Aromatic organic synthesis

benzene →benzene (NO₂)

benzene →benzene (NO₂)

conc HNO₃ and conc H₂SO₄

benzene (NO₂) →benzene (NH₂)

Sn and conc HCl

benzene (NH₂) →benzene (NH₂) 3(Br)

Br₂

benzene →benzene (Br)

Br₂ and AlBr₃ or FeBr₃

benzene → benzene (CH₃)

CH₃Cl and AlCl₃

benzene → benzene (Cl)

Cl₂ and AlCl₃ or FeCl₃

benzene →benzene (CH₃C=O)

CH₃COCl and AlCl₃

benzene (CH₃C=O) → benzene (CH₃CHOH)

NaBH₄

phenol →phenol 3(Br)

Br₂

phenol →benzene (O^-Na⁺)

NaOH (aq)

phenol →phenol (NO₂)

dilute HNO₃