Question

Please, write out the balanced chemical reactions used to sequentially extract the carboxylic acid and the phenol from the organic phase into aqueous phases, and then precipitate them upon acidification of the aqueous phases, using the information below.

1st) You will prepare an ether solution (the organic phase) of the two compounds; any minor impurities are non-acidic and will remain dissolved in the organic phase throughout the extraction process.
2nd) You will extract benzoic acid from the organic (ether) phase into an aqueous phase by vigorously mixing the ether phase with an aqueous solution of NaHCO3 (a 10% solution of NaHCO3 (aq) has already been prepared for you).
3rd) You will then extract 2-napththol from the organic (ether) phase into an aqueous phase by vigorously mixing the ether phase with an aqueous solution of NaOH (a 5% solution of NaOH (aq) has already been prepared for you).
4th) You will precipitate benzoic acid from its aqueous phase by addition of conc. HCl, and then collect the solid by vacuum filtration.
5th) You will precipitate 2-naphthol from its aqueous phase by addition of conc. HCl, and then collect the solid by vacuum filtration.
6th) You will purify benzoic acid by recrystallization and determine the mp ranges of both compounds.

Answer 1