1.

(a) Write the structures of main products when benzene diazonium chloride reacts with the following reagents : (i) H_(3)PO_(2)+H_(2)O (ii) CuCN/KCN (iii) H_(2)O (b) Arrange the following in the increasing order of their basic character in an aqueous solution : ""C_(2)H_(5)NH_(2), (C_(2)H_(5))_(2)NH, (C_(2)H_(5))_(3)N (c)Give a chemical test to distinguish between the following pair of compounds : ""C_(6)H_(5)-NH_(2)" and "C_(6)H_(5)-NH-CH_(3)

Answer»

Solution :(a)
(b) The increasing order of basic strength in aqueous solution is given as under :
`""C_(2)H_(5)NH_(2) lt (C_(2)H_(5))_(3)N lt (C_(2)H_(5))_(2)NH`
(c) To distinguish between `C_(6)H_(5)-NH_(2)" and "C_(6)H_(5)-NH-CH_(3)`.
`C_(6)H_(5)NH_(2)` on heating with chloroform and ethanolic potassium hydroxide forms PHENYL carbylamine which has a foul SMELL :
`C_(6)H_(5)NH_(2)+CHCl_(3)+3KOH overset("Heat")(rarr) underset(underset("carbylamine")("Phenyl"))(C_(6)H_(5)-NC)+3KCl+3H_(2)O`
`C_(6)H_(5)-NH-CH_(3)` does not give this test.


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