from benzene ring to cyclohexane
hydrogen
catalyst : nickel
from benzene to aryl-halides/halogeno-arenes
Br2,Cl2, FeBr3
(electrophilic substitution)
from benzene to alkyl-arene
chloroalkane
catalyst ; anhydrous AlCl3
from benzene to nitrobenzene
conc. nitric acid
conc. sulphuric acid
from nitrobenzene to phenylamine
hot Sn
conc. HCl
(reduction)
from phenylamine to diazonium ion
NaNO2 + HCl
<10degreesC
from diazonium ion to diazonium salt
NaOH + phenol
from phenylamine to tribromophenylamine
excess Br2