Appeared in: 2025 (2 sets)
(a) (i) In a chemistry practical class, the teacher gave his students an amine 'X' having molecular formula $ ext{C}_2 ext{H}_7 ext{N}$, and asked the students to identify the type of amine. One of the students, Neeta, observed that it reacts with $ ext{C}_6 ext{H}_5 ext{SO}_2 ext{Cl}$, to give a compound which dissolves in $ ext{NaOH}$ solution. Can you help Neeta to identify the compound 'X' ?
(ii) Arrange the following in the increasing order of their $ ext{pK}_ ext{b}$ value in aqueous phase :
$$ ext{C}_6 ext{H}_5 ext{NH}_2, ( ext{CH}_3)_2 ext{NH}, ext{NH}_3, ext{CH}_3 ext{NH}_2, ( ext{CH}_3)_3 ext{N}$$
(iii) Aniline on nitration gives considerable amount of meta product along with ortho and para products. Why ?
(iv) Convert aniline to :
(I) p-bromoaniline
(II) phenol
OR
(b) (i) Arun heated a mixture of ethylamine and $ ext{CHCl}_3$ with ethanolic $ ext{KOH}$, which forms a foul smelling gas. Write the chemical equation involved.
(ii) Identify A and B in the following reactions :
$$ ext{A} \xrightarrow[ ext{ethanol}]{ ext{H}_2/ ext{Pd}} ext{C}_6 ext{H}_5 ext{NH}_2 \xleftarrow[ ext{B}]{ ext{Br}_2 / ext{NaOH}}$$
(iii) Convert aniline to :
(I) benzene
(II) sulphanilic acid