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Question

(a) Write the structure of main products when anline reacts with the following reagents.
(i) Br2 water
(ii) HCl
(iii) (CH3CO)2O/pyridine
(b) Arrange the following in the increasing order of their boiling poin.
C2H5NH2,C2H5OH,(CH3)3N
(c) Give a simple chemical test to distinguish between the following pair of compounds.
(CH3)2NHand(CH3)3N

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Solution

(b) Increasing order of boiling point.
(CH3)3N<C2H5NH2<C2H5OH
Alcohols have higher boiling point as compared to that of amines because oxygen, being more electronegative, forms strong hydrogen bond as compared to that of nitrigen.
In tertiary amine, there is no hydrogen to form hydrogen bond and hence, has the lowest boilint point.

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