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Predict giving reasons, the order of basicity of the following compounds in (i) gaseous phase and in (ii) aqueous solutions (CH_(3))_(3)N, (CH_(3))_(2)NH, CH_(3)NH_(2), NH_(3). |
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Answer» Solution :(i) In gaseous phase : The order of basicity is : `""(CH_(3))_(3)N gt (CH_(3))_(2)NH gt CH_(3)NH_(2) gt NH_(3)` This is explained on the INDUCTIVE effect (+I) of the alkyl groups. (ii) In AQUEOUS phase : The order of basicity in aqueous solution is : `""(CH_(3))_(2)NH gt CH_(3)NH_(2) gt (CH_(3))_(3)N gt NH_(3)` Due to steric hindrance, the lone pair of electrons on N in `(CH_(3))_(3)N` is not readily availlable. Therefore, `(CH_(3))_(3)N` is LESS basic than `(CH_(3))_(2)NH" and "CH_(3)NH_(2)`. The inductive effect, solvation effect, H-bonding and steric hindrance together decide the basicity of amines in aqueous solutions. |
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