Explain why aniline is less basic than ammonia?


Question: Explain why aniline is less basic than ammonia?

Aniline is less basic than ammonia because its lone pair of electrons on the nitrogen atom is delocalized into the benzene ring, making it less available for donation to a proton. In contrast, ammonia has a lone pair of electrons that is not delocalized, and therefore, it is more available for donation to a proton. This delocalization of the nitrogen lone pair in aniline decreases the electron density on the nitrogen atom, making it less likely to attract a proton and less basic than ammonia.


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