Sciencemadness Discussion Board

single pot synthesis of CATECHOL from benzene

rockyit98 - 20-9-2019 at 07:19

Catechol is produced industrially by the hydroxylation of phenol using hydrogen peroxide.

C6H5OH + H2O2 → C6H4(OH)2 + H2O

but Fenton's reagent is also used in organic synthesis for the hydroxylation of arenes in a radical substitution reaction such as the classical conversion of benzene into phenol.

C6H6 + FeSO4 + H2O2 → C6H5OH

can i combine two in to one reaction?
i got this image from wiki https://eo.wikipedia.org/wiki/Katekolo

Metacelsus - 20-9-2019 at 12:34

I expect if you add iron, you'll get a messy mixture of over-oxidized products. Fenton's reagent is quite a harsh oxidizer. For the industrial process see here: https://sci-hub.tw/10.1002/14356007.a19_313