38

respectively. Arrange them in the increasing order of their basic strength.

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