Aniline is less basic than ethylamine
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Aniline is less basic due to lesser availability of lone pair of electrons.
1.)Due to resonance effect which delocalises the lone pair all over the benzene ring.
2.)There is also a second reason: Lesser stability of conjugate acid than aniline:
C6H5NH2 + H2O : C6H5NH3
anilinium ion is less stable than aniline,hence equilibrium shifts towards the left.
1.)Due to resonance effect which delocalises the lone pair all over the benzene ring.
2.)There is also a second reason: Lesser stability of conjugate acid than aniline:
C6H5NH2 + H2O : C6H5NH3
anilinium ion is less stable than aniline,hence equilibrium shifts towards the left.
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The strength of a base or an alkaline solution is determined by the pK value. The lower the pKb value, the stronger the base. In the case of methylamine and aniline, aniline has more pK value. Hence, aniline is less basic than methylamine. This happens because :
In aniline, the lone pair of electrons on N atom is delocalized over the benzene ring. As a result, electron density on the nitrogen decreases.
On the other hand, in , + I effect of group increases the electron density on N atom.
Therefore, aniline is less basic than methylamine and hence pK of aniline is higher than that of methylamine and aniline is less basic than methylamine.
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