You visited us 1 times! Enjoying our articles? Unlock Full Access!

Amines as Bases

An aromatic c...

Question

An aromatic compound 'A' of molecules formula $C_{7} H_{6} O_{2}$ undergoes a series of reaction as shown below. Write the structures of A,B,C,D and E in the following reactions:
OR
(a) Write the structures of main products when benzene diazonium chloride reacts with the following regents:
(i) $H_{3} P O_{2} + H_{2} O$
(ii) $C u C N / K C N$
(iii) $H_{2} O$
(b) Arrange the following in the increasing order of their basic character in an aqueous solutions:
$C_{2} H_{5} N H_{2}, (C_{2} H_{5})_{2} N H, (C_{2} H_{5})_{3} N$
(c) Give a simple chemical test to distinguish between the following pair of compounds:
$C_{2} H_{5} - N H_{2} a n d C_{6} H_{5} - N H - C H_{3}$

Open in App

Solution

(b) Order of basic strenght
$C_{2} H_{5} N H_{2}$ $< (C_{2} H_{5})_{2} N H$ $< (C_{2} H_{5})_{3} N$
(c) $C_{6} H_{5} - N H_{2}$ (Primary amines) and $C_{6} H_{5} - N H - C H_{3}$ (secondary amines) can be distinguished by Hinsberg's test. In this test amines are allowed to react with Hinsberg's reagent, benzeneesulphonyl chloride ( $C_{6} H_{5} S O_{2} C l$ ). Primary amines reacts with this reagent to form N-alkylbenzene sulphonyl amide which is soluble in alkali but secondary amines gives sulphonamide which is insoluble in alkali

Suggest Corrections

Similar questions

B r_{2} w a t e r

(C H_{3} C O)_{2} O / p y r i d i n e

C_{2} H_{5} N H_{2}, C_{2} H_{5} O H, (C H_{3})_{3} N

(C H_{3})_{2} N H a n d (C H_{3})_{3} N

{(C H_{3})}_{2} N H

{(C H_{3})}_{3} N

(C_{6} H_{5} N_{2}^{+} {C l}^{-})

C u C N / K C N

H_{2} O

C H_{3} C H_{2} O H

C_{2} H_{5} N H_{2}, C_{2} H_{5} O H, {(C H_{3})}_{3} N

p K_{b}

C_{6} H_{5} N H_{2}, C_{2} H_{5} N H_{2}, C_{6} H_{5} N H C H_{3}

(C_{6} H_{5} N_{2}^{+} C l^{-})

C u C N / K C N

(i i) H_{2} O

(i i i) C H_{3} C H_{2} O H

(i) C_{2} H_{5} N H_{2}, C_{2} H_{5} O H, (C H_{3})_{3} N

(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) $(C H_{3})_{2} N H a n d (C H_{3})_{3} N$

(a) Write the structures of main products when benzene diazonium chloride $(C_{6} H_{5} {N_{2}}^{+} C l^{-})$ reacts with the following reagents:

(i) CuCN/KCN

(ii) $H_{2} O$

(iii) $C H_{3} C H_{2} O H$

(b) Arrange the following:

(i) $C_{2} H_{5} N H_{2}$ , $C_{2} H_{5} O H$ , $(C H_{3})_{3} N$ – in the increasing order of their boiling point

(ii) Aniline, p-nitroaniline, p-methylaniline - in the increasing order of their basic strength

Join BYJU'S Learning Program