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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
Identify the weakest base amongst the following :
(a) p- methoxyaniline
(b) o-toluidine
(c) benzene - 1, 4 - diamine
(d) 4 - aminobenzoic acid
Give reasons for the following: (CH3)2NH is more basic than (CH3)3N in an aqueous solution.
How will you convert Benzene into aniline?
Arrange the following in increasing order of their basic strength:
CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5CH2NH2
Complete the following acid-base reaction and name the product:
\[\ce{(C2H5)3N + HCl ->}\]
Accomplish the following conversion:
Aniline to p-bromoaniline
Choose the most correct option.
Which one of the following compounds has the highest boiling point?
Which among the following has the highest boiling point?
Which of the following amines form maximum hydrogen bonds within themselves?
Arrange the decreasing boiling point.
\[\ce{CH3COOH, C2H5OH, CH3NH2, CH3OCH3}\]
