Question

Phenol and benzoic acid are both weak acids that are solublein

Answer 1

Answer:

Se explanation below

Explanation:

Here we will use the technique of extraction taking advantange of the different solubilities of Phenol and and Benzoic Acid in the NaOH and and NaHCO₃ solvents (In reality their anions). Notice that phenol does not dissolve in the weak base NaHCO₃ so we can have the solution of phenol and benzoic acid in ether and proceed to extract with this weak base, the phenol will remain in solution in the organic ether solution and the sodium benzoate will go into the water layer.

We then will repeat the extraction procedure to separate the phenol from the organic layer by using NaOH instead.

Benzoic Acid /

Phenol/  Ether        ⇒Extract w/     ⇒    Organic Layer = Phenol/Ether      

                                10 % NaHCO₃         Aqueous Layer = Sodium Benzoate                  

                                                             

Sodium benzoate ⇒ 10 % HCl to precipitate Benzoic Acid

Filter Precipitate  benzoic Acid ⇒ Recrystallize benzoic Acid

Phenol  / Ether                Extract w/              Organic Layer =  Eher

                                        10 % NaOH            Aqueous Layer =

                                                                       Sodium Phenolate  

 

Sodium Phenolate  ⇒ 10% HCl to precipitate Phenol                                         Filter Precipitate Phenol ⇒ Recrystallize Phenol