1.

(a) Write the structures of main products when aniline reacts with the following reagents : (i) Br_(2) water (ii) HCl (iii) (CH_(3)CO)_(2)O""//"pyridine" (b) Arrange the following in the increasing order of their boiling points : ""C_(2)H_(5)NH_(2), C_(2)H_(5)OH, (CH_(3))_(3)N (c) Give a simple chemical test to distinguish between the following pair of compounds : ""(CH_(3))_(2)NH" and "(CH_(3))_(3)N

Answer»

SOLUTION :(a)
(b) Increasing ORDER of the boiling points is :
`""(CH_(3))_(3)N lt C_(2)H_(5)NH_(2) lt C_(2)H_(5)OH`
(c) Distinguishbetween `(CH_(3))_(2)NH" and "(CH_(3))_(3)N` :
Thetwo compounds can be distinguished by reaction using benzene sulphonyl chloride `(C_(6)H_(5)SO_(2)Cl)`known as Hinsberg.s reagent.
`(CH_(3))_(2)NH` REACTS as under :

`""`(It is not ACIDIC and hence insoluble in alkali)
`(CH_(3))_(3)N` does not react with Hinsberg.s reagent because the former does not contain hydrogen.


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