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Account for : (i) Amino group in aniline is o- and p- directing in aromatic electrophilic

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asked Dec 30, 2017 in Chemistry by sforrest072 (157,439 points) ● 60 ● 409 ● 933
Account for :
(i) Amino group in aniline is o- and p- directing in aromatic electrophilic substitution reactions. Aniline on nitration gives a substantial amountb of m-nitroaniline.
(ii) Aniline does not go Friedel Crafts  reaction.

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answered Dec 30, 2017 by mdsamim (213,225 points) ● 5 ● 10 ● 15
selected Dec 30, 2017 by sforrest072
 
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(i) It is because aniline is formed by protonation with NH3 i.e., EWG hence it is m-directing i.e., 47%.
(ii) It is because aniline is basic, can form adduct with AlCl3, electrophile cannot be generated.

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