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Why is NR3+ meta directing? Please give the mechanism, if any.

Why is NR3+ meta directing?
Please give the mechanism, if any.

Grade:12

2 Answers

Rinkoo Gupta
askIITians Faculty 80 Points
8 years ago
Groiups that lack an unshared pair on the atom connected to the ring and that are -I.In this category are ,in approxiamte order of decreasing deactivating ability,NR3+,NO2,CF3,CN,SO3H,CHO,COR,COOH,COOR,CONH2,CCL3,NH3+.Also in this category are all other groups with a positive charges on atoms farther away,since often these are still powerfull -Igroups.The field effect explanation predicts that these should all be meta directing and deactivating and except for NH3+) this is the case.The NH3+ group is an anomaly, since this group directs meta . The NH2Me+,NH2Me2+ and NMe3+ groups all give more meta than para substitution, the percentage of para product decreasing with the increasing number of methyl groups.
Thanks & Regards
Rinkoo Gupta
AskIITians Faculty
Jatin Bansal
20 Points
8 years ago
You just elaborated upon my question. I asked the reason for this... Thanx anyway..

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