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KMnO4, OH-
H3O+, heat
—————————>
or Na2Cr2O7/H2SO4
Benzoic Acid (Side Chain Oxidation)


Zn(Hg), HCl, heat
—————————>
Clemensen Reduction (C=O → CH2)


H2NNH2, HO-, heat
——————————>
Wolff-Kishner reduction (C=O → CH2)


Zn(Hg), HCl, heat
—————————>
Clemensen Reduction (C=O → CH2)

H2NNH2, HO-, heat
——————————>
Wolff-Kishner reduction (C=O → CH2)

EAS rxn ——>
Replaces H on benzene ring


HNO3, H2SO4
————————>
Nitration of aromatic compounds (introduces nitro group)


SO3, H2SO4
————————>
Sublimation of aromatic compounds (introduces SO3H group)


X2 (X = Cl or Br)
————————>
For Cl, AlCl3
For Br, FeBr3
Halogenation of aromatic compounds (introduces halogen group)


R-Cl
————————>
AlCl3
Friedel-Crafts Alkylation (Introduces R group to benzene)


Cl—C(=O)—R
————————>
AlCl3
Friedel-Crafts acylation of benzene (Adds an acyl group to the aromatic ring C(=O)—R)


CO, HCl
————————>
AlCl3, CuCl
Formylation of benzene (adds an acyl group to the aromatic ring C(=O)—R)


Electron withdrawers (Meta Directors)

Electron donors (Ortho/Para directors)

NaNO2, HCl
(HONO)
————————>
Diazonium Salt


H3PO2
————————>
Benzene ring


HBF4
————————>
Flouro-benzene ring


H3O+ or EtOH
————————>
Benzyl alcohol


KI
————————>
benzene with iodine substituent


CuCN
————————>
Benzene with Nitrile substituent


CuBr or CuCL
————————>
Benzene with bromine or chlorine substituent
