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The amine lone pair in aniline is conjugated to the benzene ring. Amines are strongly electron donating, so the lone pair is partially "stuck" in the aromatic system. This means that it is less available to latch onto a proton (the definition of basicity).

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15y ago
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5mo ago

Aniline is a weak base because the nitrogen atom in its structure has a lone pair of electrons that can accept a proton, hence acting as a base. However, the lone pair is delocalized into the benzene ring, making it less available for protonation compared to other amines, leading to its weaker basicity.

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15y ago

Aniline is a primary amine, and is a weak base like most primary amines (pKb is 9.42). It is a weaker base than comparable primary amines (most have pKb in the 3-4 range) because the amine lone pair on aniline is conjugated to the benzene ring. Remember that amines are strongly electron donating so the lone pair is delocalized into the aromatic system and not quite as available to grab protons (the definition of basicity).

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Q: Why is aniline weak base?
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Related questions

How do you write the nucleophilic substitution reactions for aniline and toluene?

aniline would go through an electrophilic substitution, it is a weak base


Why the litmus aniline is neutral?

Litmus is a weak acid that is primarily present in the form of its conjugate base at neutral pH, leading to its neutral color. Aniline, being a weak base, does not significantly affect the pH of the litmus solution, allowing it to remain neutral.


What color will aniline turn litmus paper?

Aniline is a weak base, so it will turn red litmus paper blue.


Which is strong base aniline or o-nitroaniline?

Aniline is a stronger base than o-nitroaniline because the nitro group in o-nitroaniline is electron-withdrawing and decreases its basicity compared to aniline. In basicity trends for amines and anilines, the presence of electron-withdrawing groups decreases basicity.


Why aniline dissolve in acid hydrochloric solution?

Aniline dissolves in hydrochloric acid solution because aniline is a weak base that can form anilinium chloride salt by reacting with the strong acid HCl. This salt is soluble in water, allowing aniline to dissolve in the acidic solution.


What are example of weak base?

Examples of weak bases include ammonia (NH3), methylamine (CH3NH2), and aniline (C6H5NH2). These compounds do not completely dissociate in water to release hydroxide ions but can still react with acids to form salts and water.


Is C6H7N strong base?

C6H7N (pyridine) is a weak base due to its ability to accept protons (H+ ions) and form the conjugate acid. It is weaker than strong bases like NaOH or KOH.


Why aniline is weaker base than methylamine?

Since tha pka of the aniline ion is equal to 4.6, the anilinium ion is a stronger acid than the methylaminium ion, and aniline (c6h5nh2) is a weaker base than methylamine (ch3nh2).


Schiff base of aniline and benzaldehyde?

The Schiff base formed from aniline and benzaldehyde is N-phenylideneaniline. This compound is a imine derivative and is commonly used in organic synthesis reactions. It is formed by the condensation of aniline and benzaldehyde in the presence of a suitable catalyst.


Why cyclohexylamine is a stronger base than aniline?

Cyclohexylamine is a stronger base than aniline because the nitrogen atom in cyclohexylamine is less hindered by bulky substituents than in aniline. This allows for easier access of the lone pair of electrons on nitrogen in cyclohexylamine, making it more available for proton transfer. Aniline's lone pair is more delocalized into the benzene ring, which reduces its basicity.


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.


Is Ammonia a weak base a strong base?

Ammonia is a weak base