Question

Draw the mechanism of the following reaction. Be sure to show all curved arrows and formal charges. (Show the formation of the electrophile and all resonance structures of the sigma complex). o to AICI: Does the substituent on the following benzene activate or deactivate the ring for EAS reactions? Explain your answer this should include drawing any relevant resonance structures!) NH Predict the major product of the following reaction. Explain the directing effects of the -OH group (this should include drawing any relevant resonance structures). LOH HNO3 H2SO4

Answer 1

stepús : + Alchy — + AICLO Isopropyl chloride Isopropylenium ion 3L Stepti) :- Ste poil 1 O + - N H Intermediate arenium ion -*-*-*to LH (resonance stabilization of Areniumion) - Step (iii) i fotki-Ald - HCH - AlCl3 Isopropyl benzene and hence - C-NH₂ group is electron with drawing group it directs next electrophile towards meta position. Nie Kyllt " - CNH, 2 TCNH. do Note: ĕ with drawing group decreases election density at ottho and para positions. Hence it directs next electrophile towards meta position. I NO₂ Since -OH group highly ring activating and hence it directly - No, group at ortho and para positions all at once.