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(a) Write the structures of the main products of the following reactions :

(i) $\xrightarrow[Pyridine]{(CH_{3}CO)_{2}O}$

(ii) $\overset{(CH_{3})_{2}NH}{\rightarrow}$

(iii) $\overset{CH_{3}CH_{2}OH}{\rightarrow}$

(b) Give a simple chemical test to distinguish between Aniline and N,N-dimethylaniline.

(c) Arrange the following in the increasing order of their $pK_b$ values : $C_{6}H_{5}NH_{2} , C_{2}H_{5}NH_{2} , C_{6}H_{5}NHCH_{3}$

Answers (1)

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(i) $\xrightarrow[Pyridine]{(CH_{3}CO)_{2}O}$

(ii) $\overset{(CH_{3})_{2}NH}{\rightarrow}$

(iii) $\overset{CH_{3}CH_{2}OH}{\rightarrow}$ + $CH_{3}CHO+N_{2}+HCl$

(b) Aniline and N-N dimethylaniline Aniline on reaction with choloform and alc. KOH gives bad smelling pheylisocyanide but N,N - dimethylaniline does not give this test.

$CH_{3}Cl_{3}+alc.KOH\rightarrow$

(c) Increasing order of their $pK_b$ values

$C_{2}H_{5}NH_{2} < C_{6}H_{5}NHCH_{3}<C_{6}H_{5}NH_{2}$

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Sumit Saini

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