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Account for the following : (i) Aniline is weaker base than methylamine. (ii) Aryl cyanides cannot be formed by the reaction of aryl halides and sodium cyanide. |
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Answer» Solution :(i) ANILINE is weaker base than methylamine because `C_(6)H_(5)-`group is electron withdrawing in aniline whereas `CH_(3)-`group is electron releasing in methylamine. MOREOVER, lone pair of ELECTRONS on N in aniline is delocalised DUE to resonance with benzene ring. This reduces electron density on amino group in aniline. It is due to double bond CHARACTER between `C underset("_________")(---)Cl` bond in aryl halide which cannot be broken easily. Therefore, -Cl cannot be easily replaced by -CN to get aryl cyanide. |
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