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Question
Give reasons CH3NH2 is more basic 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
- Write structures of different isomeric amines corresponding to the molecular formula C4H11N.
- Write the IUPAC names of all the isomers.
- What type of isomerism is exhibited by different pairs of amines?
How will you convert Benzene into aniline?
Arrange the following in increasing order of their basic strength:
C2H5NH2, (C2H5)2NH, (C2H5)3N, C6H5NH2
Complete the following acid-base reaction and name the product:
\[\ce{CH3CH2CH2NH2 + HCl ->}\]
Accomplish the following conversion:
Benzene to m-bromophenol
Give a plausible explanation for the following:
Why are aliphatic amines stronger bases than aromatic amines?
Illustrate the following reactions giving suitable example in each case
Ammonolysis
Choose the most correct option.
Which one of the following compounds has the highest boiling point?
The CORRECT decreasing order of solubility in water will be ____________.
Assertion: N-Ethylbenzene sulphonamide is soluble in alkali.
Reason: Hydrogen attached to nitrogen in sulphonamide is strongly acidic.
