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Question
Arrange the following in the decreasing order of their basic strength in aqueous solution:
CH3NH2,(CH3)2NH,(CH3)3N and NH3
Arrange the following in the decreasing order of their basic strength in aqueous solution:
CH3NH2,(CH3)2NH,(CH3)3N and NH3
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Solution
The order of basic strength is NH3<(CH3)3N<CH3NH2<(CH3)2NHAliphatic amines are stronger bases than ammonia because of +I (inductive) effect. The alkyl groups, which are electron releasing groups, increase the electron density around the nitrogen thereby, increasing the availability of the lone pair of electrons to proton or Lewis acids and making the amine more basic. But in tertiary amines crowding of alkyl groups cover nitrogen atom from all sides and thus makes it unable for protonation. Due to steric factors tertiary amines are less basic than primary amines.
The order of basic strength is NH3<(CH3)3N<CH3NH2<(CH3)2NH
Aliphatic amines are stronger bases than ammonia because of +I (inductive) effect. The alkyl groups, which are electron releasing groups, increase the electron density around the nitrogen thereby, increasing the availability of the lone pair of electrons to proton or Lewis acids and making the amine more basic. But in tertiary amines crowding of alkyl groups cover nitrogen atom from all sides and thus makes it unable for protonation. Due to steric factors tertiary amines are less basic than primary amines.
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