(a) Illustrate the following reaction giving suitable example in each case:
(i) Hoffmann bromamide degradation reaction
(ii) Diazotisation
(iii) Gabriel phthalimide synthesis
(b) Distinguish between the following pairs of compounds:
(i) Aniline and N-methylaniline
(ii) (CH3)2NH and (CH3)3N
OR
(a) Write the structures of main products when benzene diazonium chloride (C6H5N2+Cl−) reacts with the following reagents:
(i) CuCN/KCN
(ii) H2O
(iii) CH3CH2OH
(b) Arrange the following:
(i) C2H5NH2, C2H5OH, (CH3)3N – in the increasing order of their boiling point
(ii) Aniline, p-nitroaniline, p-methylaniline - in the increasing order of their basic strength
(a)
(i)CH3−O||C−NH2+Br2+4NaOH→CH3−NH2+Na2CO3+2NaBr+2H2O
(ii)C6H5−NH2+NaNO2+2HCl273−278 k−−−−−−→C6H5−N+2Cl−+NaCl+2H2O
(iii)
(b) (i) Aniline is a primary amine and N-methylaniline is a secondary amine.
(i) (CH3)2 NH is a secondary amine and (CH3)3N is a tertiary amine.
OR
(a)
(i)
(ii)
(iii)
(b)
(i) (CH3)3N<C2H5NH2<C2H5OH
(ii) p-nitroaniline< Aniline < p-methylaniline