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Question
Give reasons for the following:
CH3NH2 is more basis than C6H5NH2.
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Solution
Aromatic amines are far less basic than aliphatic amines. This can be explained as follows:
Resonance stabilisation is there in aniline. It can be regarded as a resonance hybrid of the following structures:
Hence, the lone pair of electrons on the nitrogen atom gets delocalised over benzene ring and thus is less available for protonation.
The electron density on the nitrogen atom is increased by electron-donating inductive effect of the alkyl groups. As a result, aliphatic amines are much stronger bases than aniline.
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RELATED QUESTIONS
In the following
The compound ‘B’ is _______.
(A) Propan–1–amine
(B) Propan–2–amine
(C) Isopropylamine
(D) Dimethylamine
When aniline reacts with acetic anhydride the product formed is ____________.
Write a short note on the following.
Ammonolysis
Account for the following.
pKb of aniline is more than that of methylamine.
How will you convert diethylamine into N-nitrosodiethylamine?
Assertion A: Aniline on nitration yields ortho, meta and para nitro derivatives of aniline.
Reason R: Nitrating mixture is a storng acidic mixture.
In the light of the above statements, choose the correct answer from the options given below:
Arrange the increasing order of solubility in water.
\[\ce{C2H5Cl, C2H5NH2, C2H5OH}\]
Define Amines.
Write a short note on the following
Ammonolysis
Account for the following:
Aniline does not undergo Friedel-Crafts reaction.
