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(a) Write the reactions involved in the following : (i) Hofmann bromamide degradation reaction. (ii) Diazotisation. (iii) Gabrieol phthalimide synthesis. (b) Give reasons : (i) (CH_(3))_(2)NH is more basic than (CH_(3))_(3)N in an aqueous solution. (ii) Aromatic diazonium salts are more stable than aliphatic diazonium salts. |
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Answer» SOLUTION :(a) (i) Hofmann bromamide degradation reaction : `underset("Amide")(R-overset(overset(O)(||))(C)-NH_(2))+Br_(2)+4NaOH rarr R-underset("Amine")(NH_(2))+Na_(2)CO_(3)+2NaBr+2H_(2)O` (ii) Diazotisation : `underset("ANILINE")(C_(6)H_(5)NH_(2))+NaNO_(2)+2HCl overset(273-278K)(rarr) underset(underset(underset("chloride")("diazonium"))("BENZENE"))(C_(6)H_(5)N_(2)Cl)+NaCl+2H_(2)O` (iii) Gabriel phthalimide synthesis : (b) (i) Due to COMBINED effect of the inductive effect of the methyl groups and solvation with water molecules, `(CH_(3))_(2)NH` is more basic than `(CH_(3))_(3)N`. (ii) Aromatic diazonium salts are more stable because of the resonance that takes place as under :
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