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chlorination Cl2, AlCl3 or FeCl3

Br2, FeBr3 or AlBr3

Fuming H2SO4

Dilute H2SO4

R-X, AlCl3 or FeCl₃ or FeBr₃

radical bromination NBS , hv or heat

creates benzylic position. Na2Cr2O7, H+ or 1. KMnO4, NaOH, Heat 2. H3O+

R-CO-X. O is on double bond connected to C. and FeCl3/FeBr3/AlCl3

HNO3 and H2SO4

Zn(Hg), HCl

TFPAA

CrO3, H3O+ or CrO3, H3O+

Zn(Hg), HCl

NAS, NaOH, 70 C

NAS NH3, heat

NAS NaOR, boiling HOR

NaOH, H2O, 340C,150 atm
H3O+
EA

NaNH2, NH3 (l)
H3O+
EA