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Since aniline N has a lone pair of electrons to dislocate in aromatic system (PI), it has less donating stability then ammonia.

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Aniline is less basic than ammonia because the nitrogen lone pair on aniline is partially delocalized into the benzene ring, making it less available to accept a proton. Ammonia, on the other hand, has a more localized lone pair on nitrogen, which is more readily available for protonation.

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Q: Why Aniline is less basic then ammonia?
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Why para nitro aniline is less basic from aniline?

Para nitroaniline is less basic than aniline because the nitro group is an electron-withdrawing group which decreases the electron density on the nitrogen atom, making it less able to donate a proton and thus less basic than aniline.


Which is more basic cyclohexyl aniline or aniline?

Aniline is more basic than cyclohexyl aniline. This is because the nitrogen atom in aniline's aromatic ring is more available to accept a proton compared to the nitrogen in cyclohexyl aniline, which is less available due to steric hindrance from the bulky cyclohexyl group.


Why ammonia is stronger base than aniline?

Ammonia is a stronger base than aniline because the lone pair on the nitrogen in ammonia is more readily available for donation compared to the nitrogen in aniline, which is partially delocalized due to resonance. As a result, ammonia is able to more effectively accept a proton to form its conjugate acid, making it a stronger base.


Why aniline is weaker base than ammonia?

Aniline is a weaker base than ammonia because the lone pair on the nitrogen atom in aniline is partially delocalized into the benzene ring, making it less available for donation to form a bond with a proton. In contrast, the lone pair on the nitrogen atom in ammonia is more readily available for donation, resulting in a stronger basicity.


Among benzyl amine aniline acetanilide and p-nitro aniline which is the most basic compound?

Among the compounds listed, aniline is the most basic as it has a lone pair on the nitrogen atom that can readily accept a proton. Benzylamine and p-nitroaniline are less basic due to the presence of electron-withdrawing groups, while acetanilide has a resonance-stabilized amide group that reduces its basicity.

Related questions

Why para nitro aniline is less basic from aniline?

Para nitroaniline is less basic than aniline because the nitro group is an electron-withdrawing group which decreases the electron density on the nitrogen atom, making it less able to donate a proton and thus less basic than aniline.


Which is more basic cyclohexyl aniline or aniline?

Aniline is more basic than cyclohexyl aniline. This is because the nitrogen atom in aniline's aromatic ring is more available to accept a proton compared to the nitrogen in cyclohexyl aniline, which is less available due to steric hindrance from the bulky cyclohexyl group.


Why ammonia is stronger base than aniline?

Ammonia is a stronger base than aniline because the lone pair on the nitrogen in ammonia is more readily available for donation compared to the nitrogen in aniline, which is partially delocalized due to resonance. As a result, ammonia is able to more effectively accept a proton to form its conjugate acid, making it a stronger base.


Why aniline is weaker base than ammonia?

Aniline is a weaker base than ammonia because the lone pair on the nitrogen atom in aniline is partially delocalized into the benzene ring, making it less available for donation to form a bond with a proton. In contrast, the lone pair on the nitrogen atom in ammonia is more readily available for donation, resulting in a stronger basicity.


Why Aniline is more stable then Ammonia?

Because the lone pair of electron of nitrogen in case of Aniline becomes involve in resonance process of aromatic ring and is less available for the attack of an acid.


Why aniline is less basic than ammonia?

Aniline is less basic than ammonia because the nitrogen atom in aniline is part of a benzene ring, making it less available to accept a proton. In contrast, the nitrogen in ammonia is free to accept a proton due to its lone pair of electrons, increasing its basicity.


Among benzyl amine aniline acetanilide and p-nitro aniline which is the most basic compound?

Among the compounds listed, aniline is the most basic as it has a lone pair on the nitrogen atom that can readily accept a proton. Benzylamine and p-nitroaniline are less basic due to the presence of electron-withdrawing groups, while acetanilide has a resonance-stabilized amide group that reduces its basicity.


Which is more acidic aniline or ammonia?

Aniline is more acidic than ammonia because the nitrogen atom in aniline is part of a benzene ring, which stabilizes the conjugate base by resonance. This makes aniline more willing to donate a proton compared to ammonia.


Why is o-aniline phenol less soluble in water than m-aniline phenol?

In o-aniline phenol Intramolecular hydrogen bonding occurs which is not possible in meta and is responsible for less solubility


Why benzyl amine is more basic than n-ethyl aniline?

Because in Benzylamine : the unshared lone pair of electron on nitrogen atom isavailable >.. But in n-ethyl aniline: the unshared lone pair of electron is not available and enter resonance with benzene ring .(Villa)


Why ammonia is less basic than ethylamine?

Ammonia is less basic than ethylamine because the lone pair of electrons on the nitrogen atom in ammonia is delocalized in the sp3 orbital, making it less available for donation. In contrast, in ethylamine, the lone pair is in an sp3 orbital on nitrogen, making it more available for donation, resulting in higher basicity.


Which is more basic aniline or p-nitroaniline?

Aniline is more basic than p-nitroaniline because the presence of a nitro group (-NO2) in p-nitroaniline decreases its basicity by withdrawing electron density from the amino group. Aniline, on the other hand, lacks this electron-withdrawing group, making it more basic.