Question

Steps for the separation by extraction of benzil?

What order of steps do I need to place it in?

Describe the procedure for the separation by extraction of the neutral compound, benzil, from the basic compound, p-chloroaniline. Both compounds are soluble in dichloromethane and insoluble in water. At the end of the prodecure, you must have solid benzil and solid p-chloroaniline separated

Note:	dichloromethane is a highly volatile solvent, thus if you boil a solution of a compound in dichloromethane in a beaker on a steam bath until no solvent remains, you will have the compound as a solid in the beaker.
	benzil is soluble in dichloromethane, but insoluble in water.
	p-chloroaniline is soluble in dichloromethane, but insoluble in water.
	p-chloroaniline is a base and reacts with HCl to form a water soluble salt.

Add steps to form procedure in the correct order (not all steps listed may be required):

Step 1. add dichloromethane to separating funnel, shake for 2 minutes and remove dichloromethane layer
Step 2. add aqueous solution of HCl to separating funnel, shake for 2 minutes and remove aqueous layer
Step 3. add aqueous solution of NaOH to the separating funnel, shake for 2 minutes and remove aqueous layer
Step 4. add mixture to water and place in separating funnel
Step 5. dissolve mixture in dichloromethane and put into separating funnel
Step 6. place aqueous solution in a beaker and add aqueous HCl to precipitate p-chloroanililne. Filter the solid product, p-chloroaniline.
Step 7. place aqueous layer in a beaker and add aqueous NaOH to precipitate p-chloroaniline. Filter solid product, p-chloroaniline.
Step 8. place dichloromethane layer in a beaker and remove solvent by evaporation on steam bath to isolate solid benzil

What order of steps do I need to place it in?

I believe steps 7,4 & 3 are incorrect and not part of the procedure but I honestly do not know and cant figure it out.

Answer 1