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its electron lone pair is involved in π cloud
extra canonical involved in substitution at the 2-position
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resonance energy 23 kcal/mol
uses only 1electron in π cloud
acts as a base
undergoes nucleophilic substitution
highly deactivated (ring nitrogen similar to nitro-substituent); 3-position
destabilising
no such destabilisation for meta attack!
2
300oC
550oC
300oC
AlCl3