Question

Hi! Please try to answer as much as you can from the questions below. I would greatly appreciate it!

question 1) How would you separate a mixture of m-toluic acid and 3’-aminoacetophenone using extraction technique?

question 2) In the separation described in #5, what needs to be done to isolate crystals of m-toluic acid? Write all chemical reactions associated with this separation and isolation procedure.

question 3) An organic compound A has the following solubilities at room temperature: 12 g A in 100 mL ether; 6 g A in 100 mL H₂O (K = 2). Calculate which of the following extraction methods will yield the largest mass of A. Include masses of the compound yielded in both extractions.

Method 1: A solution of 6 g of A in 100 mL H₂O is shaken with 100 mL ether (one extraction)

Method 2: A solution of 6 g of A in 100 mL H₂O is shaken with two 50 mL portions of ether (two extractions)

Answer 1

1. It is very simple, you are given Toluic acid and 3 aminoacetophenone.

Extraction here is liquid-liquid extraction using separatory funnel.

We are trying to dissolve one compound in aqueous layer and other in organic layer. These layer can be separated using funnel very easily

Toluic acid as obvious, is a carboxylic acid, so we will make salt of this compound using NaHCO3. This sodium salt as we know is soluble in water. Hence will go to aqueous layer. 3-aminoacetophenone is organic compound and will be soluble in organic layer like ethyl acetate. Hence you have two compounds in separate layers. You can easily collect them in different containers.

For aqueous layer protonate with small amount of acid like HCl you will have your compound Toluic acid. That's it.