1.

Which reaction sequence would be best to prepare 3-chloroanilne from benzene ?

Answer»

Chlorination, nitration, reduction
Nitration, chlorination, reduction
Nitration, reduction, chlorination
Nitration, reduction, acetylation, chlorination, hydrolysis

Solution :
(i)In CASE chlorination is done EARLIER than nitration, CHLOROBENZENE formed at first step would introduce `NO_2` group in ortho-position, not in m-position
(ii) Again if -`NO_2` group is REDUCED earlier than the chlorination step, -`NH_2` group formed on reduction will again introduce -Clin o-position


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