Because of basic nature, aniline reacts with the Lewis Acid.
anniline doesnot undergoes friedel crafts alkylation and acylation . Can anybody give me the reason
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Aniline doesn't undergo Friedal-Craft(alkylation and acylation) reaction because of the salt formation with the aluminium chloride(which act as the catalyst). As a result, nitrogen of aniline acquires the positive charge and hence acts as a strong deactivating group for further reaction......
yup sankar above two resons r correct
also phenol doent undergo friedel craft reactions due to this very reason
that's only if use u use the amount of catalyst used normally . if used in excess , the reaction proceeds . Interestingly , the meta product is obtained. I'd like one of you to give the probable mechanism .
Well may be....I think -OH reacts with lewis acid and becomes ring deactivator.. well may be
b'cos of the lone pair on nitrogen,anniline
reacts with AlCl3(a lewis acid)to form a salt.Due to this the nitrogen acquires positive charge and deactivates the benzene ring.
@srinath,priyam,chinmay
deactived ring doesnt undergo friedel craft reactions
I'm sure of this. pucca . no q's here. and the planr prob is still a Q . I'll try to give the best answer. I'll only try mind u .and answer the synthesis problems no? U said Organic was ur fav ???
yup bro i will ans them dat day i lost intrest sry fr dat
and also i m also pakka dat deactivated rings dont undergo dis reaction
i m givin sm lines in my support frm my reference book
"Aromatic compounds containing m-directing groups do not undergo Friedel-Crafts alkylation.This is because in such cases the ring is deactivated and the attaking carbocation(electrophile) is less reactive to bring about the reaction.On the other hand , electrophiles NO+2,SO3 and positive hydrogen, etc. are reacive enough to bring about the substitution even on deactivated aromatic rings."
bt they can undergo acylation bt yield is too poor