Reaction with NaOH: phenol is obtained by heating chlorobenzene with aqueous NaOH at about 300°C.
C6H5Cl + NaOH → C6H5OH + NaCl
Reaction with Ammonia: Aniline is obtained by heating chlorobenzene with ammonia at high pressure and around 250°C in the presence of Cu2O.
C6H5Cl + NH3 → C6H5NH2 + HCl
Aniline is also obtained when chlorobenzene is reacted with NaNH2 or KNH2 in a fluid ammonia solution.
C6H5Cl + NaNH2 → C6H5NH2 + NaCl
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